1-octen-3-one

vinyl amyl ketone

CAS: 4312-99-6 C8 H14 O MW: 126.19878000 earthy earthy

Identification

Name1-octen-3-one
IUPACoct-1-en-3-one
CAS Number4312-99-6
EINECS224-327-5
FDA UNII7LT7Z4Q9XR
Molecular FormulaC8 H14 O
Molecular Weight126.19878000
MDL NumberMFCD00036558
Nikkaji NumberJ126.519I
CoE Number2312

Regulatory

JECFA Food Flavoring1148 1-octen-3-one
DG SANTE Food Flavourings07.081 oct-1-en-3-one
FEMA Number3515
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)4312-99-6 ; 1-OCTEN-3-ONE

Physical Properties

Appearance colorless clear liquid (est)
Assay 96.00 to 100.00 sum of isomers
Food Chemicals Codex Listed No
Specific Gravity 0.81300 to 0.81900 @ 25.00 °C.
Pounds per Gallon - (est). 6.765 to 6.815
Refractive Index 1.42800 to 1.43900 @ 20.00 °C.
Boiling Point 59.00 to 60.00 °C. @ 16.00 mm Hg, 174.00 to 182.00 °C. @ 760.00 mm Hg
Vapor Pressure 1.063000 mmHg @ 25.00 °C. (est)
Vapor Density 4.3 ( Air = 1 )
Flash Point 125.00 °F. TCC ( 51.67 °C. )
logP (o/w) 2.180 (est)
Soluble in alcohol
Insoluble in water
Stability alcoholic fine fragrance, good

Organoleptic Properties

Odor Strength high ,
Substantivity > 4 hour(s) at 100.00 %
Odor Description
at 1.00 % in dipropylene glycol.
at 0.10 % in triacetin.
mushroom-like
distinct mushroom
Taste Description
at 0.01 - 0.20 ppm.
Strong musty, mushroom
mushroom

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral Toxicityoral-rat LD50 175 mg/kg
Dermal Toxicityskin-rabbit LD50 3300 mg/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
Recommendation for 1-octen-3-one usage levels up to0.5000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU)1.50 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA)0.10 (μg/capita/day)
Structure ClassII
baked goods-
beverages(nonalcoholic)-
beverages(alcoholic)-
breakfast cereal-
cheese-
chewing gum-
condiments / relishes-
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy-
fruit ices-
gelatins / puddings-
granulated sugar-
gravies-
hard candy-
imitation dairy-
instant coffee / tea-
jams / jellies-
meat products-
milk products-
nut products-
other grains-
poultry-
processed fruits-
processed vegetables-
reconstituted vegetables-
seasonings / flavors-
snack foods-
soft candy-
soups-
sugar substitutes-
sweet sauces-
Dairy products, excluding products of category 02.0 (01.0)3.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0)2.00000
Edible ices, including sherbet and sorbet (03.0)3.00000
Processed fruit (04.1)-
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2)2.00000
Confectionery (05.0)4.00000
Chewing gum (05.3)-
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0)2.00000
Bakery wares (07.0)5.00000
Meat and meat products, including poultry and game (08.0)1.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0)1.00000
Eggs and egg products (10.0)1.00000
Sweeteners, including honey (11.0)1.00000
Salts, spices, soups, sauces, salads, protein products, etc. (12.0)2.00000
Foodstuffs intended for particular nutritional uses (13.0)3.00000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1)2.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2)4.00000
Ready-to-eat savouries (15.0)5.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0)2.00000

Augustus Oils Ltd

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Bedoukian Research, Inc.

Perfecting the Art of Chemistry

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Beijing Lys Chemicals Co, LTD.

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Charkit Chemical Corporation

The Specialty Chemical Specialists

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Endeavour Specialty Chemicals Ltd

Expertise in high impact aroma chemicals

Endeavour Speciality Chemicals offers high-impact aroma chemicals, at small to medium scale.

View All Website +44 (0)1327 310 079 enquiries@endeavourchem.co.uk

O'Laughlin Industries Inc.

Manufacturer of chemicals and ingredients used in flavors, fragrances, food, beverages and cosmetics

Leading the Flavor and Fragrance Industry since 1980.

View All Website (973) 376-4600 olcorphk@hkstar.com

Penta International Corporation

Chemistry innovation

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Riverside Aromatics Ltd.

Speciality Aroma Chemicals, Naturals and Synthetics

A specialist supplier of raw materials to the flavour industry.

View All Website +44 (0) 1202 679532 info@riversidearomatics.com

Robertet, Inc.

