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安息香酸

Benzoic Acid

HCID 243
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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
65-85-0
標準SMILES
O=C(O)c1ccccc1
InChIKey
WPYMKLBDIGXBTP-UHFFFAOYSA-N
分子式
C7H6O2
平均分子量
122.12 g/mol
単同位体質量
122.03677943

概要

Benzoic acid appears as a white crystalline solid. Slightly soluble in water. The primary hazard is the potential for environmental damage if released. Immediate steps should be taken to limit spread to the environment. Used to make other chemicals, as a food preservative, and for other uses.

名称と識別子

優先名称
Benzoic Acid
IUPAC
benzoic acid
現地名
安息香酸
英語名
Benzoic acid
分子式
C7H6O2
分子量
122.12

名称と別名

benzoic acid65-85-0Dracylic acidbenzenecarboxylic acidBenzeneformic acidCarboxybenzenephenylformic acidBenzenemethanoic acidPhenylcarboxylic acidRetardexRetarder BATenn-Plas
名称をさらに表示
安息香酸ベンゼンカルボン酸レタルデックスサルボ-パウダーサルボ-リキッドフェニルぎ酸テン-プラスドラシクル酸ベンゼンぎ酸ドラシル酸カルボキシベンゼン安息香酸 (カロリー測定用)安息香酸標準品安息香酸 溶液安息香酸, 2.0 mg/mL in CH2Cl2安息香酸 (JP17)Benzyl acidBenzoic acid, for analysis ACSNipacideBenzoic aBenzoic acidcidFEMA 2131a 1 (acid)Benzoic acid naturalBenzoesure
Salvo liquidBenzoesaeure GKBenzoesaeure GVAcide benzoiqueSolvo powderBenzoic acid, tech.Unisept BZABenzoesaeure

データベース識別子

CAS
65-85-0
PubChem CID
243
DTXSID
DTXSID6020143
ChEMBL
CHEMBL541
ChEBI
CHEBI:30746
UNII
8SKN0B0MIM
EC Number
200-618-2
Nikkaji
J2.358B

物性

構造計算による物性

XLogP
1.9
極性表面積
37.3 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
1
重原子数
9
形式電荷
0
複雑度
103

実験および物理化学的性質

Chemical ClassesOther Classes -> Benzoic Acid Derivatives
Drugs · 2 件

Pharmaceuticals -> Metabolite of Lisdexamfetamine

Pharmaceuticals -> Listed in ZINC15

Cosmetics · 2 件

Cosmetic ingredients (Benzoic Acid) -> CIR (Cosmetic Ingredient Review)

Preservative

pH · 2 件

About 4 (solution in water)

pH = 2.8 (Saturated soln at 25 °C)

FragrancesFragrance Ingredient (Benzoic acid) -> IFRA transparency List
Pesticides · 5 件

Pesticide -> EPA IRIS

Agrochemicals -> Pesticide active substances

Active substance -> EU Pesticides database: Approved

Insecticides, Antimicrobials, Fungicides

Environmental transformation -> Pesticide transformation products (metabolite, successor)

LogP · 4 件

log Kow = 1.87

1.87

1.87

1.68

Odor · 2 件

Odorless or with a slight benzaldehyde odor

FAINT, PLEASANT ODOR

Taste · 3 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

Danger

H315: Causes skin irritation [Warning Skin corrosion/irritation]

P260, P264, P264+P265, P270, P280, P302+P352, P305+P354+P338, P317, P319, P321, P332+P317, P362+P364, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 0.9% (28 of 3274) of reports.

Danger

H302 (29.7%): Harmful if swallowed [Warning Acute toxicity, oral]

危険有害性情報

Regulatory Information · 6 件

Chemical: Benzoic acid

Regulation (EC) No 1831/2003 (amended)

Benzoic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzoic acid 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)

04/30/EC, Reg. (EU) 2016/2016, Reg. (EU) 2017/1113, Reg. (EU) No 540/2011, Reg. (EU) No 823/2012

REACH registered substance: Benzoic acid (EC: 200-618-2)

Benzoic acid: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Benzoic acid: Environment tier I assessment
Fire Hazards · 2 件

Behavior in Fire: Vapor from molten benzoic acid may form explosive mixture with air. Concentrated dust may form explosive mixture. (USCG, 1999)

Combustible. Finely dispersed particles form explosive mixtures in air. Risk of fire and explosion on contact with incompatible substances. See Chemical Dangers.

Fire Potential · 2 件

Slight, when exposed to heat or flame...

