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1-ドデカノール

1-Dodecanol

HCID 8193
ノートを作成反応を作成見積依頼を出す
印刷プレビュー
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
部分構造検索類似構造を探す

基本情報

CAS
112-53-8
標準SMILES
CCCCCCCCCCCCO
InChIKey
LQZZUXJYWNFBMV-UHFFFAOYSA-N
分子式
C12H26O
平均分子量
186.33 g/mol
単同位体質量
186.19836545

概要

Dodecanol is a colorless thick liquid with a sweet odor. Floats on water. Freezing point is 75 °F. (USCG, 1999)

名称と識別子

優先名称
1-Dodecanol
IUPAC
dodecan-1-ol
現地名
1-ドデカノール
英語名
1-Dodecanol
分子式
C12H26O
分子量
186.33

名称と別名

1-DODECANOLDodecan-1-olDodecyl alcohol112-53-8Lauryl alcoholn-Dodecyl alcoholLauric alcoholLaurinic alcoholUndecyl carbinolDodecylalcohol1-HydroxydodecanePisol
名称をさらに表示
1-ドデカノールエパル12n-ラウリルアルコールノルマル-ドデシルアルコールドデシルアルコールn-ドデカノールシポールL-12ドデカン-1-オールカカロットL-50ラウリル24ジトールJ-68ロロールn-ドデシルアルコールラウリルアルコールアルホール12アルコールC-12ロロール5カカロットL-90ロロール11ラウリックアルコールFatty alcoholDODECANOLlauryldodecylFEMA 2617
1-Dodecyl alcoholn-Dodecan-1-olDuodecyl alcoholLorol 5Lorol 7Lauryl 24Alcohol C-12Alfol 12

データベース識別子

CAS
112-53-8、27342-88-7、68551-07-5
PubChem CID
8193
DTXSID
DTXSID5026918
ChEMBL
CHEMBL24722
ChEBI
CHEBI:28878
UNII
178A96NLP2
EC Number
203-982-0
Nikkaji
J1.505I

物性

構造計算による物性

XLogP
5.1
極性表面積
20.2 Ų
水素結合供与体数
1
水素結合受容体数
1
回転可能結合数
10
重原子数
13
形式電荷
0
複雑度
81.2

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15
LipidsFatty Acyls [FA] -> Fatty alcohols [FA05]
Polymers · 2 件

Other Classes -> Alcohols and Polyols, Other

Other Classes -> Alcohols and Polyols, Other

CosmeticsEmollient; Emulsifying; Viscosity controlling; Emulsion stabilizing
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (Lauryl alcohol) -> IFRA transparency List
Pesticides · 2 件

Agrochemicals -> Pesticide active substances

Active substance -> EU Pesticides database: Approved

LogP · 4 件

log Kow = 5.13

5.13

5.4

5.24

Odor · 2 件

CHARACTERISTIC FATTY ODOR; UNPLEASANT AT HIGH CONCN BUT DELICATE & FLORAL ON DILUTION

Fatty repulsive odor

TasteFATTY, WAXY FLAVOR

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

This chemical does not meet GHS hazard criteria for 2.2% (85 of 3888) of reports.

Warning

H319 (83.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P273, P280, P305+P351+P338, P337+P317, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3888 reports by companies from 38 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

危険有害性情報

Regulatory Information · 5 件

Chemical: 1-Dodecanol

1-Dodecanol is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Dodecanol 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)

2008/127, Reg. (EU) 2017/195, Reg. (EU) 2021/745, Reg. (EU) 2022/1251, Reg. (EU) No 540/2011, Reg. (EU) No 918/2014, Reg. (EU)2020/1160

REACH registered substance: Dodecan-1-ol (EC: 203-982-0)

1-Dodecanol: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 1-Dodecanol: Human health tier I assessment
DOT LabelClass 9
Fire Hazards · 2 件

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

Combustible.

