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General Material Information

Preferred name (Z)-2-hexen-1-ol
Trivial Name cis-2-Hexen-1-ol
Short Description cis-2-hexen-1-ol
Formula C6 H12 O
CAS Number 928-94-9
FEMA Number 3924
Flavis Number 2.156
ECHA Number 213-190-7
FDA UNII 871TEL510E
Nikkaji Number J126.435D
Beilstein Number 1719708
MDL MFCD00063209
COE Number 69
xLogP3-AA 1.40 (est)
NMR Predictor External link
JECFA Food Flavoring 1374 (Z)-2-hexen-1-ol
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 928-94-9 ; (Z)-2-HEXEN-1-OL
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
  • (Z)-hex-2-en-1-ol
  • 2-Hexen-1-ol, (2Z)-
  • 2-Hexen-1-ol, (Z)-
  • (2Z)-2-Hexen-1-ol
  • cis-2-Hexen-1-ol
  • cis-β,γ-Hexenol
  • (Z)-2-Hexenol
  • (Z)-1-Hydroxy-2-hexene
  • cis-2-Hexenol

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Literature & References

(Z)-hex-2-en-1-ol
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:928-94-9
Pubchem (cid):5324489
Pubchem (sid):135028157
Flavornet:928-94-9
Pherobase:View
Publications by PubMed
Behavioral and electrophysiological responses of Aedes albopictus to certain acids and alcohols present in human skin emanations.
Comparison of trap types and colors for capturing emerald ash borer adults at different population densities.
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.
Characterization of olfactory receptor neurons for pheromone candidate and plant volatile compounds in the clover root weevil, Sitona lepidus.
Flavor of cold-hardy grapes: impact of berry maturity and environmental conditions.
Composition of essential oil from aerial and underground parts of Geum rivale and G. urbanum growing in Poland.
Attractant and disruptant semiochemicals for Dendroctonus jeffreyi (Coleoptera: Curculionidae: Scolytinae).
Effects of exposure to plant-derived odorants on behavior and the concentration of stress-related hormones in steers isolated under a novel environment.
Gold nanoparticles-peptide based gas sensor arrays for the detection of food aromas.
Efficacy of "Verbenone Plus" for protecting ponderosa pine trees and stands from Dendroctonus brevicomis (Coleoptera: Curculionidae) attack in British Columbia and California.
Enhancement of volatile aglycone recovery facilitated by acid hydrolysis of glucosides from Nicotiana flower species.
Electroanalytical studies on green leaf volatiles for potential sensor development.
Responses of Dendroctonus brevicomis (Coleoptera: Curculionidae) in behavioral assays: implications to development of a semiochemical-based tool for tree protection.
Kinetics studies of the gas-phase reactions of NO3 radicals with series of 1-alkenes, dienes, cycloalkenes, alkenols, and alkenals.
Comparison of odor-active compounds in grapes and wines from vitis vinifera and non-foxy American grape species.
Aroma evaluation of gamazumi (Viburnum dilatatum) by aroma extract dilution analysis and odour activity value.
Green odor and depressive-like state in rats: toward an evidence-based alternative medicine?
Volatile composition of pomegranates from 9 Spanish cultivars using headspace solid phase microextraction.
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.
Volatile composition and sensory quality of Spanish pomegranates (Punica granatum L.).
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.
Impact of harvesting and processing conditions on green leaf volatile development and phenolics in Concord grape juice.
"Green odor" inhalation by stressed rat dams reduces behavioral and neuroendocrine signs of prenatal stress in the offspring.
"Green odor" inhalation by rats down-regulates stress-induced increases in Fos expression in stress-related forebrain regions.
Effects of environmental novelty on fear-related behavior and stress responses of rats to emotionally relevant odors.
Application of zNosetrade mark for the analysis of selected grape aroma compounds.
Serotonergic mediation of the antidepressant-like effect of the green leaves odor in mice.
Aroma barrier properties of sodium caseinate-based films.
Functional morphology of antennal chemoreceptors of the parasitoid Microplitis croceipes (Hymenoptera: Braconidae).
Biochemical evaluation of borage (Borago officinalis) rosette leaves through their essential oil and fatty acid composition.
"Green odor" inhalation reduces the skin-barrier disruption induced by chronic restraint stress in rats: physiological and histological examinations.
Antifungal activities of major tea leaf volatile constituents toward Colletorichum camelliae Massea.
Potent odorants characterize the aroma quality of leaves and stalks in raw and boiled celery.
Nonhost angiosperm volatiles and verbenone disrupt response of western pine beetle, Dendroctonus brevicomis (Coleoptera: Scolytidae), to attractant-baited traps.
Increased EAG responses of tortricid moths after prolonged exposure to plant volatiles: evidence for octopamine-mediated sensitization.
Determination of volatile compounds in grape distillates by solid-phase extraction and gas chromatography.
Host-plant finding by the asparagus fly, Plioreocepta poeciloptera (Diptera: Tephritidae), a monophagous, monovoltine tephritid.
Developmental and varietal differences in volatile ester formation and acetyl-CoA: alcohol acetyl transferase activities in apple (Malus domestica Borkh.) fruit.
Changes in aroma volatile compounds and ethylene production during "Hujingmilu" peach (Prunus persica L.) fruit development.
Effect of fat nature and aroma compound hydrophobicity on flavor release from complex food emulsions.
Epoxide hydrolase: a mRNA induced by the fungal pathogen Alternaria alternata on rough lemon (Citrus jambhiri Lush).
Characterization of a hydroperoxide lyase gene and effect of C6-volatiles on expression of genes of the oxylipin metabolism in Citrus.
Activation of the anterior cingulate gyrus by 'Green Odor': a positron emission tomography study in the monkey.
Molecular and biochemical characteristics of a gene encoding an alcohol acyl-transferase involved in the generation of aroma volatile esters during melon ripening.
Varietal differentiation of red wines in the Valencian region (Spain).
Olfactory and quantitative analysis of aroma compounds in elder flower (Sambucus nigra L.) drink processed from five cultivars.
[Identification of volatile compounds of hawthorn by gas chromatography/mass spectrometry (GC/MS)].
Green leaf volatiles as antiaggregants for the mountain pine beetle,Dendroctonus ponderosae Hopkins (Coleoptera: Scolytidae).
Volatile Products of the Lipoxygenase Pathway Evolved from Phaseolus vulgaris (L.) Leaves Inoculated with Pseudomonas syringae pv phaseolicola.
Synthesis of metabolic intermediates of diethylstilbestrol.

Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
HMDB (The Human Metabolome Database):HMDB30952
FooDB:FDB011496
Export Tariff Code:2905.29.9000
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 100.16084289551
Specific gravity @ 25 °C
Pounds per Gallon 7.031 to 7.098
Refractive Index 1.437 to 1.445 @ 20 °C
Vapor Pressure 0.873 mmHg @ 25 °C
Vapor Density 1
Flash Point TCC Value 54.44 °C TCC
logP (o/w) 1.755 est
Solubility
alcohol Yes
water, 1.6e+004 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Green
green, cortex, leafy, bean green bean, nasturtium, herbal, soapy, aldehydic, narcissus, phenolic, fresh, vegetable, fatty, fusel, alcoholic, whiskey
Odor strength medium , recommend smelling in a 10.00 % solution or less
Substantivity < 2 hour(s) at 100.00 %
Luebke, William tgsc, (2017) At 10.00 % in dipropylene glycol. green cortex leafy green bean nasturtium herbal soapy aldehydic narcissus phenolic
Mosciano, Gerard P&F 25, No. 5, 72, (2000) At 1.00 %. Impacting fresh vegetative, slightly fatty with a green bean note, witch hazel and fusel alcoholic with a whiskey nuance
Flavor Type: Green
green, nasturtium, vegetable, herbal, tomato leaf, potato, fusel, weedy, raw, bean green bean, tomato, winey
Luebke, William tgsc, (2017) Green nasturtium vegetable herbal tomato leaf potato fusel weedy
Mosciano, Gerard P&F 25, No. 5, 72, (2000) At 5.00 - 50.00 ppm. Green vegetative and herbal, raw green beans, tomato and potato with a fusel winey nuance
Green notes for vegetable type flavors, especially tomato; fusel notes for wine and brandy. Green, vegetable, herbal, slightly winey

Occurrences

Potential Uses

Applications
Odor purposes Apple, Blueberry, Cherry, Cognac, Currant black currant, Fruit, Green, Papaya, Peach, Pear
Flavoring purposes Pepper bell pepper, Potato, Tea, Tomato, Tropical
Other purposes Leaf, Topnotes

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 10 - Flammable.
R 38 - Irritating to skin.
S 02 - Keep out of the reach of children.
S 16 - Keep away from sources of ignition - No Smoking.
S 24 - Avoid contact with skin.
S 36 - Wear suitable protective clothing.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for (Z)-2-hexen-1-ol usage levels up to:
0.5000 % 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 Concern:1800 (μg/person/day)
Structure Class: I
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 19
Click here to view publication 19
average usual ppmaverage maximum ppm
baked goods: 22.0000027.00000
beverages(nonalcoholic): 7.0000010.00000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: 8.5000012.50000
fruit ices: --
gelatins / puddings: 22.0000024.00000
granulated sugar: --
gravies: --
hard candy: 2.000004.00000
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 candy: 20.0000024.00000
soups: --
sugar substitutes: --
sweet sauces: --
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 5.7000012.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 1.5000014.25000
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): 5.000005.03000
Confectionery (05.0): 5.5000014.46000
Chewing gum (05.3): 6.0200020.87000
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 4.8000011.55000
Bakery wares (07.0): 5.0000017.00000
Meat and meat products, including poultry and game (08.0): 0.900002.98000
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): 2.000005.00000
Foodstuffs intended for particular nutritional uses (13.0): --
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 2.000004.43000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 1.000002.00000
Ready-to-eat savouries (15.0): 2.500004.50000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): --

Safety references

European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

EFSA Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids (CEF)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 200, Revision 1 (FGE.200 Rev.1): 74 a,ß-unsaturated aliphatic aldehydes and precursors from chemical subgroup 1.1.1 of FGE.19
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 71 Revision 1 (FGE.71Rev1): consideration of aliphatic, linear, a,ß-unsaturated alcohols, aldehydes, carboxylic acids, and related esters evaluated by JECFA (63rd and 69th meeting) structurally related to flavouring substances evaluated in FGE.05Rev3
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):928-94-9
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5324489
National Institute of Allergy and Infectious Diseases:Data
WISER:UN 1987
WGK Germany:3
(Z)-hex-2-en-1-ol
Chemidplus:0000928949