Benzoic acid is burned in oxygen as primary thermochemical standard to calibrate oxygen bomb calorimeters used in... determination of calorific value of liquid hydrocarbon fuels. If the benzoic acid is powdered (rather than pelleted...), very rapid combustion occurs and flame front may burn through the non-metallic... seals on valve seats and the bomb may be destroyed.

化学と産業

薬理情報

Metabolism/Metabolites · 6 件

Benzoic acid ... conjugated with glycine to give hippuric acid in ... many mammals (man, monkeys, pig, rabbit, rodents, cat, dog, ferret & hedgehog). Dog, ferret, & hedgehog also excreted ... benzoyl glucuronide ... but indian fruit bat excreted almost all dose as benzoyl glucuronide.

/Investigators/ demonstrated that biotransformation of benzoic acid to hippuric acid follows saturable or Michaelis-Menten kinetics in humans following ingestion of sodium benzoate. /Sodium Benzoate/

The availability of glycine was the rate-limiting factor in the formation of hippuric acid. When insufficient glycine was available benzoyl glucuronide was formed.

/Investigators/ reported that both lipoic acid and valproic acid reduced the clearance of benzoic acid in rats that had been "loaded" with glycine. Both acids reduced the availability of hepatic coenzyme A that is needed for the adenosine triphosphate (ATP)-dependent conjugation with glycine.

For more Metabolism/Metabolites (Complete) data for BENZOIC ACID (11 total), please visit the HSDB record page.

Benzoic acid has known human metabolites that include Benzoyl glucuronide.

FDA Pharmacological Classification · 6 件

8SKN0B0MIM

BENZOIC ACID

Mechanisms of Action [MoA] - Ammonium Ion Binding Activity

Established Pharmacologic Class [EPC] - Nitrogen Binding Agent

Benzoic acid is a Nitrogen Binding Agent. The mechanism of action of benzoic acid is as an Ammonium Ion Binding Activity.

ACIDUM BENZOICUM

MeSH Pharmacological Classification · 2 件

Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues.

Substances capable of inhibiting, retarding or arresting the process of fermentation, acidification or other deterioration of foods.

Absorption, Distribution and Excretion · 5 件

After oral ingestion of benzoic acid and sodium benzoate, there is a rapid absorption (of undissociated benzoic acid) from the gastrointestinal tract in experimental animals or humans. ... 100% absorption can be assumed. In humans, the peak plasma concentration is reached within 1-2 hr.

関連反応

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HRID 13491 の反応式
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1 / 219 ページ

化合物ノート

読み込み中…

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

ALMOST TASTELESS /BENZOIC ACID USP/

BITTER TASTE

Taste detection 8.5X10+1 ppm /Media and purity not specified/

Food Additives · 2 件

ANTIMICROBIAL AGENT, FLAVORING AGENT OR ADJUVANT, PH CONTROL AGENT -> FDA Substance added to food

Food

Density · 6 件

1.316 at 82.4 °F (USCG, 1999) - Denser than water; will sink

1.2659 g/cu cm at 15 °C

Sp gr: 1.316 at 24 °C/4 °C (solid); 1.029 at 180 °C/4 °C (liquid)

1.3 g/cm³

Relative density of the vapour/air-mixture at 20 °C (air = 1): 1

1.316 @ 15°C

Flavoring AgentsEU Flavoring substances

物理化学的性質

融点
121 · 121-125 °C(lit.)
沸点
249 °C · 249 °C(lit.)
比重(密度)
1.08 · 1.08
蒸気密度
4.21 · 4.21 (vs air)
蒸気圧
10 mm · 10 mm Hg ( 132 °C)
屈折率
1.504 · 1.504
FEMA
2131 · 2131 | BENZOIC ACID
闪点
250 °F · 250 °F
貯蔵温度
2 · 2-8°C
溶解性
可溶、透明、無色 (95% エタノール、1gm/3mL)
外見
個体
酸解離定数(Pka)
4.19 · 4.19(at 25℃)
色
ホワイト~イエローベージュ~オレンジ
PH
3.66 · 3.66(1 mM solution);3.12(10 mM solution);2.6(100 mM solution);
臭い (Odor)
100 %で。かすかにバルサム状の尿 · 100.00%で。かすかにバルサム状の尿
においのタイプ
バルサミコ
由来生物
synthetic
水溶解度
0.34 g/100mL · やや溶ける。 0.34g/100mL
比熱容量
1.2 J/ · Cp(crystal): 1.2 J/(g·K), at 25℃
JECFA Number
850 · 850
Merck
14 · 14,1091
BRN
636131 · 636131
Henry's Law Constant
(x 10-8 atmm3/mol): 7.02 (calculated, U.S. EPA, 1980a)
安定性
安定。可燃性。強塩基、強酸化剤、アルカリとは相容れない。
化粧品成分の機能
pH調整剤防腐剤香料
InChI
1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9)
InChIKey
WPYMKLBDIGXBTP-UHFFFAOYSA-N
SMILES
OC(=O)c1ccccc1
LogP
1.87 · 1.870
CAS データベース
65 · 65-85-0(CAS DataBase Reference)
NISTの化学物質情報
Benzoic acid(65-85-0)
EPAの化学物質情報
Benzoic acid (65-85-0)
化学的性質 · 2 件