Fire PotentialCombustible when it is exposed to heat or flame.
Health HazardsLiquid will cause burning of the eyes and may irritate skin. (USCG, 1999)
Hazards Summary

化学と産業

薬理情報

Metabolism/Metabolites · 2 件

Frog liver microsomes catalyzed the hydroxylation of 1-dodecanol into the corresponding omega- and (omega-1)-hydroxy derivatives. The hydroxylation rate for 1-dodecanol was much lower than that for lauric acid. Both NADPH and O2 were required for hydroxylation activity. NADH had no effect on the hydroxylation. The hydroxylating system was inhibited 49% by CO at a CO:O2 ratio of 4.0. The formation of omega-hydroxydodecanol was more sharply inhibited by CO than was the formation of (omega-1)-hydroxydodecanol, implying that more than one cytochrome P-450 was involved in the hydroxylation of 1-dodecanol and that CO has a higher affinity for the P-450 catalyzing the omega-hydroxylation. The formation of laurate during the incubation of 1-dodecanol with frog liver microsomes suggests that a fatty alcohol oxidation system is also present in the microsomes. NAD+ was the most effective cofactor for the oxidation of 1-dodecanol and NADP+ had a little effect. Pyrazole (an inhibitor of alcohol dehydrogenase) had a slight inhibitory effect on the oxidation and sodium azide (an inhibitor of catalase) had no effect.

The liver microsomes of the Mongolian gerbil Meriones unguiculatus catalyzed the hydroxylation of various saturated fatty acids (C8-C18), alcohols (C12 and C16) and hydrocarbon (C12) to the corresponding omega- and (omega-1)-hydroxy derivatives. Lauric acid was hydroxylated most effectively among saturated fatty acids and the order of activity as hydroxylation substrates was C12 greater than C14 greater than C13 greater than C16 greater than C10 greater than C18 greater than C8. The specific activity of laurate hydroxylation (5.99 nmol/mg microsomal protein/min) in gerbil liver microsomes was higher than that observed in other species. 1-Dodecanol was also hydroxylated very effectively (4.58 nmol/mg microsomal protein/min) by gerbil liver microsomes, but in general the hydroxylation rates for fatty alcohols were much lower than those for the corresponding acids.

Absorption, Distribution and Excretion · 1 件

After 24-hr covered contact with the skin of mice, about 95% of a 100-uL dose of 0.5% 1-dodecanol in triethyl citrate remained on the skin. A small proportion, 0.1%, was recovered in the feces and urine, 0.13% was recovered from the body, and 2.61% was excreted in the air. These data indicate a low amount of dermal uptake.

Cellular LocationsExtracellular

関連反応

188 件
反応記録を作成
HRID 2258 の反応式
HRID 2258反応物としてuspto-grants-1998_03
HRID 4895 の反応式
HRID 4895反応物としてuspto-grants-1993_09
HRID 5643 の反応式
HRID 5643反応物としてuspto-grants-1993_09
HRID 5645 の反応式
HRID 5645反応物としてuspto-grants-1993_09
HRID 17749 の反応式
HRID 17749生成物としてuspto-grants-2010_06
HRID 18913 の反応式
HRID 18913反応物としてuspto-grants-2010_06
HRID 22149 の反応式
HRID 22149反応物としてuspto-grants-1995_06
HRID 22150 の反応式
HRID 22150反応物としてuspto-grants-1995_06
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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
Food Additives
FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 6 件

