1-Undecanol

HCID 8184CAS 112-42-5

基本情報

標準SMILES
CCCCCCCCCCCO
InChIKey
KJIOQYGWTQBHNH-UHFFFAOYSA-N
分子式
C11H24O
平均分子量
172.31 g/mol
単同位体質量
172.18271539

概要

1-undecanol appears as a water-white liquid with a mild odor. Flash point 250 °F. Slightly soluble in water. Considered a marine pollutant by DOT. Immediate steps should be taken to limit its spread to the environment. As a liquid it can easily penetrate the soil and contaminate groundwater or streams. Mildly irritating to both the eyes and skin.

名称と識別子

優先名称
1-Undecanol
IUPAC
undecan-1-ol
英語名
n-Undecanol
分子式
C11H24O
分子量
172.31

名称と別名

1-UNDECANOLUndecan-1-olUndecyl alcoholUndecanol1-HendecanolHendecyl alcoholTip-Nip1-Undecyl alcoholDecyl carbinoln-Undecan-1-olAlcohol C-11C11 alcohol
名称をさらに表示
Neodol 1Alcohol, undecylUndecanol-(1)Alcohol C11NSC 403667DTXSID0026915HSDB 1089EINECS 203-970-5

データベース識別子

CAS
112-42-5、143819-62-9、30207-98-8
PubChem CID
8184
DTXSID
DTXSID0026915
ChEMBL
CHEMBL444525
ChEBI
CHEBI:87499
UNII
06MJ0P28T3
EC Number
203-970-5、250-092-3
Nikkaji
J5.126H

物性

構造計算による物性

XLogP
4.6
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
9
重原子数
12

実験および物理化学的性質

LipidsFatty Acyls [FA] -> Fatty alcohols [FA05]
Solvents · 2 件

Solvents -> Alcohols (<C12)

Solvents -> Alcohols (<C12)

CosmeticsSkin conditioning; Antiseborrhoeic
SpringerMaterials PropertiesBoiling point
Fragrances · 2 件

Fragrance Ingredient (Undecanol) -> IFRA transparency List

Fragrance Ingredient (Undecyl alcohol) -> IFRA transparency List

LogP · 2 件

log Kow = 4.72

4.72

物理化学的性質

融点
19 °C · 19 °C
沸点
243 °C · 243 °C
比重(密度)
0.8298 g/cm3 · 0.8298 g/cm3
酸解離定数(Pka)
15.2 · 15.20±0.10(Predicted)

安全と法規制

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 0.2% (3 of 1933) of reports.

Warning

H315 (18.6%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P273, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1933 reports by companies from 17 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

This chemical does not meet GHS hazard criteria for 100% (89 of 89) of all reports.

危険有害性情報

Regulatory Information · 6 件

Chemical: 1-Undecanol

Chemical: Undecanol

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

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Status: Active Update: 26-11-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/2096

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

DOT LabelClass 9
Fire Hazards · 2 件

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

Combustible.

Health HazardsLiquid can irritate eyes. (USCG, 1999)
Hazards Summary · 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, eye, and respiratory tract irritant; [HSDB] Safe when used as a flavoring agent in food; [JECFA] An irritant; [MSDSonline]

A skin, respiratory tract, and severe eye irritant; Defats skin; [ICSC] A mild skin and eye irritant; [CAMEO] See 1-Undecanol.

FDA Requirements · 1 件

Undecyl 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 2) 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.

安全と保護具

Fire Fighting · 2 件

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

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

First Aid Measures · 4 件

Fresh air, rest. Refer for medical attention.

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. Do NOT induce vomiting. Give one or two glasses of water to drink. Refer for medical attention .

First AidWash eyes with water for at least 15 min. (USCG, 1999)
Safe StorageWell closed.
Cleanup Methods · 1 件

AEROBIC: Using acclimated mixed microbial cultures, the theoretical and 5-day BOD for 1-undecanol were determined to be 16.50% and 4.5 mmol/mmol chemical, respectively(1). After 5 days at 21 °C in sewage, the theoretical BOD for 1-undecanol was 27.6%(2). 1-Undecanol had a zero order biodegradation rate of 0.125 ppm/hour and a first order biodegradation rate constant of 6.1X10-3/hour by activated sludge(3). Using this biodegradation rate constant a half-life of 4.7 days can be calculated(SRC).

Nonfire Spill ResponseExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:

毒性情報

Interactions · 2 件

ALCOHOL-INDUCED NUTRITIONAL ENCEPHALOMALACIA IN STARTING CHICKS COULD BE COMPLETELY PREVENTED BY DIETARY SUPPLEMENTATION OF D,L-ALPHA-TOCOPHERYL ACETATE.

WITH USE OF SURFACTANTS EG TWEEN 80, ALCOHOL EMULSIONS WERE PHYTOTOXIC ONLY TO YOUNG MERISTEMATIC TISSUE. WITHOUT THE SURFACANT, C11 ALCOHOLS & ESTERS SHOWED NONSELECTIVE TISSUE KILL.