化学的特性Benzoic acid,C6H5COOH, also known as benzene carboxylic acid and phenyl formic acid,is a colorless, monoclinic crystalline solid that has a melting point of 122.4"C and sublimes readily at 100·C. It is an aromatic carboxylic acid that is slightly soluble in water and moderately soluble in alcohol and ether. It is used as a preservative and its derivatives are valuable in medicine, commerce, and industry.

化学性质エステルも含めて化学安定性?熱安定性が高い

Health HazardsDust may be irritating to nose and eyes. At elevated temperatures, fumes may cause irritation of eyes, respiratory system, and skin. (USCG, 1999)
Hazards Summary · 1 件

A skin and eye irritant; [ICSC] Causes non-immunological contact urticaria; [Kanerva, p. 218] Benzoic acid alkali salts cause pseudoallergic reactions; [MAK] TLV Basis: Irritation of eye and respiratory tract, and lung damage; Low level oral exposures are considered safe . . . [ACGIH] See Sodium benzoate and Potassium benzoate.

FDA Requirements · 5 件

Substance added directly to human food affirmed as generally recognized as safe (GRAS). Current usage results in a max level of 0.1% in food.

This substance is generally recognized as safe for use at a level not exceeding 0.1 percent in accordance with good manufacturing or feeding practice.

Drug products containing certain active ingredients offered over-the-counter (OTC) for certain uses. A number of active ingredients have been present in OTC drug products for various uses, as described below. However, based on evidence currently available, there are inadequate data to establish general recognition of the safety and effectiveness of these ingredients for the specified uses: Benzoic acid is included in topical acne drug products.

Drug products containing certain active ingredients offered over-the-counter (OTC) for certain uses. A number of active ingredients have been present in OTC drug products for various uses, as described below. However, based on evidence currently available, there are inadequate data to establish general recognition of the safety and effectiveness of these ingredients for the specified uses: Benzoic acid is included in skin protectant drug products.

Drug products containing certain active ingredients offered over-the-counter (OTC) for certain uses. A number of active ingredients have been present in OTC drug products for various uses, as described below. However, based on evidence currently available, there are inadequate data to establish general recognition of the safety and effectiveness of these ingredients for the specified uses: Benzoic acid is included in topical antifungal drug products.

Reactive GroupAcids, Carboxylic
Special Reports · 3 件

USEPA; Subst Risk Notice, 8EHQ-1177-0018 (1978).

Benzoic acid, Indian Chemical Manufacturers Association, Indian Exchange, Indian Exchange Place, Calcutta 700 001, India, 1986. CIS/88/00785

NTIS/PB85-141216, Benzoic acid. Scientific Literature Review of Benzyl Alcohol, Benzaldehyde, Benzoic Acid and Related Cmpds in Flavor Usage. NTIS Order No. PB85-141216

EPA Safer ChemicalChemical: Benzoic acid
FIFRA Requirements · 3 件

Residues of benzoic acid are exempted from the requirement of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops or to raw agricultural commodities after harvest. Use: preservative for formulations.

Residues of benzoic acid are exempted from the requirement of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to animals. Use: preservative for formulations.

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 saftey 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. Benzoic acid is found on List D. Case No: 4013; Pesticide type: Insecticide, fungicide; Case Status: OPP is reviewing data from the pesticide's producers regarding its human health and/or environmental effects, or OPP is determining the pesticide's eligibility for reregistration and developing the Reregistration Eligibility Decision (RED) document.; Active ingredient (AI): Benzoic acid; AI Status: The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

Reactivity ProfileAt high temperature BENZOIC ACID can react with oxidizing reagents.

安全と保護具

Fire FightingUse water spray, powder, foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.
First Aid Measures · 4 件

Fresh air, rest.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

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

Rinse mouth. Refer for medical attention .

First Aid · 1 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.

