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ベンズアルデヒド

Benzaldehyde

HCID 240
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
100-52-7
標準SMILES
O=Cc1ccccc1
InChIKey
HUMNYLRZRPPJDN-UHFFFAOYSA-N
分子式
C7H6O
平均分子量
106.12 g/mol
単同位体質量
106.04186481

概要

Benzaldehyde appears as a clear colorless to yellow liquid with a bitter almond odor. Flash point near 145 °F. More denser than water and insoluble in water. Hence sinks in water. Vapors are heavier than air. The primary hazard is to the environment. Immediate steps should be taken to limit spread to the environment. Easily penetrates the soil to contaminate groundwater and nearby waterways. Used in flavoring and perfume making.

名称と識別子

優先名称
Benzaldehyde
IUPAC
benzaldehyde
現地名
ベンズアルデヒド
英語名
Benzaldehyde
分子式
C7H6O
分子量
106.12

名称と別名

benzaldehyde100-52-7Benzoic aldehydePhenylmethanalBenzenecarbonalBenzenecarboxaldehydeBenzenemethylalBenzaldehyde FFCBenzene carbaldehydeBenzene carboxaldehydebenzanoaldehydeBenzylaldehyde
名称をさらに表示
ベンズアルデヒドベンゼンカルボアルデヒド2-ホルミルベンゼンアーモンド精油3-ホルミルベンゼン4-ホルミルベンゼンベンゼンカルボナールアーティフィシャルアーモンドオイル1-ホルミルベンゼンベンズアルデヒド(RING-13C6)ホルミルベンゼンBenzaldehydBENZYL ALDEHYDEFEMA 2127BenzyaldehydeBALDBenaldehydeBenzaldehyArtificial Almond Oil
NCI-C56133Benzoic acid aldehydeFEMA No. 2127Caswell No. 076PhenylformaldehydeDTXSID8039241NSC-7917EPA Pesticide Chemical Code 008601

データベース識別子

CAS
100-52-7
PubChem CID
240
DTXSID
DTXSID8039241
ChEMBL
CHEMBL15972
ChEBI
CHEBI:17169
UNII
TA269SD04T
EC Number
202-860-4
Nikkaji
J4.010J

物性

構造計算による物性補完中

XLogP
1.5
極性表面積
17.1 Ų
水素結合供与体数
0
水素結合受容体数
1
回転可能結合数
1
重原子数
8
形式電荷
0
複雑度
72.5

実験および物理化学的性質

Chemical Classes · 2 件

Other Classes -> Benzaldehydes

Flammable agents - 2nd degree

Cosmetics · 3 件

Cosmetics ingredient -> Flavor; Fragrance

Cosmetic ingredients (Benzaldehyde) -> CIR (Cosmetic Ingredient Review)

Solvent

SpringerMaterials Properties13C nuclear magnetic resonance spectrum
FragrancesFragrance Ingredient (Benzaldehyde) -> IFRA transparency List
PesticidesPesticide -> EPA IRIS
LogP · 3 件

log Kow = 1.48

1.48

1.48

Odor · 2 件

Characteristic odor or volatile oil of almond

Odor resembling oil of bitter almond

Taste · 2 件

Burning aromatic taste

Similar to bitter almond

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 5 件

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P304+P340, P305+P351+P338, P317, P319, P330, P337+P317, P403+P233, P405, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 6 件

Chemical: Benzaldehyde

Hazard Traits - Fragrance Allergen

List I Chemical: A chemical specified by regulation that, in addition to legitimate uses, is used in manufacturing a controlled substance in violation of the Act and is important to the manufacture of a controlled substance. (21 eCFR 1310.02)

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Benzaldehyde is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzaldehyde are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 29-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/15940

Other Safety InformationIMAP assessments - Benzaldehyde: Human health tier II assessment
DOT LabelClass 9
Fire Hazards · 3 件

Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:

· Some may burn but none ignite readily.

Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 63 °C explosive vapour/air mixtures may be formed.

Fire PotentialCombustible liquid.

化学と産業

薬理情報

Metabolism/Metabolites · 5 件

... Benzaldehyde rapidly metabolizes to benzoic acid in the skin ... .

Hepatic soluble fraction contains a number of aldehyde oxidases transforming aldehydes to the corresponding carboxylic acids. For example, molybdoflavoproteins aldehyde oxidase & xanthine oxidase catalyze metab of salicylaldehyde & benzaldehyde.

... Benzaldehyde, a cleavage product of amphetaminil, was rapidly converted to hippuric acid in the blood, brain, and adipose tissue of rats and then excreted in the urine ... .

Infusion of benzaldehyde to perfused rat liver increased hepatic ethane production. Results obtained with inhibitors of hepatic aldehyde metabolism suggest that the metabolism of benzaldehyde is required for ethane production. Radical scavenging by addition of cyanidanol or by pretreatment with vitamin E abolished ethane release, in agreement with lipid peroxidation as a source of alkane production during aldehyde metabolism.