0.831 at 75.2 °F (USCG, 1999) - Less dense than water; will float

0.8309 at 24 °C/4 °C

0.8309 AT 24 °C/4 °C

Density (at 24 °C): 0.83 g/cm³

Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.00

0.830-0.836

物理化学的性質

融点
24 °C · 24 °C (75 °F; 297 K)
沸点
259 °C · 259 °C (498 °F; 532 K)
比重(密度)
0.8309 g/cm3 · 0.8309 g/cm3
蒸気密度
7.4 · 7.4 (vs air)
蒸気圧
0.1 mm · 0.1 mm Hg ( 20 °C)
FEMA
2617 · 2617 | LAURYL ALCOHOL
屈折率
1.44 · 1.44
闪点
127 °C · 127 °C (261 °F; 400 K)
貯蔵温度
30 °C · Store below +30°C.
溶解性
1 g/L · 水: わずかに溶ける1g/L at 23°C
酸解離定数(Pka)
15.2 · 15.20±0.10(Predicted)
外見
solid
色
Colorless
臭い (Odor)
典型的な脂肪アルコール臭。甘い。
においのタイプ
ワックスっぽい
由来生物
synthetic
爆発限界(explosive limit)
4 % · 4%
水溶解度
不溶性
比熱容量
2.35 J/ · Cp(liquid): 2.35 J/(g·K), at 25℃
JECFA Number
109 · 109
Merck
14 · 14,3405
BRN
1738860 · 1738860
Henry's Law Constant
1.2 · 1.2×10-1 mol/(m3Pa) at 25℃, Brockbank (2013)
Dielectric constant
6.5 · 6.5(24℃)
化粧品成分の機能
乳化安定剤界面活性剤 - 乳化剤皮膚コンディショニング剤 - 保湿剤粘度制御
InChI
1S/C12H26O/c1-2-3-4-5-6-7-8-9-10-11-12-13/h13H,2-12H2,1H3
InChIKey
LQZZUXJYWNFBMV-UHFFFAOYSA-N
SMILES
CCCCCCCCCCCCO
LogP
5.4 at · 5.4 at 23℃
CAS データベース
112 · 112-53-8(CAS DataBase Reference)
NISTの化学物質情報
1 · 1-Dodecanol(112-53-8)
EPAの化学物質情報
1 · 1-Dodecanol (112-53-8)
化学的性質 · 1 件

化学的特性Lauryl alcohol has a characteristic fatty odor; unpleasant at high concentrations, but delicate and floral on dilution. 1-Dodecanol is a saturated 12-carbon fatty alcohol obtained from coconut oil fatty acids. It has a fatty, waxy flavor and is used in detergents, lubricating oils, and pharmaceuticals.

· 2 件

Higher alcohols are not highly toxic in the industrial setting; Can cause liver injury, somnolence, and respiratory depression in experimental animals; A skin and eye irritant; [HSDB] Inhalation of high concentrations may cause CNS depression; [CHEMINFO] Safe when used as a flavoring agent in food; [JECFA] Practically nontoxic and generally recognized as safe (GRAS) in food; [Reference #1] Causes general depressed activity after administration onto skin of rabbit; [RTEC] An irritant; [MSDSonline]

Higher alcohols are not highly toxic in the industrial setting; Can cause liver injury, somnolence, and respiratory depression in experimental animals; A rat that died 6 days after a dose of 36 ml/kg had fatty degeneration of the liver; [HSDB]

FDA Requirements · 2 件

Lauryl alcohol is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and b) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.

Lauryl alcohol is an indirect food additive for use as a component of adhesives.

Reactive GroupAlcohols and Polyols
UN ClassificationUN Hazard Class: 9; UN Pack Group: III
Special Reports · 1 件

USEPA/Office of Prevention, Pesticides and Toxic Substances; Reregistration Eligibility Decision Document - Aliphatic Alcohols, EPA 738-R-07-004 (March 2007). The RED summarizes the risk assessment conclusions and outlines any risk reduction measures necessary for the pesticide to continue to be registered in the U.S.[Available from, as of June 2, 2015: http://www.epa.gov/pesticides/reregistration/status.htm]

EPA Safer ChemicalChemical: 1-Dodecanol

安全と保護具

Fire Fighting · 2 件

Fire Extinguishing Agents Not to Be Used: Water or foam may cause frothing.

Use water, dry powder, carbon dioxide, alcohol-resistant foam.

First Aid Measures · 4 件

Fresh air, rest. Seek medical attention if you feel unwell.

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

Rinse with plenty of water for several minutes (remove contact lenses if easily possible).

Rinse mouth. Rest. Do NOT induce vomiting. Seek medical attention if you feel unwell.

First AidSKIN OR EYES: wash exposed areas with water. (USCG, 1999)
Safe StorageCool. Well closed. Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing.
Fire Fighting Procedures · 2 件

Wear self contained breathing apparatus for fire fighting if necessary.