Safe StorageStore only in original container. Separated from incompatible materials. See Chemical Dangers. Fireproof. Store in an area without drain or sewer access.
Exposure Control and Personal Protection0.5 [mg/m3], respirable fraction (2 mg/m3, inhalable fraction)[German Research Foundation (DFG)]
Fire Fighting Procedures · 1 件

If material on fire or involved in fire: Use water in flooding quantities as fog. Solid streams of water may spread fire. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbon dioxide.

Storage ConditionsThe bulk material should be stored in well-closed container in a cool dry place.
Cleanup Methods · 4 件

Cover with soda ash or sodium bicarbonate. Mix and add water.

Environmental considerations: Land spill: Dig a pit, pond, lagoon, or holding area to contain liquid or solid material. /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be contained with a flexible impermeable membrane liner./ Cover solids with a plastic sheet to prevent dissolving in rain or fire fighting water.

Environmental considerations: Water spill: If dissolved, in region of 10 ppm or greater concentration, apply activated carbon at ten times the spilled amount. Remove trapped material with suction hoses. Use mechanical dredges or lifts to remove immobilized masses of pollutants and precipitates.

Personal protection: protective clothing and face shield. Sweep spilled substance into covered plastic containers. If appropriate, moisten first to prevent dusting. Wash away remainder with plenty of water.

Disposal Methods · 5 件

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.

The following wastewater treatment technologies have been investigated for benzoic acid: concentration process: biological treatment.

Incineration: Waste material can be burned in an approved incinerator with an afterburner, as a soln in a flammable solvent or as a solid packaged in paper, plastic or cardboard.

The following wastewater treatment technologies have been investigated for benzoic acid: concentration process: activated carbon.

The following wastewater treatment technologies have been investigated for benzoic acid: concentration process: resin adsorption.

Spillage Disposal · 1 件

Personal protection: protective clothing and face shield. Do NOT let this chemical enter the environment. Sweep spilled substance into covered plastic containers. Carefully collect remainder in covered containers. If appropriate, moisten first to prevent dusting. Then store and dispose of according to local regulations.

Preventive Measures · 5 件

SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants. Ensure that the local ventilation moves the contaminant away from the worker.

SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. The completeness of the cleaning procedures should be considered before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at the end of shift, but should remain at employee's place of work for cleaning.

If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary.

For more Preventive Measures (Complete) data for BENZOIC ACID (6 total), please visit the HSDB record page.

Eye PreventionWear safety goggles.

毒性情報

Toxicological InformationRanking: 183 (total points: 925.49)
Body BurdenBenzoic acid was found in one of twelve breath samples taken from people in New Jersey. Benzoic acid was not found in the drinking water or air samples from this study(1).
Interactions · 4 件

The metabolism of the benzoates depletes glycine concentrations and can therefore alter the glycine-dependent metabolism of other compounds. /Investigators/ demonstrated that benzoic acid or sodium benzoate successfully competed with aspirin for glycine, resulting in increased concentration and persistence of salicylic acid in the body. Almost total inhibition of salicyluric acid formation in humans was achieved using either 2.7 g benzoic acid or 3.2 g sodium benzoate.

In rat liver microsomes deferoxamine was a potent inhibitor of the oxidation of the scavenging agent, benzoate. Nearly complete inhibition was observed at 33-100 uM.

Groups of 25 male and 25 female mice were given benzoic acid at a dose of 40 mg/kg bw/day, sodium bisulfite at 80 mg/kg bw/day, or a mixture of the two for 17 months. Mortality was greater in the groups receiving the mixture (62%) than in those receiving the individual substances (32%) at eight months.

Wistar rats /were administered/ 40 mg benzoic acid/kg/day and 80 mg sodium bisulphite/kg/day once daily /for/ 72 weeks. 50 rats /with/ initial body weight /of/ 100-120g /experienced/ reduced weight gain, kidney function and reaction on stress factors were altered (no further information), /and/ the erythrocyte sedimentation rate was increased.

Health Effects · 1 件

People must absorb small amounts of copper every day because copper is essential for good health, however, high levels of copper can be harmful. Very-high doses of copper can cause damage to your liver and kidneys, and can even cause death. Copper may induce allergic responses in sensitive individuals. (L278, L279)

Ecotoxicity Values · 5 件

LC50; Species: Colinus virginianus (Northern bobwhite quail) diet >5620 ppm for 8 days

LC50; Species: Anas platyrhynchos (Mallard duck) diet >5620 ppm for 8 days

LD50; Species: Anas platyrhynchos (Mallard duck) oral via capsule >2510 mg/kg

EC50; Species: Anabaena inaequalis (Cyanobacteria); Conditions: static; Concentration: 9 mg/L for 14 days; Effect: cell multiplication inhibition

For more Ecotoxicity Values (Complete) data for BENZOIC ACID (16 total), please visit the HSDB record page.

