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2-Octanone

HCID 8093
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Basic information

CAS
111-13-7
Standard SMILES
CCCCCCC(C)=O
InChIKey
ZPVFWPFBNIEHGJ-UHFFFAOYSA-N
Molecular formula
C8H16O
Average molar mass
128.21 g/mol
Monoisotopic mass
128.12011513

Overview

2-octanone is a methyl ketone that is octane substituted by an oxo group at position 2. It has a role as a metabolite.

Names & identifiers

Preferred name
2-Octanone
IUPAC
octan-2-one
English name
2-Octanone
Molecular formula
C8H16O
Molecular weight
128.21

Names & synonyms

2-OCTANONEOctan-2-one111-13-7Hexyl methyl ketoneMethyl hexyl ketonen-Hexyl methyl ketoneMethyl n-hexyl ketone2-OxooctaneFEMA Number 2802FEMA No. 2802J2G84H29AFDTXSID4021927
Show more names
2-OctanonFEMA 2802MHKoctan-2-Zhongxine
NSC-3712CHEBI:87434RefChem:88855DTXCID301927203-837-12-Octanone (natural)MethvlhexanoneMFCD00009540

Database identifiers

CAS
111-13-7
PubChem CID
8093
DTXSID
DTXSID4021927
ChEMBL
CHEMBL18549
ChEBI
CHEBI:87434
UNII
J2G84H29AF
EC Number
203-837-1
Nikkaji
J1.984D

Properties

Computed structural properties

XLogP
2.4
Topological polar surface area
17.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
5
Heavy atoms
9
Formal charge
0
Complexity
76.6

Experimental & physicochemical properties

LipidsFatty Acyls [FA] -> Oxygenated hydrocarbons [FA12]
SolventsSolvents -> Ketones (<C12)
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (2-Octanone) -> IFRA transparency List
LogP · 3 items

log Kow = 2.37

2.37

2.76

Odor · 3 items

FATTY, GREEN CHEESE AROMA

FLORAL, BITTER, FRUITY (UNRIPE APPLE)

Pleasant

Taste · 3 items

Camphor taste

CHEESE

BITTER

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 3 items

0.820 at 20 °C/4 °C

0.813-0.819

0.820 @ 20°C

Flavoring Agents

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 0.8% (15 of 1970) of reports.

Warning

H226 (99%): 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)

Aggregated GHS information provided per 1970 reports by companies from 15 notifications to the ECHA C&L Inventory.

Warning

Hazard information

Regulatory Information · 5 items

Chemical: 2-Octanone

Regulation (EC) No 1831/2003 (amended)

2-Octanone is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Octanone 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)

REACH registered substance: Octan-2-one (EC: 203-837-1)

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

Fire PotentialFlammable liquid when exposed to heat, flame, or oxidizers.
Hazards SummaryMay cause mild irritation; Inhalation of high concentrations can cause CNS depression; [HSDB] Safe when used as a flavoring agent in food; [JECFA] An irritant; Harmful by skin absorption; [Alfa Aesar MSDS]
FDA Requirements · 1 item

2-Octanone 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: 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.

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm

Uses & manufacturing

Uses · 5 items

Used in perfumes, flavorings, and odorants; Also used as a high-boiling solvent (especially for epoxy resin coatings); Also used in leather finishes and nitrocellulose lacquers; [Hawley] Used as a flavoring agent; [FDA]

Painting (Solvents) [Category: Paint]

In perfumes; high-boiling solvent, especially for epoxy resin coatings; in leather finishes; flavoring; odorant; anti-blushing agent for nitrocellulose lacquers.

2-Octanone is used as an intermediate and in fragrance compositions.

...USEFUL IN CHEESE FLAVORS.

U.S. Production · 6 items

2023: 50,000 - <75,000 lb

(1979) PROBABLY GREATER THAN 2.27X10+6 GRAMS

(1981) PROBABLY GREATER THAN 2.27X10+6 GRAMS

(1986) 10 thousand-500 thousand pounds

(1990) >500 thousand-1 million pounds

For more U.S. Production (Complete) data for 2-OCTANONE (7 total), please visit the HSDB record page.

Consumer UsesFragrance
Methods of Manufacturing · 3 items

By oxidation of methyl hexyl carbinol with K2Cr2O7 and sulfuric acid; also by oxidation of 2-octanol over zinc oxide at 330-340 °C.

By distilling sodium ricinoleate with caustic soda.

