Amyl Acetate

HCID 12348

Basic information

CAS
628-63-7
Standard SMILES
CCCCCOC(C)=O
InChIKey
PGMYKACGEOXYJE-UHFFFAOYSA-N
Molecular formula
C7H14O2
Average molar mass
130.18 g/mol
Monoisotopic mass
130.09937969

Overview

N-amyl acetate appears as a mixture of isomers. A clear colorless liquid with a banana-like odor. Flash point varies from 65 °F to 95 °F. Less dense (at 7.2 lb / gal) than water and slightly soluble in water. Hence floats on water. Vapors heavier than air.

Names & identifiers

Preferred name
Amyl Acetate
IUPAC
pentyl acetate
English name
Amyl acetate
Molecular formula
C7H14O2
Molecular weight
130.18

Names & synonyms

Amyl acetatePentyl acetate628-63-7n-Amyl acetateN-PENTYL ACETATEAcetic acid, pentyl esterBirnenoelAmyl acetic ester1-Pentyl acetaten-Pentyl ethanoatePent-acetate 28Acetic acid, amyl ester
Show more names
ACETIC ACID PENTYL ESTERn-amylPENTANYL ACETATEnormalAMYLACETATE,NATURAL
Amyl acetic etherAmylazetat1-Pentanol acetateOctan amyluAcetate d'amylePrimary amyl acetateHoliday Pet RepellentHoliday Repellent Dust

Database identifiers

CAS
628-63-7
PubChem CID
12348
DTXSID
DTXSID1027263
ChEMBL
CHEMBL47769
ChEBI
CHEBI:87362
UNII
92Q24NH7AS
EC Number
211-047-3
Nikkaji
J1.224F

Properties

Computed structural properties

XLogP
1.9
Topological polar surface area
26.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
5
Heavy atoms
9

Experimental & physicochemical properties

Chemical ClassesFlammable agents - 3rd degree
LipidsFatty Acyls [FA] -> Fatty esters [FA07] -> Short fatty esters [FA0710]
SolventsSolvents -> Esters (<C12)
Cosmetics · 2 items

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

Solvent

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

Physicochemical properties

Melting point
100 °C · −100 °C(lit.)
Boiling point
142 · 142-149 °C(lit.)
Density
0.876 g/mL · 0.876 g/mL at 25 °C(lit.)
vapor density
4.5 · 4.5 (vs air)
vapor pressure
4 mm · 4 mm Hg ( 20 °C)
refractive index
20 · n20/D 1.402(lit.)

Safety & regulation

GHS classification

GHS Classification · 6 items

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)

Warning

H226 (> 99.9%): 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)

Hazard information

Regulatory Information · 4 items

Chemical: Acetic acid, pentyl ester

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

Acetic acid, pentyl ester: HSNO Approval: HSR001083 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 - Acetic acid, pentyl ester: Human health tier I assessment
DOT LabelFlammable Liquid
Fire Hazards · 3 items

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

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

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

Fire PotentialDangerous fire hazard when exposed to heat or flame ... .
Health Hazards · 2 items

Irritation of eyes, nose and throat. Dizziness, nausea, headache. (USCG, 1999)

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

Safety & protection

Fire Fighting · 2 items

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

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

First Aid Measures · 4 items

Fresh air, rest.

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.

Accidental Release Measures · 2 items

· 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 items

Excerpt from NIOSH Pocket Guide for n-Amyl acetate:

General First Aid:

(General first aid procedures)

Safe StorageFireproof. Separated from oxidants.
Firefighting HazardsVapors may travel long distances to ignition sources and flashback. Vapors in confined areas may explode when exposed to fire.

