Isoamyl Acetate

HCID 31276CAS 123-92-2

기본 정보

표준 SMILES
CC(=O)OCCC(C)C
InChIKey
MLFHJEHSLIIPHL-UHFFFAOYSA-N
분자식
C7H14O2
평균 분자량
130.18 g/mol
단동위원소 질량
130.09937969

개요

Iso-amyl acetate is an oily liquid; colorless; banana odor. Floats and mixes with water. Flammable, irritating vapor is produced. (USCG, 1999)

이름 및 식별자

우선 이름
Isoamyl Acetate
IUPAC
3-methylbutyl acetate
현지명
초산 이소아밀
영어명
Isoamyl acetate
분자식
C7H14O2
분자량
130.18

이름 및 동의어

ISOAMYL ACETATE3-Methylbutyl acetate123-92-2Isopentyl acetateIsopentyl ethanoateIsoamyl ethanoate3-Methylbutyl ethanoateIsopentyl alcohol, acetate3-Methyl-1-butyl acetateAmylacetic ester3-Methyl-1-butanol acetateI-Amyl acetate
이름 더 보기
아이소아밀아세테이트*3-Methyl-1-butanolacetate,초산펜틸아세트산아이소아밀초산이소아밀이소아밀아세테이트초산이소아밀아이소아밀 아세테이트1-아세톡시-3-메틸뷰테인3-메틸-1-뷰탄올, 1-아세테이트3-메틸-1-뷰탄올, 아세테이트3-메틸뷰틸 아세테이트3-메틸뷰틸 에타노에이트아밀 아세테이트 에스터아이소펜틸 아세테이트아이소-펜틸 아세테이트이소펜틸아세테이트PENTYL ACETATE1-Butanol,3-methyl-,acetateFEMA 2055Banana oil
Iso-amyl acetate1-Butanol, 3-methyl-, acetateAcetic acid, isopentyl esterAmyl acetate, commonAcetic acid 3-methylbutyl ester3-Methyl-1-butanol, acetatebeta-Methylbutyl acetateFEMA No. 2055

데이터베이스 식별자

CAS
123-92-2
PubChem CID
31276
DTXSID
DTXSID9025453
ChEMBL
CHEMBL42013
ChEBI
CHEBI:31725
UNII
Z135787824
EC Number
204-662-3
Nikkaji
J2.012E

물성

구조 계산 물성

XLogP
2
극성 표면적
26.3 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
2
회전 가능 결합 수
4
무거운 원자 수
9

실험 및 물리화학적 성질

Chemical ClassesFlammable agents - 3rd degree
SolventsSolvents -> Esters (<C12)
Cosmetics · 2건

Cosmetic ingredients (Isoamyl Acetate) -> CIR (Cosmetic Ingredient Review)

Solvent

SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (Isoamyl acetate) -> IFRA transparency List
LogP · 4건

log Kow = 2.25

2.25

2.13

2.55

물리화학적 성질

녹는점
-78 °C · -78 °C (lit.)
끓는 점
142 °C/756 · 142 °C/756 mmHg (lit.)
밀도
0.876 g/mL · 0.876 g/mL at 25 °C (lit.)
증기 밀도
4.5 · 4.5 (vs air)
증기압
5 mm · 5 mm Hg ( 25 °C)
굴절률
20 · n20/D 1.4(lit.)
화학적 성질 · 1건

Isoamyl Acetate is a strongly fruity-smelling liquid and has been identified in many fruit aromas. It is the main component of banana aroma and is, therefore, also used in banana flavors. All isomers of amyl acetate are highly flammable, colorless to yellow, watery liquids. Isoamyl acetate has a fruity, banana, sweet, fragrant, powerful odor with a bittersweet taste reminiscent of pear. If impure, the odor is strong, penetrating and almost shocking. In commercial practice, amyl invariably means isoamyl.

안전 및 규제

GHS 분류

GHS Classification · 6건

Warning

H226: Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 2937) of reports.

Warning

H226 (> 99.9%): Flammable liquid and vapor [Warning Flammable liquids]

유해성 정보

Regulatory Information · 6건

Chemical: 1-Butanol, 3-methyl-, acetate

Regulation (EC) No 1831/2003 (amended)

1-Butanol, 3-methyl-, 1-acetate is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Butanol, 3-methyl-, 1-acetate 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: 04-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13689

1-Butanol, 3-methyl-, acetate: HSNO Approval: HSR001171 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - 1-Butanol, 3-methyl-, acetate: Human health tier I assessment
DOT LabelFlammable Liquid
Fire Hazards · 2건

FLAMMABLE. Flashback along vapor trail may occur. Vapor may explode if ignited in an enclosed area. When heated emits acrid fumes. When exposed to flames can react vigorously with reducing materials. (USCG, 1999)

Flammable. Above 25 °C explosive vapour/air mixtures may be formed.