Alcohol foam, carbon dioxide, dry chemical. Water or foam may cause frothing. Water may be ineffective on fire. Cool exposed containers with water.

Storage ConditionsKeep tightly closed. Store in a cool dry place.
Cleanup Methods · 2 件

Accidental Release Measures: ... Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided.

Accidental Release Measures: ... Use protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust.

Nonfire Spill ResponseExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Disposal Methods · 1 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.

Spillage Disposal · 1 件

Personal protection: filter respirator for organic gases and particulates adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Ventilation. Sweep spilled substance into sealable containers. If liquid: collect leaking liquid in containers. Absorb remaining liquid in inert absorbent. Then store and dispose of according to local regulations.

Preventive Measures · 2 件

Precautions for handling: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Provide appropriate exhaust ventilation at places where dust is formed.

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.

Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:

毒性情報

Body Burden1-Dodecanol was qualitatively detected in expired air of humans having diabetic conditions(1); it was not detected (detection limit not reported) in expired air of non-diabetic humans(1).
Interactions · 2 件

Nutritional encephalomalacia induced by lauryl alcohol could be completely prevented by dietary supplementation of dl-alpha-tocopheryl acetate.

IN PRESENCE OF DODECANOL, DEPRESSION OF AMPLITUDE OF COMPD ACTION POTENTIAL BY BUTANOL (30 MMOL) WAS INCR.

Ecotoxicity Values · 5 件

LC50; Species: Pimephales promelas (Fathead minnow) weight 0.12 g; Conditions: flow-through bioassay, water hardness 45.5 mg/L CaCO3, temp: 25 +/- 1 °C, pH 7.5, dissolved oxygen >60% of saturation; Concentration: 1.01 mg/L for 96 hr

LC50; Species: Nitocra spinipes (Harpacticoid copepod); Conditions: static; Concentration: 0.9 mg/L for 96 hr (95% confidence limit: 0.8-1.2 mg/L) /formulated product/

EC50; Species: Brachionus calyciflorus (Rotifer); Conditions: static; Concentration: 810 ug/L for 48 hr (95% confidence limit: 767-1020 ug/L); Effect: decreased distance moved, change in direct movement

EC50; Species: Tetrahymena pyriformis (Ciliate); Conditions: static; Concentration: 1.58 mg/L for 48 hr; Effect: decreased population growth /formulated product/

LC50; Species: Lepomis macrochiris (Bluegill sunfish); Conditions: static bioassay; Concentration: 894 mg/L for 96 hr. /Alcohol mixture containing 66% dodecanol/

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), reported Koc values of 2042-3388 in humic acid(2), indicate that 1-dodecanol is expected to have slight mobility in soil(SRC). Volatilization of 1-dodecanol from moist soil surfaces is expected(SRC) given a Henry's Law constant of 5.19X10-5 atm-cu m/mole(3). However, adsorption to soil is expected to attenuate volatilization(SRC). 1-Dodecanol is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 8.48X10-4 mm Hg at 25 °C(4). Theoretical BOD values using standard 5-day aerobic sewage tests ranged from 20-29.7%(5-7) indicate that biodegradation may be an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), a reported Koc value of 7700 in suspended solids and 2337-11,184 in sediment(2), indicate that 1-dodecanol is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 5.19X10-5 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 27 hours and 12 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The volatilization half-life from a model pond is about 11 months when adsorption is considered(5). 1-Dodecanol is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). According to a classification scheme(6), an estimated BCF of 48(SRC), from its log Kow of 5.13(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). Theoretical BOD values, using standard 5-day aerobic sewage tests ranged from 20-29.7%(9-11), indicate that biodegradation may be an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1-dodecanol, which has a vapor pressure of 8.48X10-4 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1-dodecanol 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 21 hours(SRC), calculated from its rate constant of 1.8X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). 1-Dodecanol does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Food Survey Values1-Dodecanol was qualitatively detected as a volatile flavor component of Idaho Russet Burbank baked potatoes(1) and in beef(2). 1-Dodecanol has been detected in beer, wine and spirits(3).
Adverse Effects · 2 件