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 15(SRC), determined from a structure estimation method(2), indicates that benzoic acid is expected to have very high mobility in soil(SRC). The pKa of benzoic acid is 4.20(3), indicating that this compound will exist almost entirely in the anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4). Volatilization from moist soil is not expected because the compound exists as an anion and anions do not volatilize. Benzoic acid is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 7.0X10-4 mm Hg at 25 °C(5). Mineralization half-life in Captina silt loam for benzoic acid in solution was 4.5 hr after a 30 minute lag(6) and complete degradation occurred in 1 day using a Niagra silt loam inoculum(7), suggesting that biodegradation may be an important fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 15(SRC), determined from a structure estimation method(2), indicates that benzoic acid is not expected to adsorb to suspended solids and sediment(SRC). A pKa of 4.20(3) indicates benzoic acid will exist almost entirely in the anion form at pH values of 5 to 9 and, therefore, volatilization from water or moist soil surfaces is not expected to be an important fate process(SRC). According to a classification scheme(4), a BCF range of <10 to 21(5) suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation half-lives of 0.85 and 3.6 days using inoculum from a polluted river and a reservoir, respectively(6), suggest that biodegradation may be an important fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), benzoic acid, which has a vapor pressure of 7X10-4 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase benzoic acid 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 9 days(SRC), calculated from its rate constant of 1.2X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Benzoic acid absorbs light at wavelengths >290 nm(4) and, therefore, may be expected to be susceptible to direct photolysis by sunlight(SRC).

Food Survey Values · 1 件

Apple wine and apple essence contain 0.329 and 40 ppm of benzoic acid, respectively(1). Benzoic acid and sodium benzoate are common food additives, being used as food preservatives at a concentration of 0.1% and as antimicrobial agents in food at concentration levels of 0.29-0.00001%(1). Most berries contain about 0.05% of benzoic acid(2). Benzoic acid has been detected but not quantified in pine sprout tea(3). Benzoic acid has been detected in concentrations of 10, 50, 10, and <5 ppb in canned creamed, canned kernel, frozen kernel, and fresh kernel sweet corn, respectively(4). Benzoic acid was detected in fine particle organic matter emitted from Chinese cooking. Four representative restaurants in Guangzhou city, China: Cantonese style (fresh local ingredients, lightly seasoned, stir fry, peanut and blended oil); Hunan style (spicy and sour dishes, steamed, peanut oil); Sichuan style (sharp and spicy, sauteing, blended oil), and Dongbei style (home-cooking, pot roast, simmering, marinating, canola and peanut oil) Average benzoic acid concentrations in fine particulates were 39, 17, 30, and 20 ng/mg of POM (particulate organic matter), respectively(5).

Adverse EffectsACGIH Carcinogen - Not Suspected.
Exposure Routes · 2 件

The substance can be absorbed into the body by inhalation, by ingestion and through the skin.

Oral (L277) ; inhalation (L277) ; dermal (L277)

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

Excess copper is sequestered within hepatocyte lysosomes, where it is complexed with metallothionein. Copper hepatotoxicity is believed to occur when the lysosomes become saturated and copper accumulates in the nucleus, causing nuclear damage. This damage is possibly a result of oxidative damage, including lipid peroxidation. Copper inhibits the sulfhydryl group enzymes such as glucose-6-phosphate 1-dehydrogenase, glutathione reductase, and paraoxonases, which protect the cell from free oxygen radicals. It also influences gene expression and is a co-factor for oxidative enzymes such as cytochrome C oxidase and lysyl oxidase. In addition, the oxidative stress induced by copper is thought to activate acid sphingomyelinase, which lead to the production of ceramide, an apoptotic signal, as well as cause hemolytic anemia. Copper-induced emesis results from stimulation of the vagus nerve. (L277, T49, A174, L280)

Average Daily IntakeThe average daily intake of benzoic acid is 312 mg of which 278 mg is absorbed as sodium benzoate and 34 mg as benzoic acid(1).
Ecotoxicity Excerpts · 5 件

/AQUATIC SPECIES/ 0.5 mg/L of benzoic acid did not affect growth of blue-green alga, Anabaena flosaquae.