2-Octanone is produced industrially by two methods: Reductive condensation of acetone with pentanal ... /and by/ oxidation of 1-octene with hydrogen peroxide in the presence of a catalyst containing rhenium oxide or a special palladium-copper catalyst in the presence of nitriles.

Formulations/PreparationsASSAY: 98% MINIMUM
Use Classification · 4 items

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Related reactions

77 records
New reaction record
HRID 21361 reaction equation
HRID 21361As reactantuspto-grants-1995_06
HRID 21431 reaction equation
HRID 21431As reactantuspto-grants-1995_06
HRID 66087 reaction equation
HRID 66087As reactantuspto-grants-1978_12
HRID 88916 reaction equation
HRID 88916As productTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 139306 reaction equation
HRID 139306As productTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 151968 reaction equation
HRID 151968As productTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 163841 reaction equation
HRID 163841As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 175536 reaction equation
HRID 175536As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
Page 1 of 10

Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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EU Flavoring substances
Color/FormColorless liquid
Solubility · 6 items

Miscible with alcohol, ether

1:9-12 IN 50% ALCOHOL, 1:1-1.7 IN 70% ALCOHOL

Soluble in alcohol, hydrocarbons, ether, esters, etc.

In water, 899 mg/L at 20 °C

0.899 mg/mL at 20 °C

1 ml in 1 ml 95% alcohol (in ethanol)

Physicochemical properties

Melting point
-16 °C · -16 °C
Boiling point
173 °C · 173 °C(lit.)
Density
0.819 g/mL · 0.819 g/mL at 25 °C(lit.)
vapor pressure
1.8 · 1.8-2.614hPa at 20-25℃
FEMA
2802 · 2802 | 2-OCTANONE
refractive index
20 · n20/D 1.416(lit.)
FLAVIS Number
7.019 · 07.019 | Octan-2-one
Flash point
133 °F · 133 °F
storage temp.
2 · Sealed in dry,2-8°C
solubility
0.9 g/l · 0.9g/l
form
Liquid
color
Clear colorless to very slightly yellow
Odor
10 % · at 10.00 % in dipropylene glycol. earthy weedy natural woody herbal
Odor Type
earthy
biological source
synthetic
Water Solubility
0.9 g/L · 0.9 g/L
Thermal Conductivity
0.137 W/ · 0.137 W/(m·K) at 25 ℃
Specific Heat Capacity
2.13 J/ · Cp(liquid): 2.13 J/(g·K), at 25℃
JECFA Number
288 · 288
Merck
14 · 14,4711
BRN
635843 · 635843
Henry's Law Constant
5 · 5.0×10-2 mol/(m3Pa) at 25℃, Brockbank (2013)
Dielectric constant
7.4 · 7.4(100℃)
Stability
Stable. Incompatible with strong oxidizing agents. Flammable.
Cosmetics Ingredients Functions
PERFUMING
InChI
1S/C8H16O/c1-3-4-5-6-7-8(2)9/h3-7H2,1-2H3
InChIKey
ZPVFWPFBNIEHGJ-UHFFFAOYSA-N
SMILES
CCCCCCC(C)=O
LogP
1.95 · 1.95-2.37 at 25℃
CAS DataBase Reference
111 · 111-13-7(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS)
2 · 2-OCTANONE
FDA 21 CFR
172.515 · 172.515
EWG's Food Scores
1 · 1
FDA UNII
2 G84H29AF · J2G84H29AF
NIST Chemistry Reference
2 · 2-Octanone(111-13-7)
EPA Substance Registry System
2 · 2-Octanone (111-13-7)
UNSPSC Code
41116107 · 41116107
NACRES
24 · NA.24
Symbol(GHS)
2 · GHS02,GHS07
Signal word
Warning
Hazard statements
226 · H226-H312
Precautionary statements
210 · P210-P280-P302+P352+P312
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes
Xn
Risk Statements
21 · 21-10
Safety Statements
36 · 36/37-16
RIDADR
1224 · UN 1224 3/PG 3
WGK Germany
1 · 1
RTECS
1484000 · RH1484000
TSCA
TSCA listed
HazardClass
3 · 3
PackingGroup
III
HS Code
29141990 · 29141990
Storage Class
3 · 3 - Flammable liquids
Hazard Classifications
4 DermalFlam · Acute Tox. 4 DermalFlam. Liq. 3
Hazardous Substances Data
111 · 111-13-7(Hazardous Substances Data)
Toxicity
50 in · Both the acute oral LD50 in rats and the acute dermal LD50 in rabbits exceeded 5 g/kg (Moreno, 1973).
REACH Registrations
Active
Limited Quantities
5 L · 5.0 L (1.3 gallons) (liquid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
NFPA Hazard Classification · 3 items

1 - Materials that, under emergency conditions, can cause significant irritation.