For more Metabolism/Metabolites (Complete) data for BENZALDEHYDE (8 total), please visit the HSDB record page.

Absorption, Distribution and Excretion · 5 件

Benzaldehyde is absorbed through skin and by the lungs, distributes to all well-perfused organs, but does not accumulate in any specific tissue type. After being metabolized to benzoic acid, conjugates are formed with glycine or glucuronic acid, and excreted in the urine.

Infusion of the test substance to perfused rat liver leads to an increase in hepatic ethane production. The extra ethane release upon addition of the test substance was diminished by cyanamide, pargyline is able to depress the test substance-induced ethane evolution.

Daily monitoring indicated the urinary excretion of the following metabolites: hippuric acid (HA), free (FBA) and conjugated benzoic acid (benzoylglucuronic acid: BGA), benzyl glucuronide (BG) and benzyl mercapturic acid (BMA). Although the total amount of urinary metabolites excreted by the low-dose group (83.2% of the total dose) was not significantly different from that excreted by the high-dose group (82.3% of the total dose), some metabolites showed differences in their urinary output: HA, 69.9% in the low-dose group vs. 66.7% in the high-dose group; BGA, 8.8% in the low-dose group vs. 11.2% in the high-dose group; BG, 2.9% in the low-dose group vs. 3.0% in the high-dose group; FBA, 1.6% in the low-dose group vs. 1.4% in the high-dose group. In both treated groups, BMA was present in trace amounts (<0.01% of the total dose).

関連反応

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化合物ノート

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このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す

1.046 at 68 °F (USCG, 1999) - Denser than water; will sink

1.050 at 15 °C/4 °C

Relative density (water = 1): 1.05

1.040-1.047

1.041 @25 °C

Flavoring AgentsEU Flavoring substances
Viscosity1.321 cp at 25 °C

物理化学的性質

融点
-26 °C · -26 °C (lit.)
沸点
178 · 178-179 °C (lit.)
比重(密度)
1.044 g/cm3 · 1.044 g/cm3 at 20 °C (lit.)
蒸気密度
3.7 · 3.7 (vs air)
蒸気圧
4 mm · 4 mm Hg ( 45 °C)
屈折率
20 · n20/D 1.545(lit.)
FEMA
2127 · 2127 | BENZALDEHYDE
闪点
145 °F · 145 °F
貯蔵温度
30 °C · Store below +30°C.
溶解性
2 O: · H2O: ソリュブル100mg/mL
酸解離定数(Pka)
14.9 · 14.90(at 25℃)
外見
liquid
色
ペールイエロー
PH
5.9 · 5.9 (1g/l, H2O)
臭い (Odor)
アーモンドのように。
爆発限界(explosive limit)
1.4 · 1.4-8.5%(V)
由来生物
synthetic
においのタイプ
フルーティーな
水溶解度
0.01 g/100 · <0.01 g/100 mL で 19.5 ºC
凝固点
-56 ℃ · -56℃
比熱容量
1.62 J/ · Cp(liquid): 1.62 J/(g·K), at 25℃
Merck
14 · 14,1058
JECFA Number
22 · 22
BRN
471223 · 471223
Henry's Law Constant
4 · 4.0×10-1 mol/(m3Pa) at 25℃, Brockbank (2013)
Dielectric constant
17.8 · 17.8(20℃)
安定性
安定。可燃性。強酸化剤、強酸、還元剤、蒸気とは相容れない。空気、光、湿気に敏感。
化粧品成分の機能
香料変性剤香料香料
InChI
1S/C7H6O/c8-6-7-4-2-1-3-5-7/h1-6H
InChIKey
HUMNYLRZRPPJDN-UHFFFAOYSA-N
SMILES
O=Cc1ccccc1
LogP
1.4 at · 1.4 at 25℃
CAS データベース
100 · 100-52-7(CAS DataBase Reference)
NISTの化学物質情報
Benzaldehyde(100-52-7)
EPAの化学物質情報
Benzaldehyde (100-52-7)
CAS Number Unlabeled
100 · 100-52-7
化学的性質 · 2 件

化学的特性ベンザルデヒドは最もシンプルなアルデヒドの一つであり化学式はC7H6Oと表されますこの有機化合物は特に香料や合成の中間体として広く利用されていますベンザルデヒドは透明な液体であり特徴的な甘いアーモンドの香りがありますこの香りは自然界の多くの植物やフルーツに含まれており特にアーモンド桃チェリーなどの種子に豊富に存在します

化学的特性Benzaldehyde is a colorless to yellow, oily liquid with an odor of bitter almonds. Benzaldehyde is commercially available in two grades: (i) pure benzaldehyde and (ii) and double-distilled benzaldehyde. The latter has applications in the pharmaceutical, perfume, and fl avor industries. Benzaldehyde may contain trace amounts of chlorine, water, benzoic acid, benzyl chloride, benzyl alcohol, and/or nitrobenzene. Benzaldehyde is ignited relatively easily on contact with hot surfaces. This has been attributed to the property of very low auto-ignition temperature. Benzaldehyde also undergoes autoxidation in air and is liable to self-heat. It is used as a food flavoring and in the manufacture of dyes and antibiotics, and can be readily manufactured by the chlorination of methylbenzene and the subsequent hydrolysis of (dichloromethyl) benzene: C6H5CH3 + Cl2 →C6H5CHCl2C6H5CHCl2 + 2H2O →C6H5CH(OH)2+ 2HCl C6H5CH(OH)2 →C6H5CHO + H2O.