HOME OF NATURE, SEED TO SCENT

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Robinson Brothers Limited

Providing Excellence in Chemistry

Award-winning UK chemical manufacturer of chemical intermediates and high-impact aroma chemicals.

View All Website +44 (0)121 553 2451 enquiries@robinsonbrothers.co.uk

Sigma-Aldrich

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Synerzine, Inc.

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Taytonn ASCC Pte Ltd

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TCI AMERICA

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R C Treatt and Co Ltd

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World-leading innovative ingredient solutions provider for the flavour, fragrance and FMCG industries.

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Qingdao Free Trade Zone United International Co Ltd

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Ernesto Ventós S.A.

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WholeChem, LLC

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Potential Uses

FR apple FR crabapple FL artichoke FL asparagus FR avocado FR balsam FR botanical FL cauliflower FL cheese FR chestnut blossom FL chicory root FR chypre FR clematis FL cloudberry bakeapple FR clover FR country meadow FL crab FL dairy FR earth FR evergreen FR fern FR fir needle oil replacer FL fish FR floral FR fungus FR galbanum FR heather FR herbal FL jackfruit FR lavandin FR lavender FR orchid FR fresh outdoors parsnip FL pepper bell pepper FR privet blossom FR pumpkin pie FR rhubarb FR root FL shellfish FL spearmint FR stephanotis FL tomato truffle FR tulip FL vegetable

Natural Occurrence

artichoke cooked artichoke banana fruit beer PMC cheese @ 0.05 ± 0.02 µg% Data PMC chicory root clover PMC fish PMC ham PbMd PMC hyacinthus orientalis absolute @ 0.01% Data milk PMC mushroom cooked mushroom PMC mushroom giant puffball mushroom PMC pea peppermint oil pork PMC potato rice cakes PbMd PMC shrimp PMC soybean spearmint oil thyme oil watermelon fruit juice yuzu peel oil PbMd