Fire Potential · 3건

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

Highly flammable liquid when exposed to heat or flame; can react vigorously with reducing materials. Moderately explosive in the form of vapor when exposed to heat or flame.

Flammable liquid

Health HazardsVAPOR: Irritating to eyes, nose and throat. If inhaled, will cause nausea, headache or dizziness. LIQUID: Irritating to skin and eyes. Harmful if swallowed. (USCG, 1999)

안전 및 보호

Fire Fighting · 2건

Extinguish with dry chemical, alcohol foam, or carbon dioxide. Water may be ineffective on fire. Cool exposed containers with water. (USCG, 1999)

Use alcohol-resistant foam, powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4건

Fresh air, rest. Refer for medical attention.

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. Give one or two glasses of water to drink. Refer for medical attention .

First Aid · 2건

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 procedures)

Safe StorageFireproof. Separated from strong oxidants.
Exposure Control and Personal Protection50.0 [ppm]
Fire Fighting Procedures · 5건

...use alcohol foam, carbon dioxide, dry chemical.

/When fighting fire wear/ self-contained breathing apparatus with a full facepiece operated in pressure- demand or other positive pressure mode.

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, carbon dioxide, or dry chemical. /Amyl acetate/

Use water spray to cool unopened containers.

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

독성 정보

Target OrgansEyes, skin, respiratory system, central nervous system
Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 130(SRC), determined from a log Kow of 2.25(2) and a regression-derived equation(3), indicates that isoamyl acetate is expected to have high mobility in soil(SRC). Volatilization of isoamyl acetate from moist soil surfaces may be an important fate process(SRC) given a Henry's Law constant of 5.87x10-4 atm-cu m/mole(4). Isoamyl acetate is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 5.6 mm Hg at 25 °C(5). Biodegradation data in soil were not available(SRC, 2015). Structurally similar butyl acetate present at 100 mg/L, reached 86% of its theoretical BOD in 2 weeks using an activated sludge inoculum in the Japanese MITI test(6) suggesting that biodegradation of isoamyl acetate may be an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 130(SRC), determined from a log Kow of 2.25(2) and a regression-derived equation(3), indicates that isoamyl acetate is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(4) based upon a Henry's Law constant of 5.87 atm-cu m/mole(5). Using this Henry's Law constant and an estimation method(4), volatilization half-lives for a model river and model lake are 2 hours and 5 days, respectively(SRC). According to a classification scheme(6), an estimated BCF of 14(SRC), from its log Kow(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data in water were not available(SRC, 2015). Structurally similar butyl acetate present at 100 mg/L, reached 86% of its theoretical BOD in 2 weeks using an activated sludge inoculum in the Japanese MITI test(7)suggesting that biodegradation of isoamyl acetate 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), isoamyl acetate, which has a vapor pressure of 5.6 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase isoamyl acetate 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 5 days(SRC), calculated from its rate constant of 6.0x10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Isoamyl acetate 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 Values · 2건

Isoamyl acetate was identified, not quantified, in nectarines(1), bananas(2), kiwi fruit(3), pork volatiles(4,5) and cheese products from the French Alps(6). Isoamyl acetate has been identified, not quantified, in whiskey(7), beer(8,11) and cognac(9,11). US lager beers have reported ester concentrations, such as isoamyl acetate, ranging from 25-50 ppm(10). Isoamyl acetate has been reported in apple, apricot, banana, currants, guava, grape, berries, melon, papaya, peach, pear, pineapple, sauerkraut, tomato, ginger, vinegar, wheat and rye bread, cured pork, grape wines, rum, whiskies, cider, sherry, cocoa, tea, soybeans, olive, passion fruit, plum, plumcot, beans, mushroom, starfruit, mango, quince, litchi, shoyu (fermented soy hydrolysate), sake, malt, elderberry juice, cherimoya, mountain papaya, nectarine, naranjilla fruit and Roman chamomile oil(11).

Isoamyl acetate was identified in the skin and pulp of Queen Anne's Pocket Melon (Cucumis melo var. dudaim (L.) Naudin) at concentrations of 280.7 and 334.9 ug/kg, respectively(1). Isoamyl acetate was identified in 2 of 3 commercial fermented soybean (Glycine max) curds prepared in Taiwan and Hong Kong at concentrations of 541.0 and 9027.4 ug/kg, respectively(2).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure Routes · 2건

The substance can be absorbed into the body by inhalation of its vapour and by ingestion.

inhalation, ingestion, skin and/or eye contact

Milk ConcentrationsENVIRONMENTAL: Isoamyl acetate has been reported in cheeses, butter, and milk(1).

규제 정보

FDA Requirements · 1건

Isoamyl acetate 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.

TSCA Requirements · 2건

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: 1/26/94; Reporting date: 3/28/94.

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. Isoamyl acetate is included on this list. Effective date: 1/26/94; Sunset date: 6/30/98.