2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.

0 - Materials that in themselves are normally stable, even under fire conditions.

Hazard Classes and Categories · 2 items

Flam. Liq. 3 (99%)

Flammable liquids - Category 3

Skin, Eye, and Respiratory Irritations · 1 item

2-Octanone has a relatively low toxicity. Direct skin contact may cause defatting and irritation of the skin. Inhalation may produce mild symptoms of eye, nose, and throat irritation at low concentrations, and may cause /CNS depression/ at high concentrations.

Safety & protection

Fire Fighting Procedures · 2 items

To fight fire, use foam, alcohol foam.

Alcohol foam.

Disposal Methods · 1 item

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. 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 soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Preventive Measures · 1 item

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit 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.

Protective Action Criteria (PAC) · 3 items

9.3 [mg/m3]

100 [mg/m3]

610 [mg/m3]

Toxicology

Interactions · 2 items

The conduction velocity of motor and sensory fibers of the tail in rats were not affected following repeated subcutaneous injections of 2-octanone alone, but injections of 2-octanone together with MnBK (methyl n-butyl ketone) significantly enhanced the neurotoxic effect seen with MnBK alone.

The effect of aliphatic nontoxic ketones on the neurotoxicity of methyl-n-butyl-ketone was studied in rats. Male Donryu-rats were exposed to methyl-n-butyl-ketone alone or in combination with methylethyl-ketone, methyl-n-propyl-ketone, methyl-n-amyl-ketone, or methyl-n-hexyl-ketone. Each ketone was injected subcutaneously in equimolar doses of 4 millimoles per kilogram, once daily, five days a week for 20 weeks. The animals were weighed biweekly and observed for signs of neurotoxicity. Maximum motor fiber conduction velocity and distal latency were measured every two weeks in the tail nerves. All treated animals showed significant decreases in body weights, relative to controls. Animals treated with methyl-n-butyl-ketone plus methyl-n-propyl-ketone, methyl-n-amyl-ketone, and methyl-n-hexyl-ketone showed greater weight decreases than those treated with methyl-n-butyl-ketone alone. Treated animals showed weakness in the hind legs. Hind leg weakness was more severe in rats treated with the combined ketone doses than with methyl-n-butyl-ketone alone. All the ketones enhanced the neurotoxicity of methyl-n-butyl-ketone as measured by decreased motor conduction velocities and prolonged distal latencies of the tail nerve. Methyl-n-hexyl-ketone had the greatest potentiating effect on methyl-n-butyl-ketone. The authors note that methyl-n-hexyl-ketone had the longest carbon chain. They suggest that the lengths of the carbon chain of the aliphatic ketones is directly related to their abilities to potentiate methyl-n-butyl-ketone neurotoxicity.

Ecotoxicity ValuesLC50 Pimephales promelas (Fathead minnow) 36 mg/L 96 hr flow-through bioassay, weight 0.12 g, water hardness 45.5 mg/L CaCO3, temp: 25 + or - 1 °C, pH 7.5, dissolved oxygen >60% of saturation
Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 460(SRC), determined from a log Kow value of 2.37(2) and a regression-derived equation(3), indicates that 2-octanone is expected to have moderate mobility in soil(SRC). Aerobic biodegradation of this compound is expected. 2-Octanone, inoculated with acclimated sludge, had BOD values from 33%(4) to 48%(5,6) of the theoretical oxygen demand after 5 days incubation. Volatilization of 2-octanone from moist soil surfaces in expected to be an important fate process(SRC) given a Henry's Law constant of 1.88X10-4 atm-cu m/mole(7). 2-Octanone is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.35 mm Hg(8). Theoretical BOD values of 33%(8) and 48%(9) suggest that biodegradation may occur in soil(SRC).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 460(SRC), determined from a log Kow value of 2.37(2) and a regression-derived equation(3), indicates that 2-octanone is expected to adsorb to suspended solids and sediment(SRC). In water, 2-octanone has a measured volatilization flux of 40 g/min/sq m; some attenuation of this process is expected due to the gas-film interface(4). A measured Henry's Law constant of 1.88X10-4 atm-cu m/mole(5) also indicates that this compound will volatilize from water surfaces. Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 5 hours and 6 days, respectively(SRC). According to a classification scheme(6), an estimated BCF of 13(SRC), from its log Kow(2), and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low. 2-Octanone is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). Theoretical BOD values of 33%(8) and 48%(9,10) suggest that biodegradation may occur in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2-octanone, which has a vapor pressure of 1.35 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2-octanone 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 1.6 days(3). 2-Octanone does not contain chromophores that absorb at wavelengths >290 nm and therefore is not expected to be susceptible to direct photolysis by sunlight(4).