/AQUATIC SPECIES/ Lethal to goldfish in 7-96 hr at 200 mg/L; lethal to orange spotted sunfish in 1 hr at 550-570 mg/L. /Conditions of bioassay not specified in source examined/

/AQUATIC SPECIES/ EC50/LC50 values (24-96 hr) for most of the other aquatic species tested (protozoa, molluscs, crustaceans, fish, amphibians) were in the range of 100-1291 mg/L. As seen with daphnids, the pH value of the test medium influences the toxicity of benzoic acid, which proved to be more toxic at lower pH levels.

/AQUATIC SPECIES/ Developmental toxicity effects seen in frog (Xenopus) embryos were craniofacial defects, especially microcephaly, and abnormal gut coiling.

For more Ecotoxicity Excerpts (Complete) data for BENZOIC ACID (6 total), please visit the HSDB record page.

法規制情報

FDA Requirements · 5 件

Substance added directly to human food affirmed as generally recognized as safe (GRAS). Current usage results in a max level of 0.1% in food.

This substance is generally recognized as safe for use at a level not exceeding 0.1 percent in accordance with good manufacturing or feeding practice.

Drug products containing certain active ingredients offered over-the-counter (OTC) for certain uses. A number of active ingredients have been present in OTC drug products for various uses, as described below. However, based on evidence currently available, there are inadequate data to establish general recognition of the safety and effectiveness of these ingredients for the specified uses: Benzoic acid is included in topical acne drug products.

Drug products containing certain active ingredients offered over-the-counter (OTC) for certain uses. A number of active ingredients have been present in OTC drug products for various uses, as described below. However, based on evidence currently available, there are inadequate data to establish general recognition of the safety and effectiveness of these ingredients for the specified uses: Benzoic acid is included in skin protectant drug products.

Drug products containing certain active ingredients offered over-the-counter (OTC) for certain uses. A number of active ingredients have been present in OTC drug products for various uses, as described below. However, based on evidence currently available, there are inadequate data to establish general recognition of the safety and effectiveness of these ingredients for the specified uses: Benzoic acid is included in topical antifungal drug products.

FIFRA Requirements · 3 件

Residues of benzoic acid are exempted from the requirement of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops or to raw agricultural commodities after harvest. Use: preservative for formulations.

Residues of benzoic acid are exempted from the requirement of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to animals. Use: preservative for formulations.

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 saftey 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. Benzoic acid is found on List D. Case No: 4013; Pesticide type: Insecticide, fungicide; Case Status: OPP is reviewing data from the pesticide's producers regarding its human health and/or environmental effects, or OPP is determining the pesticide's eligibility for reregistration and developing the Reregistration Eligibility Decision (RED) document.; Active ingredient (AI): Benzoic acid; 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. Benzoic acid is produced, as an intermediate or a final product, by process units covered under this subpart.

CERCLA Reportable Quantities · 1 件

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 5000 lb or 2270 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

Clean Water Act Requirements · 1 件

Benzoic acid is designated as a hazardous substance under section 311(b)(2)(A) of the Federal Water Pollution Control Act and further regulated by the Clean Water Act Amendments of 1977 and 1978. These regulations apply to discharges of this substance. This designation includes any isomers and hydrates, as well as any solutions and mixtures containing this substance.

State Drinking Water Guidelines · 4 件

(FL) Florida 28,000 ug/L

(ME) Maine 28,000 ug/L

(MN) Minnesota 30000 ug/L

(NH) New Hampshire 28,000 ug/L

安全データ

F
21
wgk
1
tsca
TSCA listed
rtecs
DG0875000
ridadr
UN 3077 9/PG 3
毒性
LD50 orally in Rabbit: 1700 mg/kg LD50 dermal Rabbit > 5000 mg/kg
hs_code
2916310000
risk_code
22-36-42/43-36/37/38-40-63-43-23/24/25-45-41-37/38-20/21/22-48/23-38-67-37
化審法
(3)-1397
hazard_code
Xn,T,Xi
hazard_note
Harmful
safety_code
26-45-37/39-24-22-36/37-24/25-23-53-36-63-39
hazard_class
9
自然発火温度
570 °C
Hazard Classifications
Eye Dam. 1Skin Irrit. 2STOT RE 1 Inhalation
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
65-85-0(Hazardous Substances Data)
発がん性評価について
EPA D
危険度評価(NFPA 704基準/消防庁データ)
人的[青]=1 火災[赤]=1

Experiments on the distribution and elimination of (14)C-benzoate in the rat have shown no accumulation of sodium benzoate or benzoic acid in the body.

Benzoic acid and sodium benzoate are rapidly absorbed from the gastrointestinal tract of mammals and conjugated with glycine in the liver. The resulting hippuric acid is excreted in the urine rapidly (75% to 100% of the dose is excreted within 6 hours; the remaining dose is excreted within 2 to 3 days).