Health Hazards · 2 件

Inhalation of concentrated vapor may irritate eyes, nose and throat. Liquid is irritating to the eyes. Prolonged contact with the skin may cause irritation. (USCG, 1999)

· Inhalation of material may be harmful.

Hazards Summary · 1 件

An eye irritant; [ICSC] At a concentration of 2 ppm, there is a strong penetrating odor without marked irritation; [AIHA] Included in list of established contact allergens in humans; [EC: Scientific Committee on Consumer Safety: Fragrance allergens in cosmetic products (2011)] Benzaldehyde can cause contact urticaria. [Kanerva, p. 221]

DOT ID and Guide1990 171
FDA Requirements · 2 件

Synthetic flavoring substances and adjuvants /for human consumption/ that are generally recognized as safe for their intended use, withn the meaning of section 409 of the Act. Benzaldehyde is included on this list.

Synthetic flavoring substances and adjuvants /for animal drugs, feeds, and related products/ that are generally recognized as safe for their intended use, within the meaning of section 409 of the Act. Benzaldehyde is included on this list.

Reactive GroupAldehydes
EC ClassificationSymbol: Xn; R: 22; S: (2)-24
UN ClassificationUN Hazard Class: 9; UN Pack Group: III

安全と保護具

Fire Fighting · 2 件

Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:

Use water spray, foam, powder, carbon dioxide.

First Aid Measures · 4 件

Fresh air, rest.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Rest.

Accidental Release Measures · 2 件

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· Do not touch or walk through spilled material.

First Aid · 2 件

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

General First Aid:

Safe StorageSeparated from incompatible materials. See Chemical Dangers. Well closed. Ventilation along the floor. Cool. Store in an area without drain or sewer access. Keep in the dark.
Firefighting Hazards · 2 件

Under fire conditions, material may decompose to form flammable and/or explosive mixtures in air. Use water spray to cool unopened containers.

Vapors are heavier than air and will collect in low areas. Vapors may travel long distances to ignition sources and flashback. Vapors in confined areas may explode when exposed to fire. Storage containers and parts of containers may rocket great distances, in many directions.

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Fire Fighting Procedures · 5 件

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.

To fight fire, use water (may be used as a blanket), alcohol, foam, dry chemical.

If material or contaminated runoff enters waterways, notify downstream users of potentially contaminated waters. Notify local health and fire officials and pollution control agencies. From a secure, explosion-proof location, use water spray to cool exposed containers. If cooling streams are ineffective (venting sound increases in volume and pitch, tank discolors, or shows any signs of deforming), withdraw immediately to a secure position.

For more Fire Fighting Procedures (Complete) data for BENZALDEHYDE (6 total), please visit the HSDB record page.

Storage Conditions · 4 件

Store under nitrogen. Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Air, light, and moisture sensitive.

Store in cool, dry, dark, well ventilated location. Separate from oxidizing materials, reducing agents, alkalies.

Store in a flammable liquid storage area or approved cabinet away from ignition sources and corrosive and reactive materials. Store under nitrogen in an area away from steam or water ... . Keep away from strong acids and oxidizers.

Keep tightly closed and protected form light.

Cleanup Methods · 5 件

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Methods and materials for containment and cleaning up: Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations. Keep in suitable, closed containers for disposal.

Evacuate and restrict persons not wearing protective equipment from area of spill or leak until cleanup is complete. Remove all ignition sources. Ventilate area of spill or leak. Collect powdered material in the most convenient and safe manner and deposit in sealed containers. Ventilate area of spill or leak after cleanup is complete. It may be necessary to contain and dispose of this chemical as a hazardous waste. If material or contaminated runoff enters waterways, notify downstream users of potentially contaminated waters.

Stop or control the leak, if this can be done without undue risk. Use water spray to cool and disperse vapors and protect personnel. Absorb in noncombustible material for proper disposal.

Environmental considerations - land spill: Dig a pit, pond, lagoon, holding area to contain liquid or solid material. Dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete. Absorb bulk liquid with fly ash, cement powder, or commercial sorbents.

For more Cleanup Methods (Complete) data for BENZALDEHYDE (6 total), please visit the HSDB record page.

Nonfire Spill ResponseExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Disposal Methods · 4 件

SRP: Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.

SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.

