(Z)-2-hexen-1-ol

cis-2-hexen-1-ol

CAS: 928-94-9 C6 H12 O MW: 100.16084000 green green

Identification

Name(Z)-2-hexen-1-ol
IUPAC(Z)-hex-2-en-1-ol
CAS Number928-94-9
EINECS213-190-7
FDA UNII871TEL510E
Molecular FormulaC6 H12 O
Molecular Weight100.16084000
MDL NumberMFCD00063209
Nikkaji NumberJ126.435D
Beilstein1719708
CoE Number69

Regulatory

JECFA Food Flavoring1374 (Z)-2-hexen-1-ol
DG SANTE Food Flavourings02.156 hex-2(cis)-en-1-ol
FEMA Number3924
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)928-94-9 ; (Z)-2-HEXEN-1-OL

Physical Properties

Appearance colorless clear liquid (est)
Assay 92.00 to 100.00 sum of isomers
Food Chemicals Codex Listed No
Specific Gravity 0.84500 to 0.85300 @ 25.00 °C.
Pounds per Gallon - (est). 7.031 to 7.098
Refractive Index 1.43700 to 1.44500 @ 20.00 °C.
Boiling Point 166.00 °C. @ 760.00 mm Hg, 65.00 °C. @ 0.50 mm Hg
Vapor Pressure 0.873000 mmHg @ 25.00 °C. (est)
Vapor Density >1 ( Air = 1 )
Flash Point 130.00 °F. TCC ( 54.44 °C. )
logP (o/w) 1.755 (est)
Soluble in alcohol
Insoluble in water

Organoleptic Properties

Odor Strength medium ,
Substantivity < 2 hour(s) at 100.00 %
Odor Description
at 10.00 % in dipropylene glycol.
at 1.00 %.
An odor similar to cis-3-hexenol, with a brandy nuance
alcohol; almond; apple; vegetable; green; wine-like; pepper
Odor sample from Bedoukian Research, Inc.
Taste Description
green nasturtium vegetable herbal tomato leaf potato fusel weedy
at 5.00 - 50.00 ppm.
Green, vegetable, herbal, slightly winey

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
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 (Z)-2-hexen-1-ol usage levels up to0.5000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU)0.012 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA)10.00 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI)1700 (μg/person/day)
Threshold of Concern1800 (μg/person/day)
Structure ClassI
baked goods22.00000
beverages(nonalcoholic)7.00000
beverages(alcoholic)-
breakfast cereal-
cheese-
chewing gum-
condiments / relishes-
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy8.50000
fruit ices-
gelatins / puddings22.00000
granulated sugar-
gravies-
hard candy2.00000
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 candy20.00000
soups-
sugar substitutes-
sweet sauces-
Dairy products, excluding products of category 02.0 (01.0)5.70000
Fats and oils, and fat emulsions (type water-in-oil) (02.0)1.50000
Edible ices, including sherbet and sorbet (03.0)-
Processed fruit (04.1)-
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2)5.00000
Confectionery (05.0)5.50000
Chewing gum (05.3)6.02000
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0)4.80000
Bakery wares (07.0)5.00000
Meat and meat products, including poultry and game (08.0)0.90000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0)-
Eggs and egg products (10.0)-
Sweeteners, including honey (11.0)-
Salts, spices, soups, sauces, salads, protein products, etc. (12.0)2.00000
Foodstuffs intended for particular nutritional uses (13.0)-
Non-alcoholic ("soft") beverages, excl. dairy products (14.1)2.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2)1.00000
Ready-to-eat savouries (15.0)2.50000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0)-

Bedoukian Research, Inc.

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Potential Uses

FR apple FR blueberry FR cherry FR cognac FR currant black currant FR fruit FR green leaf FR papaya FR peach FR pear FL pepper bell pepper FL potato FL tea FL tomato topnotes FL tropical

Natural Occurrence

apple cooked apple apple fruit asparagus blueberry fruit butter cherry sour cherry cognac currant black currant fruit guava leaf oil cuba @ trace% Data hop oil kiwi fruit olive papaya fruit peach fruit potato french fried potato quince fruit star fruit oil cuba @ trace% Data tea black tea tomato wine red wine wine white wine