Neurotoxin - Acute solvent syndrome

Neurotoxin - Acute solvent syndrome

Exposure RoutesThe substance can be absorbed into the body by inhalation, through the skin and by ingestion.
Toxicity Summary · 1 件

IDENTIFICATION AND USE: 1-Dodecanol is used principally as chemical intermediate for salts of n-dodecyl sulfate and foam stabilizer for alcohol sulfate surfactants. It is also used in synthetic detergents, lube additives, pharmaceuticals, rubber, textiles, perfumes, and as a flavoring agent. The substance is practically non-toxic, and is a permitted food additive (GRAS) in both the U.S. and the EU. It is registered for pesticide 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. HUMAN EXPOSURE AND TOXICITY: Contact for 48 hours with 4% 1-dodecanol in petrolatum was not irritating to 25 human volunteers, but marked skin irritation was noted when 25% 1-dodecanol in mineral oil was given in open contact with scarified skin of 5 to 10 volunteers once a day for 3 days. There was no skin sensitization in 25 human volunteers at a concentration of 4% in petrolatum. ANIMAL STUDIES: Aspiration of 0.2 mL of 1-dodecanol produced death among 9 out of 10 rats. The deaths were caused by pulmonary edema rather than cardiac arrest or respiratory failure as with the C3 to C10 alcohols. The lungs were dark red; seven rats died within 7 to 30 min, and two rats died 5 hr or longer after dosing. 1-Dodecanol did not cause developmental or reproductive toxicities when tested in rats at concentrations of 0, 100, 500, 2000 mg/kg /day for 14 days prior to mating. 1-Dodecanol, in the doses administered, had no effect on fetal weight, weight gain, food consumption, and food efficiency in the parental generation. When tested for carcinogenicity, 1-dodecanol showed weak tumor-promoting activity when applied three times a week for 60 weeks to the skin of mice that had previously received an initiating dose of dimethylbenz[a]anthracene. In another study, in 6-8 week old mice, ip injections of dodecanol in 0.1 mL tricaprylin (12.0 g/kg to 30 animals in high dose group, and 2.4 g/kg to 28 animals in low dose group) was administered 3 times weekly for eight weeks. Papillomas developed in 2 of 30 mice after 39 and 49 weeks of treatment. Lung tumors were observed in 2/15 female mice in the high dose group, and in 2/15 males and 3/13 females in the low dose group. 1-Dodecanol was not mutagenic to Salmonella typhimurium in the Ames assay with and without metabolic activation, or to Escherichia coli without metabolic activation. However, it diminished cell mitotic activity and caused structural changes to chromosomes and the mitotic apparatus in Vicia faba after 14 hours exposure. ECOTOXICITY: Although Dodecanol exhibits non-polar CNS depressant toxicity to aquatic organisms of about 1 mg/L, the substance is readily degradable and releases during production, or through diffuse uses of the free alcohol do not give rise to environmental concerns.

Ecotoxicity Excerpts · 2 件

/AQUATIC SPECIES/ Although dodecanol exhibits non-polar narcotic toxicity to aquatic organisms of about 1 mg/L, the substance is readily degradable and releases during production, or through diffuse uses of the free alcohol do not give rise to environmental concerns.

/AQUATIC SPECIES/ Five month old Bluegill sunfish (average weight 0.63 grams, length 37 mm) acclimatized to test water for 24 hours prior to testing. Forty-eight hours before initiating the test the fish were taken off feed. Ten fish placed in each test vessel at concentrations of 0, 100, 180, 320, 560 and 1000 mg/L. No mortality was observed at 24, 48, or 96 hour intervals, except in the high dose fish at 96 hours, where mortality was 70%. Behavioral observations made during the test indicated that Bluegill sunfish exposed to 560 mg/L and higher exhibited abnormal surfacing behavior and became quiescent.

Plant Concentrations · 2 件

1-Dodecanol emission rates from green leaf composite samples and dead leaves were 96 ug/g and 44 ug/g, respectively(1).

1-Dodecanol detections in plants(1).[Table#2805]

Signs and Symptoms · 4 件

Cough. Sore throat.

