[(Z)-hex-3-enyl] 2-hydroxypropanoate (Click)
IUPAC Name: [(Z)-hex-3-enyl] 2-hydroxypropanoate
Std.InChI: InChI=1S/C9H16O3/c1-3-4-5-6-7-12-9(11)8(2)10/h4-5,8,10H,3,6-7H2,1-2H3/b5-4-
InChI: InChI=1/C9H16O3/c1-3-4-5-6-7-12-9(11)8(2)10/h4-5,8,10H,3,6-7H2,1-2H3/b5-4-
Std.InChIKey: NNLLMULULOBXBY-PLNGDYQASA-N
InChIKey: NNLLMULULOBXBY-PLNGDYQABR
SMILES: CC\C=C/CCOC(=O)C(C)O
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| CAS Number: | 61931-81-5 |
| ECHA EC Number: | 263-337-4 |
| FDA UNII: | 55ET6N4SAG |
| MDL: | MFCD00036495 |
| FEMA Number: | 3690 |
| CoE Number: | 10681 |
| XlogP3-AA: | 1.60 (est) |
| Molecular Weight: | 172.22412000 |
| Formula: | C9 H16 O3 |
| NMR Predictor: | Predict |
| 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 |
| JECFA Food Flavoring: | 934 cis-3-hexenyl lactate |
| Flavis Number: | 09.545 (Old) |
| EU SANCO Food Flavourings: | 09.545 hex-(3Z)-enyl lactate
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| FEMA Number: | 3690 cis-3-hexenyl lactate |
| FDA Mainterm: | CIS-3-HEXENYL LACTATE |
Physical Properties:
| Appearance: | colorless clear liquid (est) |
| Assay: | 95.00 to 100.00 % sum of isomers
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| Food Chemicals Codex Listed: | No |
| Specific Gravity: | 0.96800 to 0.98400 @ 25.00 °C.
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| Pounds per Gallon - (est).: | 8.055 to 8.188
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| Refractive Index: | 1.44100 to 1.45100 @ 20.00 °C.
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| Boiling Point: | 71.00 °C. @ 0.70 mm Hg
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| Boiling Point: | 96.00 °C. @ 7.00 mm Hg
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| Acid Value: | 1.00 max. KOH/g
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| Vapor Pressure: | 0.003000 mm/Hg @ 25.00 °C. (est) |
| Flash Point: | 235.00 °F. TCC ( 112.78 °C. )
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| logP (o/w): | 1.575 (est) |
| Shelf Life: | 24.00 month(s) or longer if stored properly. |
| Storage: | store in cool, dry place in tightly sealed containers, protected from heat and light. |
Organoleptic Properties:
| Odor Type: | green |
| Odor Strength: | medium |
Odor Description: at 100.00 %. | green leafy sweet melon waxy violet leaf tropical fruity Luebke, William tgsc, (2009) |
| Odor sample from: | Bedoukian Research, Inc. |
Odor Description:
| Green leafy, sweet with melon and vegetable nuances Mosciano, Gerard P&F 14, No. 6, 47, (1989) |
Taste Description: at 50.00 ppm. | Green leafy waxy with fruity tropical nuances Mosciano, Gerard P&F 14, No. 6, 47, (1989) |
| Substantivity: | 21 hour(s) at 100.00 % |
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Cosmetic Information:
Suppliers:
| A.C.S. International |
| cis-3-Hexenyl Lactate
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| Advanced Biotech |
| cis-3-HEXENYL LACTATE NATURAL
98% min. (mixed isomers) |
| Alfrebro |
| cis-3-HEXENYL LACTATE NATURAL
Odor: Green, Fruity, Sweet, Green Bean, Melon |
| Apiscent Labs |
| C3 HEXENYL LACTATE
Odor: Very mild green, fruity sweet |
| Apple Flavor & Fragrance |
| cis-3-Hexenyl lactate
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| Aurochemicals |
| cis-3-HEXENYL LACTATE, Natural
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| Bedoukian Research |
| cis-3-HEXENYL LACTATE