Product: This combustible material may be burned in a chemical incinerator equipped with an afterburner and scrubber. Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material. Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. Contaminated packaging: Dispose of as unused product.

Incineration; add combustible solvent and spray into incinerator with afterburner.

毒性情報

Body Burden · 1 件

Benzaldehyde was qualitatively detected in 8 of 12 samples of human milk collected from volunteers in Bayonne, NJ, Jersey City, NJ, Bridgeville, PA, and Baton Rouge, LA(1). Benzaldehyde was identified in the purge of a sample of human breast milk(2).

Interactions · 2 件

Infusion of the test substance to perfused rat liver leads to an increase in hepatic ethane production. The extra ethane release upon addition of the test substance was diminished by cyanamide, pargyline is able to depress the test substance-induced ethane evolution.

In vitro toxicological studies together with atomistic molecular dynamics simulations show that occupational co-exposure with C60 fullerene may strengthen the health effects of organic industrial chemicals. The chemicals studied are acetophenone, benzaldehyde, benzyl alcohol, m-cresol, and toluene which can be used with fullerene as reagents or solvents in industrial processes. Potential co-exposure scenarios include a fullerene dust and organic chemical vapor, or a fullerene solution aerosolized in workplace air. Unfiltered and filtered mixtures of C60 and organic chemicals represent different co-exposure scenarios in in vitro studies where acute cytotoxicity and immunotoxicity of C60 and organic chemicals are tested together and alone by using human THP-1-derived macrophages. Statistically significant co-effects are observed for an unfiltered mixture of benzaldehyde and C60 that is more cytotoxic than benzaldehyde alone, and for a filtered mixture of m-cresol and C60 that is slightly less cytotoxic than m-cresol. Hydrophobicity of chemicals correlates with co-effects when secretion of pro-inflammatory cytokines IL-1beta and TNF-alpha is considered. Complementary atomistic molecular dynamics simulations reveal that C60 co-aggregates with all chemicals in aqueous environment. Stable aggregates have a fullerene-rich core and a chemical-rich surface layer, and while essentially all C60 molecules aggregate together, a portion of organic molecules remains in water.

Target OrgansGastrointestinal
Ecotoxicity Values · 5 件

LC50; Species: Pimephales promelas (Fathead minnow); Concentration: 35 mg/L for 24 hr /Conditions of bioassay not specified in source examined/

LC50; Species: Pimephales promelas (Fathead minnow); Concentration: 7.6 mg/L for 96 hr /Conditions of bioassay not specified in source examined/

LC50; Species: Daphnia magna (Water flea); Concentration: 50 mg/L for 24 hr /Conditions of bioassay not specified in source examined/

LC50; Species: Poecilia reticulata (Guppy); Concentration: 1.57 umol/L for 14 day /Conditions of bioassay not specified in source examined/

For more Ecotoxicity Values (Complete) data for BENZALDEHYDE (22 total), please visit the HSDB record page.

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 11(SRC), determined from a structure estimation method(2), indicates that benzaldehyde is expected to have very high mobility in soil(SRC). Volatilization of benzaldehyde from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 2.67X10-5 atm-cu m/mole(3). Benzaldehyde is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.27 mm Hg at 25 °C(4). A 66% of theoretical BOD using activated sludge in a 2-week Japanese MITI test(5) suggests that biodegradation is an important environmental fate process in soil(SRC). Other biological screening studies have also demonstrated that benzaldehyde is readily biodegradable(6-8).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 11(SRC), determined from a structure estimation method(2), indicates that benzaldehyde is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 2.67X10-5 atm-cu m/mole(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 1.5 and 14 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 4.4(SRC), from its log Kow of 1.48(6) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low. A 66% of theoretical BOD using activated sludge in a 2-week Japanese MITI test(7) suggests that biodegradation is an important environmental fate process in water(SRC). Other biological screening studies have also demonstrated that benzaldehyde is readily biodegradable(8-10). Hydrolysis is not expected to be an important environmental fate process since this compound lacks functional groups that hydrolyze under environmental conditions(3).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), benzaldehyde, which has a vapor pressure of 1.27 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase benzaldehyde is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 30 hours(SRC), calculated from its rate constant of 1.29X10-11 cu cm/molecule-sec at 25 °C(3). Vapor-phase benzaldehyde is also degraded in the atmosphere by reaction with nitrate radicals(SRC); the half-life for this reaction in air is estimated to be 7.5 days(SRC), calculated from its rate constant of 4.30X10-15 cu cm/molecule-sec at 25 °C(4). The atmospheric reaction between benzaldehyde and ozone is too slow to be important environmentally(5). Benzaldehyde absorbs UV radiation between 300 and 380 nm in the gas-phase(6,7) and, therefore, may be susceptible to direct photolysis by sunlight(SRC). Small quantities of benzaldehyde have been detected in atmospheric aerosol particulates(8,9) which can be physically removed from air via dry and wet deposition. Benzaldehyde's detection in rain, snow, fog, and cloud water(10,11) indicates that wet deposition has some environmental importance(SRC). It has been shown that benzaldehyde vapor in air can adsorb to snow(12).