Synonyms

amyl vinyl ketone N- amyl vinyl ketone oct-1-en-3-one octen-1-one-3 1- octen-3-one (50% in 1-octen-3-ol) 1- octen-3-one natural 1- octen-3-one pure 1- octen-3-one solution N- pentyl vinyl ketone vinyl amyl ketone PubMed: Gas Chromatography-Mass Spectrometry Method Optimized Using Response Surface Modeling for the Quantitation of Fungal Off-Flavors in Grapes and Wine. PubMed: Key changes in wine aroma active compounds during bottle storage of Spanish red wines under different oxygen levels. PubMed: Common gas phase molecules from fungi affect seed germination and plant health in Arabidopsis thaliana. PubMed: Volatile constituents of commercial imported and domestic black-ripe table olives (Olea europaea). PubMed: Identification and characterization of volatile components causing the characteristic flavor in miso (Japanese fermented soybean paste) and heat-processed miso products. PubMed: Cold enzymatic bleaching of fluid whey. PubMed: Analysis and sensory evaluation of jostaberry (Ribes x nidigrolaria Bauer) volatiles. PubMed: Aroma-active components of yeast extract pastes with a basic and characteristic meaty flavour. PubMed: Potential aromatic compounds as markers to differentiate between Tuber melanosporum and Tuber indicum truffles. PubMed: Study of the volatile compounds and odor-active compounds of dry-cured Iberian ham extracted by SPME. PubMed: Characterization of the key odorants in pan-fried white mushrooms (Agaricus bisporus L.) by means of molecular sensory science: comparison with the raw mushroom tissue. PubMed: Effect of addition of commercial rosemary extracts on potent odorants in cooked beef. PubMed: Multiple headspace-solid-phase microextraction: an application to quantification of mushroom volatiles. PubMed: Identification of aroma active compounds of cereal coffee brew and its roasted ingredients. PubMed: Detection and quantification of natural contaminants of wine by gas chromatography-differential ion mobility spectrometry (GC-DMS). PubMed: Chemical and sensory effects of the freezing process on the aroma profile of black truffles (Tuber melanosporum). PubMed: Evaluation of fast volatile analysis for detection of Botrytis cinerea infections in strawberry. PubMed: Off-flavor related volatiles in soymilk as affected by soybean variety, grinding, and heat-processing methods. PubMed: Effect of bleaching whey on sensory and functional properties of 80% whey protein concentrate. PubMed: Gas chromatographic-olfactometric aroma profile and quantitative analysis of volatile carbonyls of grilled beef from different finishing feed systems. PubMed: Comparison of the flavor chemistry and flavor stability of mozzarella and cheddar wheys. PubMed: Lactic fermentation to improve the aroma of protein extracts of sweet lupin (Lupinus angustifolius). PubMed: Hot and cold water infusion aroma profiles of Hibiscus sabdariffa: fresh compared with dried. PubMed: Chemical characterization of commercial Sherry vinegar aroma by headspace solid-phase microextraction and gas chromatography-olfactometry. PubMed: Identification of impact odorants contributing to fresh mushroom off-flavor in wines: incidence of their reactivity with nitrogen compounds on the decrease of the olfactory defect. PubMed: Impact of fat reduction on flavor and flavor chemistry of Cheddar cheeses. PubMed: Relationship between odour-active compounds and flavour perception in meat from lambs fed different diets. PubMed: Extraction of Teucrium manghuaense and evaluation of the bioactivity of its extract. PubMed: Characteristic aroma-active compounds of Korean perilla (Perilla frutescens Britton) leaf. PubMed: Iron is an essential cause of fishy aftertaste formation in wine and seafood pairing. PubMed: Characterization of aroma-active compounds, sensory properties, and proteolysis in Ezine cheese. PubMed: Identification of odor impact compounds of Tagetes minuta L. essential oil: comparison of two GC-olfactometry methods. PubMed: Novel character impact compounds in Yuzu (Citrus junos Sieb. ex Tanaka) peel oil. PubMed: Volatile compounds in dry-cured Serrano ham subjected to high pressure processing. Effect of the packaging material. PubMed: Gas chromatography/sniffing port analysis of aroma compounds released under mouth conditions. PubMed: Comparison of the key aroma compounds in organically grown, raw West-African peanuts (Arachis hypogaea) and in ground, pan-roasted meal produced thereof. PubMed: Odor-active compounds in cooked rice cultivars from Camargue (France) analyzed by GC-O and GC-MS. PubMed: Temporal changes in aroma release of Longjing tea infusion: interaction of volatile and nonvolatile tea components and formation of 2-butyl-2-octenal upon aging. PubMed: Correlation between the pattern volatiles and the overall aroma of wild edible mushrooms. PubMed: Analysis of volatile flavor compounds of sardine (Sardinops melanostica) by solid phase microextraction. PubMed: Aroma components of American country ham. PubMed: Selected odor compounds in cooked soymilk as affected by soybean materials and direct steam injection. PubMed: Light-induced off-flavor development in cloudy apple juice. PubMed: Effect of cold storage and packaging material on the major aroma components of sweet cream butter. PubMed: Instrumental and sensory characterization of heat-induced odorants in aseptically packaged soy milk. PubMed: Differentiation of aroma characteristics of pine-mushrooms (Tricholoma matsutake Sing.) of different grades using gas chromatography-olfactometry and sensory analysis. PubMed: Comparison of three lychee cultivar odor profiles using gas chromatography-olfactometry and gas chromatography-sulfur detection. PubMed: Asymmetric induction in hydrogen-mediated reductive aldol additions to alpha-amino aldehydes catalyzed by rhodium: selective formation of syn-stereotriads directed by intramolecular hydrogen-bonding. PubMed: Characterization of some mushroom and earthy off-odors microbially