≥97.0% (cis), Kosher Odor: A green, waxy odor with melon undertones Use: Provides a mild, fruity topnote to fragrances. Flavor: green Can be used in strawberry, tomato, pear, caramel, apple, melon and vegetable flavors. |
| Bedoukian Research |
| cis-3-HEXENYL LACTATE, NO ANTIOXIDANT
≥98.0% (sum of isomers), Special Order Odor: A green, waxy odor with melon undertones Use: Provides a mild, fruity topnote to fragrances. Flavor: green Can be used in strawberry, tomato, pear, caramel, apple, melon and vegetable flavors. |
| Berjé |
| cis-3-Hexenyl Lactate
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| CTC Organics |
| cis-3-hexenyl lactate
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| Fleurchem |
| cis-3-hexenyl lactate natural
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| Indukern F&F |
| CIS-3-HEXENYL LACTATE
Odor: FRUITY, SWEET, MELON |
| Inoue Perfumery |
| CIS-3-HEXENYL LACTATE
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| Lluch Essence |
| cis-3-HEXENYL LACTATE
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| M&U International |
| cis 3-HEXENYL LACTATE, Kosher
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| PCW France |
| cis-3-Hexenyl Lactate
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| Penta International |
| cis-3-HEXENYL LACTATE, Kosher
| | Penta International |
| cis-3-HEXENYL LACTATE, NATURAL, Kosher
| | Reincke & Fichtner |
| cis-3-Hexenyl Lactate
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| Robertet |
| HEXENYL CIS-3 LACTATE (HYDROXYPROPANOATE)
Pure & Nat (EU) |
| Crops calendar |
| SAFC Global |
| cis-3-Hexenyl lactate
≥98%, Kosher Odor: fruity; green |
| Shanghai Vigen Fine Chemical |
| cis-3-Hexenyl Lactate
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| The Lermond Company |
| cis-3-Hexenyl Lactate
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| ZEON Chemicals |
| cis-3-Hexenyl lactate
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Safety Information:
| European information : |
| Most important hazard(s): | | Xi - Irritant |
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R 36/38 - Irritating to skin and eyes. S 02 - Keep out of the reach of children. S 24/25 - Avoid contact with skin and eyes. S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 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): | 33.00 (μg/capita/day) |
| Maximised Survey-derived Daily Intakes (MSDI-USA): | 5.00 (μg/capita/day) |
| Structure Class: | I |
| Recommendation for (Z)-3-hexen-1-yl lactate usage levels up to: | | | 10.0000 % in the fragrance concentrate.
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| Recommendation for (Z)-3-hexen-1-yl lactate 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
| | acetaldehyde ethyl phenethyl acetal | FL/FR |
| 2- | acetyl-3-methyl pyrazine | FL/FR |
| | allyl amyl glycolate | FR |
| iso | amyl acetate | FL/FR |
| iso | amyl butyrate | FL/FR |
| iso | amyl isovalerate | FL/FR |
| iso | amyl salicylate | FL/FR |
| | amyris wood oil | FL/FR |
| para- | anisyl acetate | FL/FR |
| para- | anisyl alcohol | FL/FR |
| | benzyl acetate | FL/FR |
| | benzyl alcohol | FL/FR |
| | benzyl benzoate | FL/FR |
| | benzyl isobutyrate | FL/FR |
| | benzyl propionate | FL/FR |
| | benzyl salicylate | FL/FR |
| | bergamot oil | FL/FR |
| blood | orange oil italy | FL/FR |
| | bois de rose oil brazil | FL/FR |
| | butyl isobutyrate | FL/FR |
| 2-(2- | butyl)-4,5-dimethyl-3-thiazoline | FL |
| | cinnamyl isovalerate | FL/FR |