Food Survey Values · 2 件

Benzaldehyde has been qualitatively detected as a volatile constituent of baked potatoes(1), cassava products(2), mountain cheese(3), nectarines(4), fried bacon(5), roasted filbert nuts(6), dried legumes(7), peaches(8), clove oil(9), chickpeas(10), cooked beef(11), and fried chicken(12). Benzaldehyde is used directly as a flavoring agent in foods in quantities of approximately 0.4 million lb/yr(13).

Benzaldehyde was found in the volatiles of sweet corn products; concentrations ranged from 4 ppb for fresh kernels to 16 ppb for canned creamed corn(1). Benzaldehyde was identified in the flavor and aroma volatiles isolated from microwave oven-produced popcorn at a concentrations of 0.020 mg/kg popcorn(2). Benzaldehyde was identified in the volatile compounds in two commercial rice cakes at concentrations of 0.13 and 0.2 mg/kg of rice cake(3). Benzaldehyde was detected in the volatile components of three fermented soybean curds at concentrations ranged from 0.3064-0.451 mg/kg(4). Benzaldehyde was identified in paprika oleoresin (Spanish type) at a concentration of 1.3 mg/kg(5). Benzaldehyde was detected in the volatile components of strawberry jam at a concentration of 32.6 mg/kg of jam(6). Benzaldehyde was detected in the aroma concentrates of uncured beef, cured chicken, uncured pork, and cured pork at 0.20, 0.12, 0.11, and 0.04 mg/kg, respectively; it was not detected in aroma concentrates of cured beef or uncured chicken(7). Benzaldehyde was identified as a volatile component of raw beef(8), full-fat and reduced-fat frankfurters(9), peanut oil heated to 200 °C(10), Bisbee Delicious apples(11), whole and ground grain(12), and red wines(13). Benzaldehyde was detected at concentrations of 154.9 and 11.1 ug/kg in the skin and pulp of Queen Anne's Pocket Melon (Cucumis melo var. dudaim(L.) Naudin) respectively(14).

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
Exposure RoutesThe substance can be absorbed into the body by inhalation of its vapour, through the skin and by ingestion.
Milk Concentrations · 1 件

Benzaldehyde was qualitatively detected in 8 of 12 samples of human milk collected from volunteers in Bayonne, NJ, Jersey City, NJ, Bridgeville, PA, and Baton Rouge, LA(1). Benzaldehyde was identified in the purge of a sample of human breast milk(2).

Toxicity Summary · 2 件

Safe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org

IDENTIFICATION AND USE: Benzaldehyde is a strongly refractive liquid, becoming yellowish on keeping. It is used in cosmetics as a denaturant, a flavoring agent, and as a fragrance. Currently used in only seven cosmetic products, its highest reported concentration of use was 0.5% in perfumes. Substantial amounts are used in the production of derivatives that are also employed in the perfume and flavor industries. In the pharmaceutical industry benzaldehyde is used as an intermediate in the manufacture of chloramphenicol, ephedrine, ampicillin, diphenylhydantoin, and other products. HUMAN EXPOSURE AND TOXICITY: It may cause contact dermatitis. It was positive in sister chromatid exchange assay with human lymphocytes from healthy non-smoking donors. Benzaldehyde was found to induce formation of stable DNA-protein cross-links in cultured human lymphoma cells. Benzaldehyde was found to lack significant activity against most human tumor cells tested. ANIMAL STUDIES: It was was slightly irritating to the rabbit eye. Histological examination of the trachea and lungs showed a slight irritation of respiratory epithelium for nonsensitized guinea pigs. In the acute studies, benzaldehyde induced deaths and decreased body-weight gain in both sexes of rats given 800 or 1600 mg/kg/day and caused deaths in both sexes of mice given 1600 or 3200 mg/kg/day. In the 90-day studies, deaths occurred in both sexes of rats on 800 mg/kg/day and in male mice on 1200 mg/kg/day. Body-weight gain was depressed in male rats on 800 mg/kg/day, in male mice on 600 mg/kg/day and in female mice on 1200 mg/kg/day. Necrotic and degenerative lesions were seen in the cerebellar and hippocampal regions of the brain in both sexes of rats given 800 mg/kg/day, but not in mice. Renal tubular necrosis occurred in male and female rats on 800 mg/kg/day and in male mice on 1200 mg/kg/day. Mild epithelial hyperplasia or hyperkeratosis of the forestomach was seen in male and female rats on 800 mg/kg/day. In an inhalation study performed with rats, it was found that the principal histopathological change was the development of goblet cell metaplasia in the respiratory epithelium lining of the nasal septum. In 2 year studies, there was no evidence of carcinogenic activity of benzaldehyde for male or female rats receiving 200 or 400 mg/kg per day. There was some evidence of carcinogenic activity of benzaldehyde for male or female mice, as indicated by increased incidences of squamous cell papillomas and hyperplasia of the forestomach. Benzaldehyde was studied for mutagenicity using Salmonella typhimurium tester strains TA100, TA102 and TA104, with or without metabolic activation. It was non-mutagenic under all test conditions with dose ranges from 33 to 3333 ug/plate. No induction of chromosomal aberrations was observed in CHO cells treated with up to 500 ug/mL benzaldehyde without metabolic activation or with up to 1600 ug/mL with metabolic activation.