Food Survey Values · 1 item

2-Octanone is present, at unreported concentrations, as a volatile component of aroma of cooked beef, mutton, chicken, and pork(1). 2-Octanone was identified in the volatile components of clam and corbicula(2), and raw beef(3). 2-Octanone was identified in Beaufort cheese(4), blue cheese(5), roasted filberts(6), and in peanut oil, heated to 200 °C, at unreported concentrations(7). 2-Octanone was isolated as a volatile component of duck meat (0.08 ppb), duck fat (0.91 ppb), Cantonese style roasted duck (trace) and Cantonese style roasted duck gravy (trace)(8). 2-Octanone was detected in whole and ground musty sorghum with direct helium-purge method, and detected in ground musty sorghum with supercritical fluid extraction(9).2-Octanone was reported in concentrations of 73.9 ug/kg to 86.7 ug/kg in fermented soybean (Glycine max) curd(10). The lipid fraction of raw beef contained unreported concentrations of 2-octanone(11). 2-Octanone was measured at 25.7 ng/g in hair tail viscera fish paste(12).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Effluent Concentrations · 1 item

2-Octanone was detected in the volatile emissions of a liquid floor wax and a liquid wax for marble, ceramic, and linoleum at unreported concentrations(1). Volatile fractions from fresh and used machine cutting-fluid emulsion contained 2-octanone at 0.114 and 0.540 ug/g, respectively(2). Process water from in situ coal gasification (at 29 ppb), aqueous condensate from low-Btu gasification of coal (at 188 ppb), and Omega-9 retort water from in situ oil shale processing (at 126 ppb) contained 2-octanone(3). 2-Octanone was detected but not quantified in the emissions of building materials with microbial growth(4).

Soil Adsorption/Mobility · 1 item

The Koc of 2-octanone is estimated as 460(SRC), using a measured log Kow of 2.37(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 2-octanone is expected to have moderate mobility in soil(SRC).

TSCA Test Submissions · 1 item

2-Octanol (CAS # 111-13-7) was evaluated for acute inhalation toxicity. An acute toxicity study was conducted with 5 male albino rats (strain not reported) receiving 2-octanol by aspiration. Animals were anesthetized and 0.2ml of the test substance was placed in the mouth. Animals were then placed in a vertical position with mouth open and nostrils closed at expiration to promote entry of the liquid into the trachea. Four of the five animals died instantly or within minutes after dosing. The remaining animal was sacrificed, 24 hours after dosing. Lungs were removed from all animals for examination. Animals dying within minutes of dosing were observed with bloody exudate from nostrils (2 animals) and macroscopic examination of the lung revealed petechial pulmonary hemorrhages (1 animal) and pin point pulmonary hemorrhages (1 animal). Lungs of the animal sacrificed 24 hours after dosing were normal by macroscopic examination. The average weight of lungs from the treated animals was 2.81g, and the average weight of the negative (water) controls was 1.38g. It was concluded by the authors that the death occurred due to respiratory paralysis or cardiac arrest or both, based upon the rapid cessation of respiratory or cardiac action, and lung weights and macroscopic appearance of the lungs.

Natural Pollution SourcesREPORTED FOUND IN SMALL QUANTITIES IN THE ESSENTIAL OIL OF RUTA MONTANA L AND IN A FEW VARIETIES OF BANANA AND CITRUS FRUITS.
Atmospheric ConcentrationsINDOOR: 2-Octanone was detected but not quantified in 5 of 44 emission samples from furniture(1).
Human Toxicity Excerpts · 2 items

/HUMAN EXPOSURE STUDIES/ Tested at 4% in petrolatum, it produced no irritation after a 48 hour closed-patch test on human subjects ... and no sensitization reactions ...

/SIGNS AND SYMPTOMS/ 2-Octanone has a relatively low toxicity. Direct skin contact may cause defatting and irritation of the skin. Inhalation may produce mild symptoms of eye, nose, and throat irritation at low concentrations, and may cause /CNS depression/ at high concentrations.