/Investigators/ reported that 42.6% +/-16.5% of a dermally applied (14)C-Benzoic acid dose (4 ug/sq cm; in acetone) was excreted in the urine within 24 hours. When applied in petrolatum, 60.5% of the dose was absorbed.

For more Absorption, Distribution and Excretion (Complete) data for BENZOIC ACID (17 total), please visit the HSDB record page.

Tissue LocationsBladder
Cellular LocationsCytoplasm

用途と製造

Uses · 6 件

CIR ingredient: Benzoic Acid

Used as a food and drug preservative; Used as a chemical standard and intermediate; [HSDB]

No longer contained in any registered pesticide products; Cancelled by EPA; [HSDB]

For Benzoic acid (USEPA/OPP Pesticide Code: 009101) 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 largest use of benzoic acid is as a chemical raw material in the production of phenol, caprolactam, glycol dibenzoates esters, and sodium and/or potassium benzoate.

U.S. Exports · 2 件

(1972) 2.9X10+8 G

(1975) 8.67X10+8 G

U.S. Imports · 3 件

(1972) NEGLIGIBLE

(1975) 6.04X10+7 G

(1984) 3.87X10+8 g /Summation of two report items for Benzoic Acid/

U.S. Production · 6 件

2023: 100,000,000 - <250,000,000 lb

(1972) 7.06X10+10 G

(1975) 2.87X10+10 G

(1991) 2.68x10+8 lb

Benzoic acid is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

For more U.S. Production (Complete) data for BENZOIC ACID (8 total), please visit the HSDB record page.

Consumption Patterns · 3 件

CHEMICAL PROFILE: Benzoic Acid. Phenol, 55%; benzoate plasticizers, 22%; sodium and potassium benzoate, 8%; benzoylchloride, 7%; alkylated resins, 3%; others, including butyl benzoate, sucrose benzoate, USP applications and exports, 5%.

CHEMICAL PROFILE: Benzoic acid. Demand: 1986: 160 million lb; 1987: 163 million lb; 1991 /projected/: 175 million lb.

The majority of the benzoic acid is utilized captively to produce phenol. The rest comes onto the market. Beverages and food applications accounted for 41% of world consumption of benzoic acid as sodium and potassium benzoate in 2006.

Consumer UsesOther
Industry UsesMonomers
Methods of Manufacturing · 5 件

Liquid-Phase Oxidation of Toluene with Molecular Oxygen. ... In a typical modern process the oxidation is conducted at 165 °C and 0.9 MPa. The reaction heat is removed by external circulation of the contents of the reactor. The pressure of the liquid discharged from the reactor is reduced to atmospheric, and unreacted toluene is recovered. Benzoic acid is purified by rectification. The bottom residue is extracted to recover the cobalt catalyst. The exhaust gas is cooled to recover most of the toluene, purified, and vented.

Decarboxylation of phthalic anhydride in the presence of catalysts; chlorination of toluene to yield benzotrichloride, which is hydrolyzed to benzoic acid; oxidation of toluene; from benzoin resin.

Benzoic acid is manufactured by treating molten phthalic anhydride with steam in the presence of a zinc oxide catalyst, by the hydrolysis of benzotrichloride, or by the oxidation of toluene with nitric acid or sodium bichromate or with air in the presence of a transition metal salt catalyst.

Benzoic acid is almost exclusively manufactured by the cobalt catalyzed liquid-phase air oxidation of toluene.

The USP/FCC grade of benzoic acid is usually produced by extraction and crystallization, although distillation has also been used. In the extraction-crystallization process, toluene, water, and methanol have all been used and each is capable of producing a high quality benzoic acid product.

Formulations/Preparations · 5 件

GRADES: Technical, CP, USP, FCC.

Industrial grade, 97.5%; Technical grade, 99.0%; United States Pharmacopeia/Food Chemicals Codex , 99.5-100.5%. /From table/

Industrial and technical grades of benzoic acid are available in molten as well as solid forms (called flakes or chips). USP/FCC grade is available in solid form either as crystals or powder.

Microl Preservative (Petro-Canada Lubricants, Inc): Active ingredients: benzoic acid 100.0%.

Lubri-Armour (Fiske Brothers Refining Company D/B/A Lubriplate Lubricants): Active ingredients: benzoic acid 100.0%.

