Isobutyl Acetate

HCID 8038CAS 110-19-0

Grundinformationen

Standard-SMILES
CC(=O)OCC(C)C
InChIKey
GJRQTCIYDGXPES-UHFFFAOYSA-N
Summenformel
C6H12O2
Durchschnittliche Molmasse
116,16 g/mol
Monoisotopische Masse
116,08372962

Überblick

Isobutyl acetate appears as a clear colorless liquid with a fruity odor. Flash point 64 °F. Less dense than water (6.2 lb / gal) and insoluble in water. Vapors are heavier than air.

Namen und Bezeichner

Bevorzugter Name
Isobutyl Acetate
IUPAC
2-methylpropyl acetate
Lokaler Name
Isobutylacetat
Englischer Name
Isobutyl acetate
Summenformel
C6H12O2
Molmasse
116.16

Namen und Synonyme

ISOBUTYL ACETATE110-19-02-Methylpropyl acetateIsobutyl ethanoate2-Methylpropyl ethanoateAcetic acid, 2-methylpropyl ester2-Methyl-1-propyl acetateAcetic acid, isobutyl esterAcetate d'isobutylebeta-Methylpropyl ethanoateIsobutylester kyseliny octoveFEMA No. 2175
Weitere Namen anzeigen
i-Butyl acetateFEMA 2175Citrate-d4ISOBUTYL ACETATE(SG)ACETIC ACID ISOBUTYL ESTER
FEMA Number 2175DTXSID50268377CR47FO6LFNSC-8035DTXCID906837CHEBI:50569Isobutyl ester of acetic acid2-Methylpropyl ester of acetic acid

Datenbank-Bezeichner

CAS
110-19-0
PubChem CID
8038
DTXSID
DTXSID5026837
ChEMBL
CHEMBL46999
ChEBI
CHEBI:50569
UNII
7CR47FO6LF
EC Number
203-745-1
Nikkaji
J1.972K

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,8
Polarare Oberfläche (TPSA)
26,3 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
3
Schwere Atome
8

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

Flammable agents - 3rd degree

Volatile Organic Compound (VOC)

SolventsSolvents -> Esters (<C12)
Cosmetics · 2 Einträge

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

Solvent

pHNeutral
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (Isobutyl acetate) -> IFRA transparency List

Physikochemische Eigenschaften

Schmelzpunkt
-99 °C · -99 °C (lit.)
Siedepunkt
115 · 115-117 °C (lit.)
Dichte
0.867 g/mL · 0.867 g/mL at 25 °C (lit.)
Dampfdichte
4 · >4 (vs air)
Dampfdruck
15 mm · 15 mm Hg ( 20 °C)
Brechungsindex
20 · n20/D 1.39(lit.)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H225: Highly Flammable liquid and vapor [Danger 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 6% (177 of 2941) of reports.

Danger

H225 (94%): Highly Flammable liquid and vapor [Danger Flammable liquids]

Gefahrenhinweise

Regulatory Information · 6 Einträge

Chemical: Acetic acid, 2-methylpropyl ester

Regulation (EC) No 178/2002 (amended)

Acetic acid, 2-methylpropyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Acetic acid, 2-methylpropyl ester 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: 14-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14421

Acetic acid, 2-methylpropyl ester: HSNO Approval: HSR001092 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 - Acetate esters (C2-C4): Human health tier II assessment
DOT LabelFlammable Liquid
Fire Hazards · 3 Einträge

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Highly flammable. Vapour/air mixtures are explosive.

Fire Potential · 2 Einträge

A very dangerous fire and moderate explosion hazard when exposed to heat, flame, or oxidizers.

Highly flammable liquid

Health Hazards · 2 Einträge

Vapors may irritate upper respiratory tract and cause nausea, vomiting, dizziness and loss of consciousness. Liquid irritates eyes and may irritate skin. (USCG, 1999)

· May cause toxic effects if inhaled or absorbed through skin.

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

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

First Aid Measures · 4 Einträge

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. Refer for medical attention .

Accidental Release Measures · 2 Einträge

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

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 3 Einträge

Excerpt from NIOSH Pocket Guide for Isobutyl acetate:

General First Aid:

(General first aid procedures)

Safe StorageFireproof. Separated from strong oxidants, strong bases and strong acids.
Firefighting Hazards · 2 Einträge

Flashback along vapor trail may occur.

The vapors are heavier than air.