Ecotoxicity Values · 4 件

LC50 Pimephales promelas (Fathead minnow, weight 0.12 g) 1.04 mg/L/96 hr; flow-through bioassay, water hardness 45.5 mg/L CaCO3, temp: 25 +/- 1 °C, pH 7.5, dissolved oxygen >60% of saturation

LC50 Nitocra spinipes (Harpacticoid copepod) 1.4 mg/L/96 hr (95% confidence limit: 1.1-1.8 mg/L); static /formulated product/

LC50 Alburnus alburnus (Bleak) 4.6 mg/L/96 hr (95% confidence limit: 4.2-5.1 mg/L); static /formulated product/

EC50 Tetrahymena pyriformis (Ciliate; decreased population growth) 2.3 mg/L/48 hr (95% confidence limit: 1.88-2.75 mg/L); static /formulated product/

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 8,800(SRC), determined from a log Kow of 4.72(2) and a regression-derived equation(3), indicates that 1-undecanol is expected to be immobile in soil(SRC). Volatilization of 1-undecanol from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 7.3X10-5 atm-cu m/mole(SRC), using a fragment constant estimation method(4). However, adsorption to soil is expected to attenuate volatilization(SRC). 1-Undecanol is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 2.97X10-3 mm Hg(5). The theoretical BOD for 1-undecanol was 27.6% after 5-day incubation in sewage(6), indicating that biodegradation may be an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 8,800(SRC), determined from a log Kow of 4.72(2) and a regression-derived equation(3), indicates that 1-undecanol is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 7.3X10-5 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 20 hours and 10 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 estimated volatilization half-life from a model pond is 9 months if adsorption is considered(5). According to a classification scheme(6), an estimated BCF of 86(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). The theoretical BOD for 1-undecanol was 27.6% after 5-day incubation in sewage(8), indicating 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-undecanol, which has a vapor pressure of 2.97X10-3 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1-undecanol 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 23 hours(SRC), calculated from its rate constant of 1.7X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3).

Food Survey Values1-Undecanol was identified as a volatile component of beef(1).
Adverse Effects · 2 件

Neurotoxin - Acute solvent syndrome

Neurotoxin - Acute solvent syndrome

Signs and Symptoms · 4 件

Cough.

Dry skin. Redness. Roughness. Pain.

Redness. Pain. Blurred vision.

Nausea. Vomiting. Diarrhoea.

法規制情報

FDA Requirements · 1 件

Undecyl 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 2) 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.

FIFRA Requirements · 2 件

Residues of nonyl, decyl, and undecyl glycoside mixture with a mixture of nonyl, decyl, and undecyl oligosaccharides and related reaction products (primarily decanol and undecanol) produced as an aqueous-based liquid (50 to 65% solids) from the reaction of primary alcohols (containing 15 to 20% secondary alcohol isomers) in a ratio of 20% C9, 40% C10, and 40% C11 with carbohydrates (average glucose to alkyl chain ratio 1.3 to 1.8) are exempted from the requirement of a tolerance when used as a surfactant 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.

Residues of nonyl, decyl, and undecyl glycoside mixture with a mixture of nonyl, decyl, and undecyl oligosaccharides and related reaction products (primarily decanol and undecanol) produced as an aqueous-based liquid (50 to 65% solids) from the reaction of primary alcohols (containing 15 to 20% secondary alcohol isomers) in a ratio of 20% C9, 40% C10, and 40% C11 with carbohydrates (average glucose to alkyl chain ratio 1.3 to 1.8) are exempted from the requirement of a tolerance when used as a surfactant in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to animals.

安全データ

注意喚起語
警告
危険有害性情報
コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード H319

化学と産業

薬理情報

Mechanism of Action · 1 件

... Undecanol was the most potent fungicide followed by decanol. The time-kill curve study showed that undecanol was fungicidal against S. cerevisiae at any growth stages was not influenced by pH values. The alcohols tested inhibited glucose-induced acidification by inhibiting the plasma membrane H(+)-ATPase. The primary antifungal action of amphipathic medium-chain (C(9)-C(12)) alkanols comes mainly from their ability as nonionic surfactants to disrupt the native membrane-associated function of the integral proteins.

Cellular LocationsExtracellular

用途と製造

Uses · 6 件

Used as a synthetic flavoring for food and in perfumes; [HSDB]

Used as intermediate for linear phthalate plasticizers and detergent alcohol ethoxylates; [HSDB]

Food additive-synthetic flavor

Perfumery, flavoring

CHEM INT FOR DIUNDECYL PHTHALATE

CHEM INT FOR LINEAR PHTHALATE PLASTICIZERS-AS C7-C11 MIXT

U.S. Exports · 2 件

(1977) 1.08X10+9 GRAMS

(1979) No Data

U.S. Imports · 2 件

(1977) No Data

(1979) No Data

U.S. Production · 6 件

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

This chemical is listed as a High Production Volume (HPV) (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).

(1990) >1 million-10 million pounds

(1994) >10 million-50 million pounds

(1998) >10 million-50 million pounds

(2002) >10 million-50 million pounds

Consumer UsesIntermediate
Industry UsesIntermediate

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関連反応

13 件

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