Toxicology

Body Burdenn-Amyl acetate was identified, not quantified, in human adipose tissue(1).
Target OrgansEyes, skin, respiratory system, central nervous system
Ecotoxicity Values · 2 items

LC50; Species: Chlorococcales (Green Algae Order); Conditions: freshwater, static; Concentration: 1300000 ug/L for 24 hr /formulation/

LC50; Species: Daphnia magna (Water Flea) age < or =24 hr; Conditions: freshwater, static, 20-22 °C; Concentration: 210000 ug/L for 24 hr /formulation/

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 34(SRC), determined from a structure estimation method(2), indicates that n-amyl acetate is expected to have very high mobility in soil(SRC). Volatilization of n-amyl acetate from moist soil surfaces is expected to be an important fate process(SRC) given a reported Henry's Law constant of 3.88X10-4 atm-cu m/mole(3). n-Amyl acetate is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 3.5 mm Hg at 25 °C(4). Biodegradation is expected to occur based upon a 5-day theoretical BOD of 31% using an acclimated mixed culture(5).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 34(SRC), determined from a structure estimation method(2), indicates that n-amyl acetate is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a reported Henry's Law constant of 3.88X10-4 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 6 hours and 5.3 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 15(SRC), from its log Kow of 2.3(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 5-day theoretical BODs of 64% in fresh water and 35% in salt water(8) and a freshwater biodegradation half-life of 10 days determined from a river die-away test(9). Hydrolysis is expected to occur slowly based upon estimated hydrolysis half-lives of 2 years and 78 days at pH 7 and 8, respectively(10).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), n-amyl acetate, which has a vapor pressure of 3.5 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase n-amyl 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 51 hours(SRC), calculated from its rate constant of 7.55X10-12 cu cm/molecule-sec at 25 °C(3). n-Amyl 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 Valuesn-Amyl acetate was identified, not quantified, in nectarines(1) apples(2,3) and kiwi fruit(4). n-Amyl acetate was identified, not quantified, in the volatile component of baked potatoes(5) and fried chicken(6).
Adverse EffectsNeurotoxin - Acute solvent syndrome

Regulatory information

FDA RequirementsAmyl acetate is a indirect food additive for use only as a component of adhesives.
TSCA Requirements · 3 items

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

A testing consent order is in effect for amyl acetate for health effects testing. FR citation: 1/23/95.

FIFRA Requirements · 1 item

Residues of amyl acetate 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: Solvent, cosolvent, attractant.

Atmospheric Standards · 1 item

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. Amyl acetates are produced, as an intermediate or final product, by process units covered under this subpart. /Amyl acetates/

CERCLA Reportable Quantities · 1 item

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 item

Amyl 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.

Safety data

F
21
OEB
A
OEL
TWA: 100 ppm (525 mg/m3)
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
IDLA
1,000 ppm

Chemistry & industry

Pharmacology

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

Uses & manufacturing

Uses · 6 items

CIR ingredient: Amyl Acetate

Used as a solvent for surface coatings, photographic films, nail polish, printing inks, and fabric finishes; also used as a flavoring agent, an odorant, a dry cleaning agent, and an insecticide; [ACGIH]

Painting (Solvents) [Category: Paint]

Solvent for lacquers and paints, extraction of penicillin, photographic film, leather polishes, nail polish, warning odor, flavoring agent, printing and finishing fabrics, solvent for phosphors in fluorescent lamps.

USED IN PRE SPOTTING AND SPOTTING IN DRY CLEANING INDUSTRY; MANUFACTURE OF ARTIFICIAL FRUIT FLAVORING AGENTS, USED AS A VEHICLE FOR STIFFENING AGENT IN MANUFACTURE OF STRAW HATS.

Used as a solvent, cosolvent, and/or attractant in pesticide formulations.

U.S. Imports(1986) 29811 lb.
U.S. Production · 4 items

2023: 5,500,000 - <7,000,000 lb

Acetic acid, pentyl 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#5172]

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: Acetic acid, pentyl ester. Aggregated National Production Volume: 1 to < 10 million pounds.