Artificial Pollution Sources · 1 item

2-Octanone's production and use as a fragrance and flavoring ingredient, as a high-boiling solvent, in leather finishes, as an odorant, and as an anti-blushing agent for nitrocellulose lacquers(1) may result in its release to the environment through various waste streams(SRC).

Regulatory information

FDA Requirements · 1 item

2-Octanone 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: 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.

Safety data

PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
1
tsca
TSCA listed
rtecs
RH1484000
ridadr
UN 1224 3/PG 3
hs_code
29141990
Toxicity
Both the acute oral LD50 in rats and the acute dermal LD50 in rabbits exceeded 5 g/kg (Moreno, 1973).
risk_code
21-10
Signal word
Warning
Symbol(GHS)
GHS02,GHS07
hazard_code
Xn
safety_code
36/37-16
hazard_class
3
Storage Class
3 - Flammable liquids
packing_group
III
Hazard statements
H226-H312
Limited Quantities
5.0 L (1.3 gallons) (liquid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations
Active
Hazard Classifications
Acute Tox. 4 DermalFlam. Liq. 3
Precautionary statements
P210-P280-P302+P352+P312
Hazardous Substances Data
111-13-7(Hazardous Substances Data)

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information · 4 items

2-Octanone: ACTIVE

Baked goods, 252.9 ppm; Cheese 333.5 ppm; Frozen dairy, 23.50 ppm; Condiment, relish, 1.0 ppm; Softcandy, 16.67 ppm; Gelatin, pudding 15.04 ppm; Snack foods, 2.00 ppm; Non-alcoholic beverages, 7.00 ppm; Alcoholic beverages, 0.10 ppm.

CONCN IN FINAL PRODUCT (%): SOAP: USUAL 0.01, MAX 0.1; DETERGENT: USUAL 0.003, MAX 0.01; CREAMS, LOTIONS: USUAL 0.005, MAX 0.02; PERFUME: USUAL 0.04, MAX 0.4.

THE COUNCIL OF EUROPE (1974) INCLUDED METHYL HEXYL KETONE AT A LEVEL OF 2 PPM IN THE LIST OF ARTIFICIAL FLAVORING SUBSTANCES THAT MAY BE ADDED TO FOODSTUFFS WITHOUT HAZARD TO PUBLIC HEALTH.

Applications · 5 items

Description2-Octanone has a floral and bitter, green, fruity (unripe apple) odor with a bitter camphoraceous taste. May be synthesized by the oxidation of methyl hexyl carbinol with K2Cr2O7 and sulfuric acid; also by oxidation of 2-octanol over zinc oxide at 330 - 340°C.

OccurrenceReported found in apple, apricot, banana, cranberry, grape, raisin, papaya, peach, raspberry, strawberry, leek, peas, clove, wheat bread, many cheeses, butter, milk, cooked egg, yogurt, caviar, fatty fish, meats, beer, hop oil beer, cognac, rum, grape wines, cocoa, coffee, tea, roasted filberts and peanuts, pecans, potato chips, oats, soybean, olive, beans, walnut, trassi, mushroom, fig, rice, buckwheat, quince, sweet corn, corn oil, malt, wort, krill, Bourbon vanilla, mountain papaya, shrimp, crab, crayfish, clam, truffle, maté and mastic gum oil.

Uses2-Octanone is used in perfumes, high-boiling solvent, especially for epoxy resin coatings and in leather finishes. It is used in flavoring, odorant. It can act as antiblushing agent for nitrocellulose lacquers.

Uses2-Octanone may be used as an analytical reference standard for the quantification of the analyte in sugar-cane spirits and rum samples and whey protein concentrate using chromatography based techniques.

General Description2-Octanone is a volatile flavor compound reported to be found in blue cheese, acerola fruit, blue crab and cray fish.

Preparation methods

PreparationBy oxidation of methyl hexyl carbinol with K2Cr2O7 and sulfuric acid; also by oxidation of 2-octanol over zinc oxide at 330 to 340°C.

Upstream & downstream products

Upstream raw materials

DL-2-OctanolCastor oil

Downstream products

Undecane,5-methyl-cis-2-Octene3-OCTEN-2-ONEn-Octane2-Octyne(3E)-3-hydroxyiminooctan-2-one

Additional notes

DefinitionChEBI: A methyl ketone that is octane substituted by an oxo group at position 2.