Household ProductsInformation on 136 consumer products that contain Benzoic acid in the following categories is provided:
Use Classification · 6 件

EPA Safer Chemical Functional Use Classes -> Preservatives and Antioxidants

Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern

Food additives

Fragrance Ingredients

Food Additives -> PRESERVATIVE -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

General Manufacturing Information · 3 件

Agriculture, Forestry, Fishing and Hunting

Benzoic acid: ACTIVE

Limitations of benzoic acid as a model dissolution substance was studied. Results indicated that benzoic acid was non-ideal on lowering the dissolution temperature & serious deviation from classical diffusion was observed.

応用分野 · 6 件

解説安息香酸,昇華性のある無色の結晶。天然には、安息香中に遊離およびエステルとして存在するほか、ペルーバルサム、トルーバルサム中にもベンジルエステルとして存在する。冷水には溶けにくいが熱水にはよく溶け、アセトン、エタノール(エチルアルコール)などの有機溶媒にもよく溶ける。食品衛生法により許可された防腐剤としてしょうゆに用いられているほか、媒染剤などに用いられる。そのほか、医薬として局所の殺菌・防カビ剤や角質軟化剤にも用いられる。水溶性のナトリウム塩は肝機能診断薬や防腐殺菌剤、清涼飲料水の保存料として用いられる。[廣田 穰][参照項目] | エステル | カルボン酸 | トルエン | バルサム[補完資料] | 安息香酸(データノート)小学館 日本大百科全書(ニッポニカ) )

用途防腐剤、殺菌剤

用途有機合成原料、調製液原料(防腐剤)、医薬品原料。

用途有機合成原料、防腐剤、医薬品原料、安息香酸塩の原料。

用途防腐剤,アニリン染料原料,食品添加物(香料),医薬

使用Sodium benzoate is an important benzoic acid derivative produced industrially by neutralization of benzoic acid using sodium hydroxide or sodium bicarbonate solution. Calcium benzoate, potassium benzoate, and other benzoate salts are also produced. Benzoic acid and sodium benzoate (C6H5COONa) are used as food preservatives and added to foods, juices, and beverages that are acidic.

調製方法 · 2 件

Industrial preparations Benzoic acid is produced commercially by partial oxidation of toluene with oxygen. The process is catalyzed by cobalt or manganese naphthenates. The process uses cheap raw materials, proceeds in high yield, and is considered environmentally green. Laboratory synthesis Benzoic acid is cheap and readily available, so the laboratory synthesis of benzoic acid is mainly practiced for its pedagogical value. It is a common undergraduate preparation. For all syntheses, benzoic acid can be purified by recrystallization from water because of its high solubility in hot water and poor solubility in cold water. The avoidance of organic solvents for the recrystallization makes this experiment particularly safe. Other possible recrystallization solvents include acetic acid (anhydrous or aqueous), benzene, acetone, petroleum ether, and a mixture of ethanol and water. The solubility of benzoic acid in over 40 solvents with references to original sources can be found as part of the Open Notebook Science Challenge.

合成方法Co塩存在下で液相空気酸化する方法

上流・下流製品情報

上流原料

馬尿酸ビス酢酸コバルト(II)ナフタレンひ素ベンジルアルコール酸化亜鉛鉛(II)オキシドトルエン塩素ぎ酸フタル酸ベンゾトリクロリドナフテン酸コバルトフタル酸無水物

下流製品

(S)-(-)-N-ベンジル-1-フェニルエチルアミン3,4-ジヒドロキシ安息香酸エチル過酸化ベンゾイル安息香酸ナトリウム3-ニトロ安息香酸4-tert-ブチルフェノール2,5-ジフェニル-1,3,4-オキサジアゾールネホパム2-ヨードキシ安息香酸 ヨウ化物Phenolic resin paintクリソフェニン3,5-ジアミノ安息香酸3-ヒドロキシ安息香酸安息香酸アンモニウム安息香酸イソアミルN-フェニル-2-メチルベンズアミドエキセメスタン4-アミノ-3-[[4-[[4-[(2-アミノ-4-ヒドロキシフェニル)アゾ]フェニル]アミノ]-3-(ソジオオキシスルホニル)フェニル]アゾ]-5-ヒドロキシ-6-(フェニルアゾ)-2,7-ナフタレンジスルホン酸ジナトリウムMCBEAmino resin paint3,5-ジヒドロキシ安息香酸安息香酸メチル3-スルファモイル安息香酸胎盤性性腺刺激ホルモンアクリル酸メチルフルオレスカミンベンゾイルクロリド安息香酸 ベンジル安息香酸カリウム

補足説明

定義本品は、次の化学式で表される芳香族カルボン酸である。