Average Daily IntakeIndividual: 0.3403 mg/kg/day(1).
Plant Concentrations · 2 件

Benzaldehyde occurs naturally as a volatile plant product(1,2). Benzaldehyde has been found to occur naturally in various fruits such as peaches, black currants, strawberries, grapes, and raspberries(3). Benzaldehyde was identified in branch enclosure experiments from 66 vegetation species sampled at three US sites(4). Benzaldehyde has been reported to occur in several essential oils: hyacynth, citronella, orris, cinnamon, sassafras, labdanum, and patschoulli(5).

Benzaldehyde has been listed as a component in 134 plants. The top 15 are as follows(1):[Table#1163]

法規制情報

FDA Requirements · 2 件

Synthetic flavoring substances and adjuvants /for human consumption/ that are generally recognized as safe for their intended use, withn the meaning of section 409 of the Act. Benzaldehyde is included on this list.

Synthetic flavoring substances and adjuvants /for animal drugs, feeds, and related products/ that are generally recognized as safe for their intended use, within the meaning of section 409 of the Act. Benzaldehyde is included on this list.

TSCA Requirements · 2 件

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329. Effective date: 9/30/91; Reporting date: 11/27/91.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Benzaldehyde is included on this list. Effective date: 9/30/91; Sunset date: 6/30/98.

FIFRA Requirements · 1 件

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer safety standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. Benzaldehyde is found on List C. Case No: 3025; Pesticide type: Insecticide; Case Status: No products containing the pesticide are actively registered ... The case /is characterized/ as "cancelled." Under FIFRA, pesticide producers may voluntarily cancel their registered products. EPA also may cancel pesticide registrations if registrants fail to pay required fees or make/meet certain reregistration commitments, or if EPA reaches findings of unreasonable adverse effects.; Active ingredient (AI): Benzaldehyde; AI Status: The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

Atmospheric Standards · 1 件

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Benzaldehyde is produced, as an intermediate or a final product, by process units covered under this subpart.

State Drinking Water Guidelines(FL) FLORIDA 700 ug/L

安全データ

F
8
wgk
1
tsca
TSCA listed
rtecs
CU4375000
ridadr
UN 1990
毒性
LD50 in rats, guinea pigs (mg/kg): 1300, 1000 orally (Jenner)
PRTR法
第一種指定化学物質
hs_code
2912 21 00
risk_code
22
化審法
(3)-1142
安衛法
変異原性物質
消防法
危-4-2-III
hazard_code
Xn
safety_code
24
hazard_class
9
packing_group
III
自然発火温度
374 °F
環境リスク評価
ベンズアルデヒド(100-52-7)
Hazard Classifications
Acute Tox. 4 InhalationAcute Tox. 4 OralAquatic Chronic 2Eye Irrit. 2Repr. 1BSkin Irrit. 2STOT SE 3
ストレージクラス
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
有毒物質データの
100-52-7(Hazardous Substances Data)

毒性と防護

急性毒性経口投与での LD 50 は、マウスで 1,200 mg/kg、ラットで 1,300~2,850 mg/kg、モルモットでは 1,000 mg/kg である。経皮投与での LD 50 は、ウサギで 1,250 mg/kg 超である。マウスに致死量のベンズアルデヒドを腹腔内投与した試験で、振戦、鎮静、呼吸困難等の症 状が認められている。

Overall there are signs of systemic absorption via oral and inhalation exposures, no evidence of target organs. After oral ingestion and inhalation, the test substance will be metabolized to hippuric acid. Experiments on the distribution and elimination in the rat and rabbit have shown no accumulation of the test substance in the body.

The test substance dissolved in physiological saline was administered by intraperitoneal route to female albino rats. The 24 hr-urine following injection was collected, and the amount of hippuric acid present in the rat urines was determined. It can be concluded that the test substance is converted to about 29.3% of the dose to hippuric acid in rats.

用途と製造

Uses · 6 件

CIR ingredient: Benzaldehyde

Used as a chemical intermediate and a solvent for resins and oils; [HSDB] Used as a flavoring agent in food and perfume additive (FDA-approved); [AIHA]

No longer registered by EPA for use in any pesticide products; [HSDB]

For benzaldehyde (USEPA/OPP Pesticide Code: 008601) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

The single largest use for benzaldehyde ... is the production of benzyl alcohol via hydrogenation.

