(Z)-hex-2-en-1-ol (Click)
IUPAC Name: (Z)-hex-2-en-1-ol
Std.InChI: InChI=1S/C6H12O/c1-2-3-4-5-6-7/h4-5,7H,2-3,6H2,1H3/b5-4-
InChI: InChI=1/C6H12O/c1-2-3-4-5-6-7/h4-5,7H,2-3,6H2,1H3/b5-4-
Std.InChIKey: ZCHHRLHTBGRGOT-PLNGDYQASA-N
InChIKey: ZCHHRLHTBGRGOT-PLNGDYQABY
SMILES: CCC/C=C\CO
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CAS Number: | 928-94-9 |
% from: | 90.00% to 98.00% |
ECHA EC Number: | 213-190-7 |
FDA UNII: | 871TEL510E |
Beilstein Number: | 1719708 |
MDL: | MFCD00063209 |
FEMA Number: | 3924 |
CoE Number: | 69 |
XlogP3-AA: | 1.40 (est) |
Molecular Weight: | 100.16084000 |
Formula: | C6 H12 O |
NMR Predictor: | Predict |
Also(can) Contains: | (E)-2-hexen-1-ol 0.10% to 8.00% |
EFSA/JECFA Comments: | At least 92%; secondary component 3-4% hex-2(trans)-en-1-ol. (EFSA) |
Category: | flavor and fragrance agents |
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US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information: |
Google Scholar: | Search |
Google Books: | Search |
Google Scholar: with word "volatile" | Search |
Google Scholar: with word "flavor" | Search |
Google Scholar: with word "odor" | Search |
Perfumer and Flavorist: | Search |
Google Patents: | Search |
US Patents: | Search |
EU Patents: | Search |
Pubchem Patents: | Search |
PubMed: | Search |
NCBI: | Search |
JECFA Food Flavoring: | 1374 (Z)-2-hexen-1-ol |
Flavis Number: | 02.156 (Old) |
EU SANCO Food Flavourings: | 02.156 hex-2(cis)-en-1-ol
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FEMA Number: | 3924 (Z)-2-hexen-1-ol |
FDA Mainterm: | (Z)-2-HEXEN-1-OL |
Physical Properties:
Appearance: | colorless clear liquid (est) |
Assay: | 92.00 to 100.00 % sum of isomers
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Food Chemicals Codex Listed: | No |
Specific Gravity: | 0.84500 to 0.85300 @ 25.00 °C.
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Pounds per Gallon - (est).: | 7.031 to 7.098
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Refractive Index: | 1.43700 to 1.44500 @ 20.00 °C.
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Boiling Point: | 166.00 °C. @ 760.00 mm Hg
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Boiling Point: | 65.00 °C. @ 0.50 mm Hg
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Vapor Pressure: | 0.873000 mm/Hg @ 25.00 °C. (est) |
Vapor Density: | >1 ( Air = 1 ) |
Flash Point: | 130.00 °F. TCC ( 54.44 °C. )
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logP (o/w): | 1.755 (est) |
Organoleptic Properties:
Odor Type: | green |
Odor Strength: | high , recommend smelling in a 10.00 % solution or less |
Odor Description: at 10.00 % in dipropylene glycol. | fresher than the trans-2-hexenol green leafy fruity |
Odor Description: at 1.00 %. | Impacting fresh vegetative, slightly fatty with a green bean note, witch hazel and fusel alcoholic with a whiskey nuance Mosciano, Gerard P&F 25, No. 5, 72, (2000) |
Taste Description: at 5.00 - 50.00 ppm. | Green vegetative and herbal, raw green beans, tomato and potato with a fusel winey nuance Mosciano, Gerard P&F 25, No. 5, 72, (2000) |
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Cosmetic Information:
Suppliers:
Safety Information:
European information : |
Most important hazard(s): | Xi - Irritant |
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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.
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Hazards identification |
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Classification of the substance or mixture |
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
None found. |
GHS Label elements, including precautionary statements |
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Pictogram | |
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Hazard statement(s) |
None found. |
Precautionary statement(s) |
None found. |
Oral/Parenteral Toxicity: | |
Not determined
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Dermal Toxicity: | |
Not determined
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Inhalation Toxicity: | |
Not determined
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Safety in Use Information:
Category: | flavor and fragrance agents |
Maximised Survey-derived Daily Intakes (MSDI-EU): | ND (μg/capita/day) |
Maximised Survey-derived Daily Intakes (MSDI-USA): | 10.00 (μg/capita/day) |
Structure Class: | I |
Recommendation for (Z)-2-hexen-1-ol usage levels up to: | | 0.5000 % in the fragrance concentrate.
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Recommendation for (Z)-2-hexen-1-ol flavor usage levels up to: | | 50.0000 ppm in the finished product.
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Safety References:
References:
Other Information:
Potential Blenders and core components note
Potential Uses:
Natural Occurrence in: note
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 |
Articles:
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. |
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Soluble in: |
| alcohol | | water, 1.6e+004 mg/L @ 25 °C (est) |
Insoluble in: |
| water |
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