Redness.

Redness. Pain.

Nausea. Sedation.

Ongoing Test Status · 1 件

EPA has released the first beta version (version 0.5) of the Interactive Chemical Safety for Sustainability (iCSS) Dashboard. The beta version of the iCSS Dashboard provides an interactive tool to explore rapid, automated (or in vitro high-throughput) chemical screening data generated by the Toxicity Forecaster (ToxCast) project and the federal Toxicity Testing in the 21st century (Tox21) collaboration. /The title compound was tested by ToxCast and/or Tox21 assays; Click on the "Chemical Explorer" button on the tool bar to see the data./[USEPA; ICSS Dashboard Application; Available from, as of April 22, 2015: http://actor.epa.gov/dashboard/]

法規制情報

FDA Requirements · 2 件

Lauryl alcohol is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and b) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.

Lauryl alcohol is an indirect food additive for use as a component of adhesives.

FIFRA Requirements · 4 件

Residues of lauryl alcohol 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: surfactant.

Section 4(g)(2)(A) of FIFRA calls for the Agency to determine, after submission of relevant data concerning an active ingredient, whether or not products containing the active ingredient are eligible for reregistration. The Agency has previously identified and required the submission of the generic (i.e., active ingredient-specific) data required to support reregistration of products containing aliphatic alcohols as an active ingredient. The Agency has completed its review of these generic data, and has determined that the data are sufficient to support reregistration of all products containing aliphatic alcohols (C6 - C16). The Agency has completed its assessment of the human health and ecological risks associated with the use of pesticide products containing aliphatic alcohols (C6 - C16). The Agency has determined that aliphatic alcohol-containing products are eligible for reregistration provided that label amendments are made as outlined in Chapter V. ... The Agency has identified eye-irritation concerns that warrant specific label language concerning personal protective equipment (PPE) and the length of restricted-entry intervals after application for tobacco uses of the aliphatic alcohols (C6 - C16). If all changes outlined in this document are incorporated into the product labels, the eye-irritation concerns will have been mitigated. Should a registrant fail to implement any of the reregistration requirements identified in this document, the Agency may take regulatory action to address these concerns.

New Active Ingredients ... includes pesticide active ingredients initially registered after November 1, 1984, that currently have active product registrations. By law, these newer pesticides are not subject to the reregistration program. They must, however, meet the new safety standard of the FQPA, and will be reviewed on a 15-year cycle under the registration review program. ... Active Ingredient Number: 001509; Type of Pesticide: biological - insect pheromone; Use Site: food use; Year: 1992.

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. Decanol is found on List D. Case No: 4004; Pesticide type: Insecticide, herbicide; 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): Decanol; Data Call-in (DCI) Date(s): 10/01/93; AI Status: All products containing this pesticide that were subject to reregistration have been cancelled. However, recently registered products contain this pesticide as a new active ingredient.

安全データ

wgk
1
tsca
TSCA listed
rtecs
JR5775000
ridadr
UN 3077 9/PG 3
毒性
LD50 orally in Rabbit: > 5000 mg/kg
PRTR法
第一種指定化学物質
hs_code
29051700
risk_code
38-50-50/53-36/38-36/37/38
化審法
(2)-217, (2)-3704 優先評価化学物質
hazard_code
Xi,N
safety_code
61-37/39-29-26-60-36
hazard_class
9
packing_group
III
自然発火温度
500 °F
Hazard Classifications
Aquatic Acute 1Aquatic Chronic 1Eye Irrit. 2
ストレージクラス
11 - Combustible Solids
有毒物質データの
112-53-8(Hazardous Substances Data)
危険度評価(NFPA 704基準/消防庁データ)
人的[青]=0