Impurities · 4 件

Usually chlorides.

Traces of chlorine compounds may be detectable in benzaldehyde obtained by the hydrolysis of benzal chloride, whereas benzaldehyde obtained by oxidation may contain byproducts formed in the oxidation of toluene. Benzaldehyde can now be produced, by hydrolysis of benzal chloride and by partial oxidation of toluene, to such a high standard of purity that it is suitable for all known applications.

Specifications, especially regarding impurities, vary considerably for grades used for dye manufacture from those used in perfumery.

Benzal chloride, nitrobenzene, and benzoic acid were detected as impurities in benzaldehyde.

U.S. Imports(1983) 6.16X10+7 g
U.S. Production · 4 件

2023: 25,000,000 - <40,000,000 lb

(1972) 2.09X10+9 GRAMS

(1975) 4.31X10+9 GRAMS

Non-confidential 2012 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: Benzaldehyde. National Production Volume: 23,123,508 lb/yr.

Consumption Patterns45% is used as an odorant and flavoring chemicals; 30% as an intermediate for dyes; and 25% for the manufacture of other chemicals (1965)
Consumer UsesIntermediate
Industry UsesFlavoring and nutrient
IFRA Fragrance Standards · 6 件

Benzaldehyde

Benzenecarbonal; Benzene carboxaldehyde; Benzenecarboxaldehyde; Benzenemethylal; Benzoic aldehyde; Bitter almond oil, synthetic; Phenylformaldehyde; Phenylmethanol aldehyde

IFRA_STD_007.pdf

49

IFRA 51st Amendment - Guidance for the use of IFRA Standards

Restriction: This material should be used only in the limited quantity as stated in the Standard

Methods of Manufacturing · 4 件

Alkaline hydrolysis of benzal chloride.

The air oxidation of toluene is the source of the majority of the world's synthetic benzaldehyde. Both vapor- and liquid-phase air oxidation processes have been used. In the vapor-phase process, a mixture of air and toluene vapor is passed over a catalyst consisting of the oxides of uranium, molybdenum, or related metals. High temperatures and short contact times are essential to maximize yields. Small amounts of copper oxide may be added to the catalyst mixture to reduce formation of by-product maleic anhydride. Conversion per pass is reported to be low, 10-20%, with equally low yields, 30-50%. The vapor-phase oxidation of toluene was the dominant toluene oxidation process in the 1950s and early 1960s, but is no longer of industrial importance. The liquid-phase process now dominates. In the liquid-phase process, both benzaldehyde and benzoic acid are recovered. This process was introduced and developed in the late 1950s by the Dow Chemical Company, as a part of their toluene-to-phenol process, and by Snia Viscosa for their toluene-to-caprolactam process. The benzaldehyde recovered from the liquid-phase air oxidation of toluene may be purified by either batch or continuous distillation.

Benzaldehyde is produced principally by the hydrolysis of benzal chloride or the partial oxidation of toluene.

... Made synthetically from benzal chloride and lime or by oxidation of toluene.

Formulations/Preparations · 4 件

Benzaldehyde is commercially available in two grades. Pure benzaldehyde, which is suitable for most uses, accounts for more than 95% of the amount sold. Double-distilled benzaldehyde is used mainly in the pharmaceutical, perfume, and flavor industries ... .

Both "pure almond extract" and "imitation almond extract" are offered for sale. Each contains 2.0-2.5 wt% benzaldehyde in an aqueous solution containing approximately one-third ethyl alcohol.

Benzaldehyde FCC /Foods Chemicals Codex/ designates a grade of benzaldehyde free from chlorine.

Grades: Technical; NF

Household Products · 2 件

Cosmetics product ingredient: Benzaldehyde

Information on 78 consumer products that contain Benzaldehyde in the following categories is provided:

Use Classification · 6 件

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

応用分野 · 6 件

解説ベンズアルデヒド,クヘントウに似た香りをもつ無色または淡黄色の液体.融点-26 ℃,沸点179 ℃.1.049.1.544.エタノール,エーテルなどに易溶,水に難溶.空気中で酸化されて安息香酸になりやすい.

用途ベンズアルデヒドは、大半がアミノ酸製剤などの医薬品の合成原料として使用されており、 アミノ酸製剤などになる。また、シンナムアルデヒド (石鹸・洗剤用及び食品用の合成香料) な どの合成原料、トリフェニルメタン系染料の合成原料として使用されている。さらに、ベンズ アルデヒド単体でも香料として使用されている (シーエムシー, 1999)。

用途有機合成原料、染料、溶剤、香料原料。

天然物の起源Benzaldehyde exists in nature, occurring in combined and uncombined forms in many plants. It is also the main constituent of the essential oils obtained by pressing the kernels of peaches, cherries, apricots, and other fruits. Benzaldehyde is released into the environment in emissions from combustion processes, such as gasoline and diesel engines, incinerators, and wood burning. It is formed in the atmosphere through photochemical oxidation of toluene and other aromatic hydrocarbons.