Atmospheric Standards · 1건

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. Isoamyl acetate is produced, as an intermediate or a final product, by process units covered under this subpart.

CERCLA Reportable Quantities · 1건

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 · 1건

Isoamyl acetate 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.

안전 데이터

OEB
A
OEL
TWA: 100 ppm (525 mg/m3)
wgk
1
IDLA
1,000 ppm
tsca
TSCA listed
rtecs
NS9800000

화학 및 산업

약리 정보

Biological Half-LifeNo reports found; [TDR, p. 95]
Cellular LocationsCytoplasm

용도 및 제조

Uses · 6건

CIR ingredient: Isoamyl Acetate

Used as an additive to aerosols and cosmetics and to fit-test respirators; [ACGIH]

In alcohol solutions as a pear flavor in mineral waters and syrups; as solvent for old oil colors, for tannins, nitrocellulose, lacquers, celluloid and camphor; swelling bath sponges; covering unpleasant odors, perfuming shoe polish; manufacturing artificial silk, leather, or pearls, photographic films, celluloid cements, waterproof varnishes, bronzing liquids, and metallic paints; dying and finishing textiles. A special grade of the amyl acetate has been used for burning in the Hefner lamp serving as a photometric standard.

Industrial uses of amyl acetate include the following: ... as a warning odor; in the manufacture of ... artificial glass, and straw hats.

Flavoring, perfumes, solvent for nitrocellulose, masking undesirable odors.

In the manufacture of acetic acid by direct oxidation of a petroleum-based feedstock, solvent extraction has been used to separate acetic acid from the aqueous reaction liquor containing significant quantities of formic and propionic acids. Isoamyl acetate is used as solvent to extract nearly all the acetic acid, and some water, from the aqueous feed. The extract is then dehydrated by azeotropic distillation using isoamyl acetate as water entrainer.

U.S. Exports · 2건

(1972) NEGLIGIBLE

(1975) NEGLIGIBLE

U.S. Production · 6건

2023: 8,500,000 - <10,000,000 lb

(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS

(1975) PROBABLY GREATER THAN 4.54X10+5 GRAMS

(1984) 5.08X10+7 GRAMS

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: 1-Butanol, 3-methyl-, 1-acetate. Aggregated National Production Volume: < 500,000 pounds.

Non-confidential 2012 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: 1-Butanol, 3-methyl-, 1-acetate. National Production Volume: 100,000 - 500,000 lb/yr.

Consumption PatternsABOUT 4.54X10+6 GRAMS PER YEAR IN FRAGRANCES (1974)
Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesFlavoring and nutrient
응용 분야 · 4건

개요In commercial practice amyl invariably means isoamyl, unless it is prefaced by the n- for normal. Isoamyl acetate has a powerful, fruity odor with a bittersweet taste reminiscent of pear. If impure, the odor is strong, penetrating, and almost shocking. Usually prepared by esterification of commercial isoamyl alcohol with acetic acid.

출처Reported to be found in a number of naturally occurring products, including apple, banana, cocoa bean, coffee, cognac, grape, peach, pear, pineapple and strawberry

용도Isoamyl acetate is used to impart pear flavorto mineral waters and syrups, in perfumes, inthe manufacture of artificial silk or leather, inphotographic films, in dyeing textiles, and asa solvent.

일반 설명Oily liquid; colorless; banana odor. Floats and mixes with water. Flammable, irritating vapor is produced .

제조 방법

By the esterification of commercial isoamyl alcohol with acetic acid

생산 방법The commerical-grade isoamyl acetate is prepared by the esterification of amyl alcohol (often fusel oil) with acetic acid and a small amount of sulfuric acid as the catalyst .

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
추가 설명 · 4건

순도시험(1) 비중 : 이 품목의 비중은 0.868~0.878이어야 한다. (2) 굴절률 : 이 품목의 굴절률 은 1.400~1.404이어야 한다. (3) 용상 : 이 품목 1mL를 60% 에탄올 3mL에 녹일 때, 그 액은 징명하여야 한다. (4) 산가 : 이 품목의 산가는 향료시험법 중 산가측정법에 따라 시험할 때, 1 이하이어야 한다.

확인시험이 품목 1mL에 10% 알콜성수산화칼륨용액 5mL를 넣어 수욕중에서 흔들어 섞으면서 가열하면 특이한 향기는 없어지고 이소아밀알콜냄새가 남는다. 식힌 다음 이에 물 10mL 및 묽은염산 0.5mL를 넣은 액은 확인시험법 중 초산염 (다)의 반응을 나타낸다 .

정량법이 품목 약 0.5g을 정밀히 달아 향료시험법 중 에스테르가 및 에스테르함량측정법에 따라 시험한다.0.5N 알콜성수산화칼륨용액 1mL = 65.09mg C7H14O2

정의ChEBI: The acetate ester of isoamylol.

관련 반응

9건

연결된 노트

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