用途と製造

Uses · 6 件

Used to manufacture sulfuric acid esters (wetting agents) and in synthetic detergents, lube additives, pharmaceuticals, rubber, textiles, and perfumes; Also used as a flavoring agent and as a foam stabilizer for alcohol sulfate surfactants; [HSDB] Used to make surfactants for detergents, cleaning products, shampoos, cosmetics, lubricants, wetting agents, emulsifiers, dispersing agents, and antioxidants; Also used to make biocides and disinfectants; 1-Dodecanol is used in foam control, aluminum rolling, metalworking, and in the rubber, textiles, cosmetics, and perfume industries; Also used as a froth flotation agent and a flavoring ingredient in non-alcoholic beverages, ice cream, candy, baked goods, chewing gum, and syrups; [CHEMINFO] Used as Lepidoptera pheromone in apple and pear orchards; [EPA]

Aluminum Producing [Category: Industry]

Used to make detergents, sulfonic acid esters (wetting agents), thiodipropionate, lauryl chloride, specialty ethoxylates, sulfate defoamers, lube additives, pharmaceuticals, rubbers, textiles, perfumes, and foaming agents; [HSDB]

Textiles (Fiber & Fabric Manufacturing) [Category: Industry]

For 1-dodecanol (USEPA/OPP Pesticide Code: 001509 ) ACTIVE products with label matches. /SRP: Registered for 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./

Manufacture of sulfuric acid esters which are used as wetting agents.

U.S. Exports(1986) No Data
U.S. Imports(1986) No Data
U.S. Production · 6 件

2023: 50,000,000 - <100,000,000 lb

(1972) 2.2X10+10 G (INCL C10+ LINEAR ALCOHOLS)

(1975) 1.01X10+11 G (INCL HIGHER ALCOHOLS)

(1986) >10 million-50 million pounds

(1990) >50 million-100 million pounds

For more U.S. Production (Complete) data for 1-DODECANOL (12 total), please visit the HSDB record page.

Consumption Patterns · 2 件

Use as a chemical intermediate for n-dodecyl sulfate salts is believed to consume the largest quantity of 1-dodecanol; production of ethoxylated 1-dodecanol is probably the next largest market (1976)

In the U.S.A. approximately 20,000 lbs/year are used in fragrances, and some typical concentrations reported in personal care products include soaps (0.01 - 0.09%), detergents (0.002 - 0.018%), lotions and creams (0.005 - 0.02%) and perfumes (0.09 - 0.25%).

Consumer UsesLubricating agent
Industry UsesEmulsifier
Methods of Manufacturing · 6 件

Addition of ethylene to triethylaluminum followed by oxidation of the trialkylaluminum growth product, hydrolysis, and fractional distillation; catalytic hydrogenation of methyl laurate.

Prepared by the reduction of esters of lauric acid with sodium and absolute alcohol ... or by high pressure hydrogenation of the esters using copper chromite catalyst.

Reduction of coconut-oil fatty acids.

In former times prepared solely from natural products...now also mfg from ethylene by the Ziegler process and by the Shell version of the oxo process. /C12 to C18 alcohols/

LAURYL ALCOHOL WAS PREVIOUSLY PREPARED COMMERCIALLY BY REDUCTION OF ETHYL LAURATE (FROM COCONUT OIL) WITH SODIUM & ABSOLUTE ALCOHOL, BUT PRESENTLY IS MFR BY CATALYTIC HYDROGENATION OF COCONUT OIL FATTY ACIDS OR THEIR ESTERS UNDER HIGH PRESSURE.

PREPARED BY THE REDUCTION OF ESTERS OF LAURIC ACID WITH SODIUM AND ABSOLUTE ALCOHOL OR BY HIGH PRESSURE HYDROGENATION OF THE ESTERS USING COPPER CHROMITE CATALYSTS

Formulations/Preparations · 6 件

Grades: Technical, Food Chemical Codex

Royaltac-M (Macdermid Agricultural Solutions, Inc.): Active ingredient: lauryl alcohol 0.3%; 1-octanol 36.2%; 1-decanol 48.2%.

Off-Shoot-T (Macdermid Agricultural Solutions, Inc.): Active ingredient: lauryl alcohol 0.3%; 1-octanol 36.2%; 1-decanol 48.2%.

C8-C10 Fatty Alcohol Technical (Macdermid Agricultural Solutions, Inc.): Active ingredient: lauryl alcohol 0.3%; 1-octanol 42.6%; 1-decanol 56.7%.