使用Benzaldehyde is a flavoring agent which is liquid and colorless, and has an almond-like odor. it has a hot (burning) taste. it is oxidized to benzoic acid when exposed to air and deteriorates under light. it is miscible in volatile oils, fixed oils, ether, and alcohol; it is spar- ingly soluble in water. it is obtained by chemical synthesis and by natural occurrence in oils of bitter almond, peach, and apricot kernel. it is also termed benzoic aldehyde.

一般的な説明Benzaldehyde appears as a clear colorless to yellow liquid with a bitter almond odor. Flash point near 145 °F. More denser than water and insoluble in water. Hence sinks in water. Vapors are heavier than air. The primary hazard is to the environment. Immediate steps should be taken to limit spread to the environment. Easily penetrates the soil to contaminate groundwater and nearby waterways. Used in flavoring and perfume making.

調製方法 · 3 件

製造方法Benzaldehyde is prepared by hydrolysis of benzal chloride, for example, in acidic media in the presence of a catalyst such as ferric chloride or in alkaline media with aqueous sodium carbonate. Part of the commercially available benzaldehyde originates from a technical process for phenol. In this process, benzaldehyde is a by-product in the oxidation, in air, of toluene to benzoic acid.

合成方法トルエンの酸化反応や,塩素化?加水分解反応

純化方法To diminish its rate of oxidation, benzaldehyde usually contains additives such as hydroquinone or catechol. It can be purified via its bisulfite addition compound but usually distillation (under nitrogen at reduced pressure) is sufficient. Prior to distillation it is washed with NaOH or 10% Na2CO3 (until no more CO2 is evolved), then with saturated Na2SO3 and H2O, followed by drying with CaSO4, MgSO4 or CaCl2. [Beilstein 7 IV 505.]

上流・下流製品情報

上流原料

一酸化炭素塩化ベンジルベンジルアルコール酸化亜鉛トルエン塩素パラジウムモリブデン(VI)トリオキシドホスフェトオゾンアミグダリンtrans-シンナムアルデヒド塩化アルミニウム(Ⅲ)六水和物ケイヒ油炭酸ナトリウム

下流製品

rac-(R*)-α-ヒドロキシベンゼン酢酸フラバノン2-アミノ-5-クロロベンズヒドロールプロパフェノン·塩酸塩trans-2-フェニル-1-シクロプロパンカルボン酸whitener WG for woolBenzenemethanol, ar-methyl-, acetateベンジルヒドラジン二塩酸塩α-ヘキシルシンナムアルデヒドジアベリジンブリリアントブルーG2,4,5-トリフェニルイミダゾールL-2-フェニルグリシン3,4-ジクロロベンジルアミンMagentagreencrystalsReactive Blue BRFベンザルアセトン5,5-ジフェニルヒダントイン1-アミノ-4-メチルピペラジン二塩酸塩一水和物α-アセトアミド桂皮酸インドール-2-カルボン酸メチルN-エチル-N-[4-[[4-[エチル[[3-スルホフェニル]メチル]アミノ]フェニル](2-スルホナトフェニル)メチレン]-2,5-シクロヘキサジエン-1-イリデン]-3-スルホベンゼンメタンアミニウムジアンモニウム4-フルオロ-α-(2-メチル-1-オキソ-プロピル)-γ-オキソ-N-β-ジフェニルベンゼン ブタンアミドN,N'-ジベンジルエチレンジアミンジアセタートビス(ジベンジリデンアセトン) パラジウム(0)アストラゾンブリリアントレッド4GC.I.リアクティブブルー104ニフェジピンエパルレスタット4-(4-ヒドロキシフェニル)-3-ブテン-2-オン(2-フェニル-1,3-ジオキソラン-4-イル)メタノール3,5-ジフェニル-1H-ピラゾール2-((E)-2-Hydroxy-3-phenylacryloyl)benzoic acid ,97%(R)-(+)-N-ベンジル-1-フェニルエチルアミンN,N'-ビスベンジリデンベンジジンニトロブルーテトラゾリウムL-アルギニン/塩酸,(1:x)(E)-3-Benzylidene-3H-isochromene-1,4-dione ,97%2,3,5-トリフェニルテトラゾリウムクロリドトリス(ジベンジリデンアセトン)ジパラジウム(0)
補足説明 · 2 件

定義本品は、次の化学式で表される芳香族アルデヒドである。

定義ChEBI: Benzaldehyde is an arenecarbaldehyde that consists of benzene bearing a single formyl substituent; the simplest aromatic aldehyde and parent of the class of benzaldehydes. It has a role as a flavouring agent, a fragrance, an odorant receptor agonist, a plant metabolite, an EC 3.5.5.1 (nitrilase) inhibitor and an EC 3.1.1.3 (triacylglycerol lipase) inhibitor.