induced by the development of rot on grapes. PubMed: Key odor impact compounds in three yeast extract pastes. PubMed: Characterization of aroma-active compounds in raw and cooked pine-mushrooms (Tricholoma matsutake Sing.). PubMed: Difference in the volatile composition of pine-mushrooms (Tricholoma matsutake Sing.) according to their grades. PubMed: Volatile constituents of Semnostachya menglaensis Tsui. PubMed: Enzymatic hydrogenation of trans-2-nonenal in barley. PubMed: Identification of metallic-smelling 1-octen-3-one and 1-nonen-3-one from solutions of ferrous sulfate. PubMed: Volatile organic compounds in natural biofilm in polyethylene pipes supplied with lake water and treated water from the distribution network. PubMed: Halogenated natural products in five species of Antarctic sponges: compounds with POP-like properties? PubMed: Characteristic volatiles from young and aged fruiting bodies of wild Polyporus sulfureus (Bull.:Fr.) Fr. PubMed: Determination of odour-causing volatile organic compounds in cork stoppers by multiple headspace solid-phase microextraction. PubMed: Aroma compounds in sweet whey powder. PubMed: Transition-metal-mediated synthesis of novel carbocyclic nucleoside analogues with antitumoral activity. PubMed: Carbon-carbon bond formation by radical addition-fragmentation reactions of O-alkylated enols. PubMed: Chemical and olfactometric characterization of volatile flavor compounds in a fish oil enriched milk emulsion. PubMed: Identification and sensory evaluation of volatile compounds in oxidized porcine liver. PubMed: Odorants in breast milk. PubMed: Odorants generated by thermally induced degradation of phospholipids. PubMed: Gas chromatography-olfactometry (GC-O) and proton transfer reaction-mass spectrometry (PTR-MS) analysis of the flavor profile of grana padano, parmigiano reggiano, and grana trentino cheeses. PubMed: Induced responses in clover to an herbaceous mite. PubMed: Odor-active compounds of Iberian hams with different aroma characteristics. PubMed: Quantitation of odor-active compounds in rye flour and rye sourdough using stable isotope dilution assays. PubMed: Character impact odorants of the apple cultivars Elstar and Cox Orange. PubMed: Impact odorants contributing to the fungus type aroma from grape berries contaminated by powdery mildew (Uncinula necator); incidence of enzymatic activities of the yeast Saccharomyces cerevisiae. PubMed: Sensory and chemical changes in tomato sauces during storage. PubMed: Characterization of the most odor-active compounds of Iberian ham headspace. PubMed: Development of new chiral building blocks for synthesis of bicyclo[3.3.0]octane compounds. PubMed: Volatile flavor components of stored nonfat dry milk. PubMed: Aroma components of cooked tail meat of American lobster (Homarus americanus). PubMed: Aroma components of an oil-based grill flavoring by direct thermal desorption-gas chromatography-olfactometry and sample dilution analysis. PubMed: Quantification of key odorants formed by autoxidation of arachidonic acid using isotope dilution assay. PubMed: Identification of potent odorants formed by autoxidation of arachidonic acid: structure elucidation and synthesis of (E,Z,Z)-2,4,7-tridecatrienal. PubMed: Aroma-active components of nonfat dry milk. PubMed: Aroma profiles of vegetable oils varying in fatty acid composition vs. concentrations of primary and secondary lipid oxidation products. PubMed: Dynamic headspace gas chromatography/mass spectrometry characterization of volatiles produced in fish oil enriched mayonnaise during storage. PubMed: Aroma of fresh oysters Crassostrea gigas: composition and aroma notes. PubMed: Aroma-active compounds of miniature beefsteakplant (Mosla dianthera Maxim). PubMed: Comparison of the most odor-active compounds in fresh and dried hop cones (Humulus lupulus L. variety spalter select) based on GC-olfactometry and odor dilution techniques. PubMed: First attempt of odorant quantitation using gas chromatography-olfactometry. PubMed: Identification of character impact odorants of different soybean lecithins. PubMed: Synthesis of deuterated volatile lipid degradation products to be used as internal standards in isotope dilution assays. 2. Vinyl ketones. PubMed: Volatile composition of sunflower oil-in-water emulsions during initial lipid oxidation: influence of pH. PubMed: Quantification and sensory studies of character impact odorants of different soybean lecithins. PubMed: Volatile flavor components of rice cakes. PubMed: Use of an autosampler for dynamic headspace extraction of volatile compounds from grains and effect of added water on the extraction. PubMed: Characterization of aroma volatiles in tomatoes by sensory analyses. PubMed: Identification of the key odorants in barley malt (caramalt) using GC/MS techniques and odour dilution analyses. PubMed: Purification and characterization of two enone reductases from Saccharomyces cerevisiae. PubMed: Correlation of 1-octen-3-one with antixenotic resistance in subterranean clover cotyledons to red-legged earth mite,Halotydeus destructor (Acarina: Penthaleidae). PubMed: Irradiation-induced off-odour in chicken and its possible control. PubMed: Electroantennogram response of alfalfa seed chalcid,Bruchophagus roddi (Hymenoptera: Eurytomidae) to host- and nonhost-plant volatiles. PubMed: Fungal volatiles: Semiochemicals for stored-product beetles (Coleoptera: Cucujidae). PubMed: Monoterpenes and microbial metabolites in the soil. PubMed: Inhibitory activities and inhibition specificities of caffeic acid derivatives and related compounds toward 5-lipoxygenase. PubMed: Metabolic activation of olefins. Conversion of 1-octene to a putative reactive intermediate 1-octen-3-one: an alternative pathway to epoxidation. PubMed: Volatile constituents of Trichothecium roseum. PubMed: [Studies on mushroom flavours. 1. Organoleptic significance of constituents of the cultivated mushroom, agaricus bisporus].