Synonyms

(2Z)- hex-2-en-1-ol (Z)- hex-2-en-1-ol cis- hex-2-en-1-ol (Z)- hex-2-enol hex-2(cis)-en-1-ol (2Z)-2- hexen-1-ol cis-2- hexen-1-ol 2- hexen-1-ol, (2Z)- 2- hexen-1-ol, (Z)- (Z)-2- hexenol cis-2- hexenol cis-1- hydroxy-2-hexene PubMed: Behavioral and electrophysiological responses of Aedes albopictus to certain acids and alcohols present in human skin emanations. PubMed: Comparison of trap types and colors for capturing emerald ash borer adults at different population densities. PubMed: Atmospheric pressure chemical ionisation mass spectrometry analysis linked with chemometrics for food classification - a case study: geographical provenance and cultivar classification of monovarietal clarified apple juices. PubMed: Characterization of olfactory receptor neurons for pheromone candidate and plant volatile compounds in the clover root weevil, Sitona lepidus. PubMed: Flavor of cold-hardy grapes: impact of berry maturity and environmental conditions. PubMed: Composition of essential oil from aerial and underground parts of Geum rivale and G. urbanum growing in Poland. PubMed: Attractant and disruptant semiochemicals for Dendroctonus jeffreyi (Coleoptera: Curculionidae: Scolytinae). PubMed: Effects of exposure to plant-derived odorants on behavior and the concentration of stress-related hormones in steers isolated under a novel environment. PubMed: Gold nanoparticles-peptide based gas sensor arrays for the detection of food aromas. PubMed: Efficacy of "Verbenone Plus" for protecting ponderosa pine trees and stands from Dendroctonus brevicomis (Coleoptera: Curculionidae) attack in British Columbia and California. PubMed: Enhancement of volatile aglycone recovery facilitated by acid hydrolysis of glucosides from Nicotiana flower species. PubMed: Electroanalytical studies on green leaf volatiles for potential sensor development. PubMed: Responses of Dendroctonus brevicomis (Coleoptera: Curculionidae) in behavioral assays: implications to development of a semiochemical-based tool for tree protection. PubMed: Kinetics studies of the gas-phase reactions of NO3 radicals with series of 1-alkenes, dienes, cycloalkenes, alkenols, and alkenals. PubMed: Comparison of odor-active compounds in grapes and wines from vitis vinifera and non-foxy American grape species. PubMed: Aroma evaluation of gamazumi (Viburnum dilatatum) by aroma extract dilution analysis and odour activity value. PubMed: Green odor and depressive-like state in rats: toward an evidence-based alternative medicine? PubMed: Volatile composition of pomegranates from 9 Spanish cultivars using headspace solid phase microextraction. PubMed: Mixture of cis-3-hexenol and trans-2-hexenal attenuates behavioral and stress responses induced by 2,5-dihydro-2,4,5-trimethylthiazoline and electric footshock stress in rats. PubMed: Volatile composition and sensory quality of Spanish pomegranates (Punica granatum L.). PubMed: Different patterns of neuronal activities in the infralimbic and prelimbic cortices and behavioral expression in response to two affective odors, 2,5-dihydro-2,4,5-trimethylthiazoline and a mixture of cis-3-hexenol and trans-2-hexenal, in the freely moving rat. PubMed: Impact of harvesting and processing conditions on green leaf volatile development and phenolics in Concord grape juice. PubMed: "Green odor" inhalation by stressed rat dams reduces behavioral and neuroendocrine signs of prenatal stress in the offspring. PubMed: "Green odor" inhalation by rats down-regulates stress-induced increases in Fos expression in stress-related forebrain regions. PubMed: Effects of environmental novelty on fear-related behavior and stress responses of rats to emotionally relevant odors. PubMed: Application of zNosetrade mark for the analysis of selected grape aroma compounds. PubMed: Serotonergic mediation of the antidepressant-like effect of the green leaves odor in mice. PubMed: Aroma barrier properties of sodium caseinate-based films. PubMed: Functional morphology of antennal chemoreceptors of the parasitoid Microplitis croceipes (Hymenoptera: Braconidae). PubMed: Biochemical evaluation of borage (Borago officinalis) rosette leaves through their essential oil and fatty acid composition. PubMed: "Green odor" inhalation reduces the skin-barrier disruption induced by chronic restraint stress in rats: physiological and histological examinations. PubMed: Antifungal activities of major tea leaf volatile constituents toward Colletorichum camelliae Massea. PubMed: Potent odorants characterize the aroma quality of leaves and stalks in raw and boiled celery. PubMed: Nonhost angiosperm volatiles and verbenone disrupt response of western pine beetle, Dendroctonus brevicomis (Coleoptera: Scolytidae), to attractant-baited traps. PubMed: Increased EAG responses of tortricid moths after prolonged exposure to plant volatiles: evidence for octopamine-mediated sensitization. PubMed: Determination of volatile compounds in grape distillates by solid-phase extraction and gas chromatography. PubMed: Host-plant finding by the asparagus fly, Plioreocepta poeciloptera (Diptera: Tephritidae), a monophagous, monovoltine tephritid. PubMed: Developmental and varietal differences in volatile ester formation and acetyl-CoA: alcohol acetyl transferase activities in apple (Malus domestica Borkh.) fruit. PubMed: Changes in aroma volatile compounds and ethylene production during "Hujingmilu" peach (Prunus persica L.) fruit development. PubMed: Effect of fat nature and aroma compound hydrophobicity on flavor release from complex food emulsions. PubMed: Epoxide hydrolase: a mRNA induced by the fungal pathogen Alternaria alternata on rough lemon (Citrus jambhiri Lush). PubMed: Characterization of a hydroperoxide lyase gene and effect of C6-volatiles on expression of genes of the oxylipin metabolism in Citrus. PubMed: Activation of the anterior cingulate gyrus by 'Green Odor': a positron emission tomography study in the monkey. PubMed: Molecular and biochemical characteristics of a gene encoding an alcohol acyl-transferase involved in the generation of aroma volatile esters during melon ripening. PubMed: Varietal differentiation of red wines in the Valencian region (Spain). PubMed: Olfactory and quantitative analysis of aroma compounds in elder flower (Sambucus nigra L.) drink processed from five cultivars. PubMed: [Identification of volatile compounds of hawthorn by gas chromatography/mass spectrometry (GC/MS)]. PubMed: Green leaf volatiles as antiaggregants for the mountain pine beetle,Dendroctonus ponderosae Hopkins (Coleoptera: Scolytidae). PubMed: Volatile Products of the Lipoxygenase Pathway Evolved from Phaseolus vulgaris (L.) Leaves Inoculated with Pseudomonas syringae pv phaseolicola. PubMed: Synthesis of metabolic intermediates of diethylstilbestrol.