For more Formulations/Preparations (Complete) data for 1-DODECANOL (17 total), please visit the HSDB record page.

TECHNICAL & F.C.C

Household ProductsInformation on 50 consumer products that contain Lauryl alcohol in the following categories is provided:
Use Classification · 6 件

EPA Safer Chemical Functional Use Classes -> Solvents

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

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information · 4 件

All Other Basic Organic Chemical Manufacturing

1-Dodecanol: ACTIVE

Dodecanol: ACTIVE

... 1-dodecanol (PC code 001509), was first registered for use as a Lepidopteran pheromone/sex attractant in 1993.

応用分野 · 6 件

解説1-ドデカノール,無色,特異臭のある直鎖の飽和一価アルコール。融点23.5℃,沸点153.5℃(25mmHg),比重d420=0.8330,屈折率nD20=1.4428(過冷却下)。水に難溶,エチルアルコール,エーテルに可溶。株式会社平凡社 世界大百科事典 第2版について 情報

用途可塑剤、洗剤、化粧品原料

用途アルコール,合成樹脂滑剤,合成洗剤原料,安定剤,可塑剤,香粧品香料の溶剤,食品香料

天然物の起源Reported found in the oil of Mexican lime and in the oil from flowers of Furcraea gigantean. Also reported found in apple, banana, sour cherry, citrus peel oils, melon, pineapple, potato, thymus, cheeses, butter, milk powder, chicken and beef fat, cooked pork, beer, whiskies, white wine, peanuts, beans, mushrooms, mango, coriander seed and leaf, rice, Bourbon vanilla, endive, crab, clam, Cape gooseberry, pawpaw and maté.

使用1-Dodecanol is used in chemical formulations for a variety of purposes, including as an emulsion stabilizer, a skin-conditioning emollient, and a viscosity-increasing agent.

一般的な説明Colorless thick liquid with a sweet odor. Floats on water. Freezing point is 75°F.

調製方法 · 3 件

1-Dodecanol (Lauryl alcohol) is produced commercially by the oxo process and from ethylene by the Ziegler process, which involves oxidation of trialkylaluminum compounds. It can also be produced by sodium reduction or high-pressure hydrogenation of esters of naturally occurring lauric acid.

製造方法Commercially 1-Dodecanol may be prepared by hydrogenation of lauric acid; normally employed as a replacement for the corresponding aldehyde.

純化方法Crystallise dodecanol from aqueous EtOH, and distil it through a spinning-band column under vacuum. [Ford & Marvel Org Synth 10 62 1930, Beilstein 1 IV 1844.]

上流・下流製品情報

上流原料

ラウリン酸エタノールAlcoholMixtureC16-C18 alcoholラウリン酸 メチルクロム酸銅ラウリン酸エチル椰子油

下流製品

polyoxyethylene glycol (600) bislaurate没食子酸ドデシルドデカナール1-クロロドデカンp-トルエンスルホン酸ドデシルPotassium dodecyl phosphateラウリル硫酸ナトリウムdodecyl polyoxyethylene ether phosphate estercmtirust agent T-708C^{12^} fatty alcohol polyoxyethylene ether ammonium sulfate3,3'-チオジプロピオン酸ジドデシルalkyl polyglucosideAntistatic agent PKSpining lubricant agentMCBEベンゾドデシニウムクロリドN,N-ジメチルドデシルアミンドデカン二酸ベンジルジメチルドデシルアミニウム·ブロミド1-ブロモドデカンdodecyl polyglucosidepotassium lauryl mono (or di) phosphate累惶啓漢旱ラウリル完遅硫酸田愕ム
補足説明 · 2 件

定義本品は、ヤシ油(*)から得られる脂肪酸を還元して得た脂肪族アルコールである。参照表示名称:ヤシ油

定義ChEBI: 1-Dodecanol is a fatty alcohol that is dodecane in which a hydrogen from one of the methyl groups is replaced by a hydroxy group. It is registered for use in apple and pear orchards as a Lepidopteran pheromone/sex attractant, used to disrupt the mating behaviour of certa n moths whose larvae destroy crops.