Toxikologische Informationen

Target OrgansEyes, skin, respiratory system, central nervous system
Ecotoxicity Values · 3 Einträge

LC50; Species: Chlorococcales (Green Algae Order); Conditions: freshwater, static; Concentration: 600000 ug/L for 24 hr /formulation/

LC50; Species: Daphnia magna (Water Flea) age < or =24 hr; Conditions: freshwater, static, 20-22 °C; Concentration: 250000 ug/L for 24 hr /formulation/

TLm Brine shrimp 1200 ppm/24 hr /Conditions of bioassay not specified/

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 16(SRC), determined from a structure estimation method(2), indicates that isobutyl acetate is expected to have very high mobility in soil(SRC). Volatilization of isobutyl acetate from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 4.54X10-4 atm-cu m/mole(3). Isobutyl acetate is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 17.8 mm Hg at 25 °C(4). Biodegradation is expected to occur based upon theoretical BODs of 60% and 81% in 5- and 20-day, respectively, fresh water dilution tests(5).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 16(SRC), determined from a structure estimation method(2), indicates that isobutyl acetate is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 4.54X10-4 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 5.2 hours and 4.9 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 7(SRC), from its log Kow of 1.78(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation is expected to occur based upon theoretical BODs of 60% and 81% in 5- and 20-day, respectively, fresh water dilution tests(8). Hydrolysis is expected to occur slowly based upon estimated hydrolysis half-lives of 3 years and 122 days at pH 7 and 8, respectively(9).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), isobutyl acetate, which has a vapor pressure of 17.8 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase isobutyl 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 2.9 days(SRC), calculated from its rate constant of 5.52X10-12 cu cm/molecule-sec at 25 °C(3). Isobutyl 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 ValuesIsobutyl acetate has been identified, not quantified, in apples(1), nectarines(2), store bought milk(3) and bananas(4).
Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure Routes · 2 Einträge

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

inhalation, ingestion, skin and/or eye contact

Regulatorische Informationen

FDA Requirements · 1 Eintrag

Isobutyl acetate is a food additive permitted for direct addition to food for human consumption, as long as 1) the quantity added to food does not exceed the amount reasonably required to accomplish its intended physical, nutritive, or other technical effect in food, and 2) when intended for use in or on food it is of appropriate food grade and is prepared and handled as a food ingredient. Isobutyl acetate synthetic flavoring substances & adjuvants may be safely used in food in accordance with the following conditions ... They consist of one or more of the following /substances including isobutyl acetate/ used alone or in combination with flavoring substances generally recognized as safe in food, or regulated by an appropriate section in this part.

Atmospheric Standards · 1 Eintrag

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

CERCLA Reportable Quantities · 1 Eintrag

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 Eintrag

Isobutyl 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.

Sicherheitsdaten

OEB
A
OEL
TWA: 150 ppm (700 mg/m3)
wgk
1
IDLA
1,300 ppm [10% LEL]
tsca
TSCA listed
ridadr
UN 1213

Chemie und Industrie

Pharmakologische Informationen

Metabolism/MetabolitesUpon absorption by the body it can hydrolyze to acetic acid and isobutanol.
Cellular LocationsCytoplasm

Verwendung und Herstellung

Uses · 6 Einträge

CIR ingredient: Isobutyl Acetate

Solvent uses include nitrocellulose, thinners, sealants, lacquers, and perfumes; [Hawley]

Painting (Solvents) [Category: Paint]

Solvent for nitrocellulose; in thinners, sealants, and topcoat lacquers; perfumery; flavoring agent.

Used in fragrances

INGREDIENT OF SYNTHETIC FLAVOR USEFUL IN BANANA, RASPBERRY, STRAWBERRY, BUTTER.

U.S. Production · 6 Einträge

2023: 10,000,000 - <50,000,000 lb

(1975) GREATER THAN 4.54X10+5 GRAMS

(1984) 3.8X10+10 g

Acetic acid, 2-methylpropyl ester 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).

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#1712]

For more U.S. Production (Complete) data for ISOBUTYL ACETATE (6 total), please visit the HSDB record page.

Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesSolvent
Methods of Manufacturing · 3 Einträge

Preparation from isobutyl alcohol plus acetic acid

Tischenko reaction of acetaldehyde with isobutyraldehyde yields a mixture of isobutyl acetate with ethyl acetate and isobutyl isobutyrate

Treating isobutanol with acetic acid in the presence of catalysts.

Formulations/Preparations · 2 Einträge

Grades: Technical; solvent; perfume; FCC /food chemicals codex/.

Grade or purity: 95-99+%

Anwendungen · 3 Einträge

BeschreibungIsobutyl acetate has a fruity (currant-pear), floral (hyacinth-rose) odor and a characteristic ether-like, slightly bitter flavor. May be prepared by direct esterification of isobutyl alcohol with acetic acid.

OccurrenceReported found in, apple, apricot, banana, currants, guava, grapes, melon, pear, blackcurrant, papaya, pineapple, strawberry, vinegar, wheat bread, Parmesan and Gruyere cheese, beef fat, beer, cognac, rum, cider, whiskies, sherry, grape wines, port, olive, cocoa, passion fruit, plum, starfruit, bantu beer, plum and grape brandy, mango, tamarind, apple brandy, figs, plum wine, litchi, sake, nectarine, naranjilla fruit, Cape gooseberry and Roman chamomile oil.

VerwendenIsobutyl Acetate is a flavoring agent that is a clear colorless liquid with a fruity odor resembling banana when diluted. it is soluble in alcohol, propylene glycol, most fixed oils, and mineral oil, and slightly soluble in water. it is obtained by synthesis.

Darstellung

synthetischeBy direct esterification of isobutyl alcohol with acetic acid.

Anbieter50 Anbieter

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]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: The acetate ester of isobutanol.

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