Consumer UsesFragrance
Industry UsesSolvent
Methods of ManufacturingManufacturing involves esterification of the alcohol with acetic acid.
Applications · 5 items

DescriptionAll isomers of amyl acetate are highly flammable, colorless to yellow, watery liquids. The n- and isoisomers have a persistent, fruity, banana-like or pear-likeodor. The sec-isomer has a mild fruity odor. Molecularweight of isomers 5 130.21. Hazard Identification (basedon NFPA-704 M Rating System): (sec-isomer) Health 2,Flammability 3, Reactivity 0.n-isomer: Boiling point= 121℃; Melting/Freezingpoint=2 72℃; Specific gravity= 0.876 at 20℃; Liquidsurface tension= 5 0.012 N/m at 30℃; Liquid water interfacial tension 5 (estimate) 0.05 N/m at 17℃; Relative vapordensity (air= 1) 5 4.5; Ratio of specific heats of vapor(gas) 5 1.1; Latent heat of vaporization= 3.1 3 105 J/kg;Heat of combustion 5 2 310.8 3 105 J/kg; Vaporpressure= 0.93 kPa at 20℃; Flash point= 16°21℃, 25℃(cc); Autoignition temperature= 360℃; Explosive limits:LEL 5 1.0%; UEL 5 7.5%; Odorthreshold 5 0.0075°7.3 ppm.sec-isomer: Boiling point= 121℃; Melting/Freezingpoint=2 148℃; Critical temperature= 326℃; Criticalpressure= 411.6 psia 5 28.0 atm 5 2.83 MN/m2; Specificgravity= 0.861°0.866 at 20℃; Liquid surface tension 5 28.9 dynes/cm 5 0.0289 N/m at 20℃; Liquidwater interfacial tension 5 (estimate) 0.0441 N/m at20℃; Relative vapor density (air= 1) 5 4.5; Ratio of specific heats of vapor (gas) 5 (estimate).1°1.1 at 20℃;Latent heat of vaporization= (estimate) 5 3.0 3 105 J/kg;Heat of combustion 5 2 14.402 Btu/lb 5 2 8000cal/g 5 2 334.9 3 105 J/kg; Vapor pressure= 7 mmHg at20℃; Flash point= 32℃; Explosive limits: LEL 5 1.1%;UEL 5 7.0%; Odor threshold 5 0.002 ppm.tert-isomer: Boiling point= 125℃; Flash point= 26℃;Explosive limits: LEL 5 1.0%; UEL 5 7.5%; Odor threshold 5 0.08 *0.0006 in water.iso-isomer: Boiling point= 142℃; Melting/Freezingpoint=2 78.5℃; Critical temperature 326.1℃; Criticalpressure= 2.84 MN/m2; Specific gravity= 0.876 at 15℃;Liquid surface tension= 5 0.02477 N/m at 20℃; Liquid waterinterfacial tension5 0.0502 N/m at 15℃; Relative vapor density (air= 1) 5 4.5; Ratio of specific heats of vapor (gas) 5(estimate).1°1.1; Latent heat of vaporization= (estimate) 53.07 3 105 J/kg; Heat of combustion 5 2 334.9 3 105 J/kg;Vapor pressure= 4 mmHg at 20℃; Autoignitiontemperature5 379℃; Flash point= 25℃; Autoignitiontemperature5 379℃; Explosive limits: LEL5 1.2% at 100℃;UEL 5 7.5%; Odor threshold 5 0.015.They all float on water and have poor (slight to negligible)solubility. Water contact forms a flammable, irritatingvapor. Hazard Identification (based on NFPA-704 M RatingSystem): Health 1, Flammability 3, Reactivity 0.*The range of accepted odor threshold values is quite broadand caution should be used in relying on odor alone as awarning of potentially hazardous exposure. <h3

UsesBanana essence. Used as test odorant in studies of olfactory function and in studies of the psychosocial effects of odor.

UsesA colorless liquid made by adding sulfuric acid to a mixture of amyl alcohol and acetic acid with subsequent recovery by distillation. It is slightly soluble in water but insoluble in alcohol. Amyl acetate was used as one of the solvents in making celluloid film and as fuel for the Alteneck lamp, adopted as the standard light in sensitometry by the International Congress of Photography in 1889.

Usesn-Amyl acetate is used as a solvent forlacquers and paints; in fabrics’ printing; innail polish; and as a flavoring agent.

General DescriptionA mixture of isomers. A clear colorless liquid with a banana-like odor. Flash point varies from 65°F. to 95°F. Less dense (at 7.2 lb / gal) than water and slightly soluble in water. Hence floats on water. Vapors heavier than air.

Additional notes

DefinitionChEBI: An acetate ester of pentanol.

Related reactions

30 records

Compound notes

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