| | citronellol | FL/FR |
| | citronellyl acetate | FL/FR |
| | citrus carbaldehyde | FR |
| | clary sage oil france | FL/FR |
| | clover nitrile | FR |
| | coriander seed oil | FL/FR |
| | cortex pyridine | FL/FR |
| | costus root absolute | FL |
| | costus root oil | FL |
| | costus root resinoid | FL |
| | cyclamen aldehyde | FL/FR |
| | cyclohexyl ethyl alcohol | FL/FR |
| | cyclopentyl mercaptan | FL |
| (E,E)-2,4- | decadienal | FL |
| 2,4- | decadien-1-ol | FL/FR |
| | decanal (aldehyde C-10) | FL/FR |
| | diethyl sebacate | FL/FR |
| 3,5- | diethyl-2-methyl pyrazine | FL |
| | dihydroxyacetophenone (mixed isomers) | FL |
| | diisopropyl sulfide | FL |
| | dimethyl benzyl carbinol | FL/FR |
| | dimethyl disulfide | FL/FR |
| | dimethyl sulfide | FL/FR |
| 4,5- | dimethyl-2-ethyl-3-thiazoline | FL/FR |
| 2,4- | dimethyl-3-cyclohexene-1-methanyl acetate | FR |
| (E,Z)-2,6- | dodecadienal | FL/FR |
| 2- | ethoxythiazole | FL |
| | ethyl (E,Z)-2,4-decadienoate | FL/FR |
| | ethyl (E)-2-hexenoate | FL/FR |
| | ethyl 3-(furfuryl thio) propionate | FL |
| | ethyl acetoacetate | FL/FR |
| | ethyl cinnamate | FL/FR |
| | ethyl heptanoate | FL/FR |
| | ethyl pyruvate | FL/FR |
| 2- | ethyl-4,5-dimethyl oxazole | FL |
| | floral pyranol | FR |
| | furfuryl methyl sulfide | FL |
| 1- | furfuryl pyrrole | FL/FR |
| | gardenia oxide | FR |
| | geraniol | FL/FR |
| | geranium thiazole | FL/FR |
| | geranyl acetate | FL/FR |
| (E)- | geranyl acetone | FL/FR |
| | grapefruit menthane | FL/FR |
| | grapefruit pentanol | FR |
| | green acetate | FR |
| | green heptenal | FR |
| | hazelnut pyrazine | FL/FR |
| | heliotropyl acetone | FL/FR |
| (E,E)-2,4- | heptadienal | FL |
| (E)-2- | heptenal | FL |
| (Z)-4- | heptenal | FL/FR |
| (Z)-3- | hepten-1-ol | FL/FR |
| | hexanal propylene glycol acetal | FL/FR |
| (E)-4- | hexenal | FL |
| 2- | hexenal | FL |
| 3- | hexenal | FL/FR |
| (Z)-3- | hexen-1-ol | FL/FR |
| 4- | hexenol | FL/FR |
| (Z)-3- | hexen-1-yl (E)-crotonate | FL/FR |
| (Z)-3- | hexen-1-yl (Z)-3-hexenoate | FL/FR |
| (Z)-3- | hexen-1-yl 2-methyl butyrate | FL/FR |
| (Z)-3- | hexen-1-yl acetate | FL/FR |
| (Z)-3- | hexen-1-yl benzoate | FL/FR |
| (Z)-3- | hexen-1-yl formate | FL/FR |
| (Z)-3- | hexen-1-yl phenyl acetate | FL/FR |
| (Z)-3- | hexen-1-yl pyruvate | FL/FR |
| (Z)-3- | hexen-1-yl salicylate | FL/FR |
| (Z)-3- | hexen-1-yl tiglate | FL/FR |
| | hexyl 2-methyl butyrate | FL/FR |
| | hexyl 2-methyl-3-pentenoate | FL/FR |
| | hexyl acetate | FL/FR |
| alpha- | hexyl cinnamaldehyde | FL/FR |
| | hexyl hexanoate | FL/FR |
| | hexyl tiglate | FL/FR |
| | ho leaf oil | FR |
| | hyacinth ether | FR |
| 2'- | hydroxyacetophenone | FL/FR |
| 2,4- | ivy carbaldehyde | FL/FR |
| | jalapeno oleoresin | FL |
| | leerall | FR |
| | linalool | FL/FR |
| laevo- | linalool | FL/FR |
| | linalool oxide | FL/FR |
| | linalyl acetate | FL/FR |
| | lychee mercaptan acetate | FL/FR |
| | marine pyridine | FR |
| | melon acetal | FL/FR |
| | melon carboxaldehyde | FR |
| | melon heptenal | FL/FR |
| | melon nonenoate | FL/FR |
| | manzanate | FL/FR |
| 3- | mercapto-3-methyl butanol | FL |
| 3- | mercaptohexyl butyrate | FL |
| | mesityl oxide | FL/FR |
| | methional | FL/FR |
| | methoxycitronellal | FR |
| | methoxymelonal | FL/FR |
| | methyl (E)-3-nonenoate | FL |
| | methyl 2-methyl valerate | FL/FR |
| | methyl 2-methyl-3-furyl disulfide | FL |
| | methyl 3-(methyl thio) propionate | FL/FR |
| | methyl 3-nonenoate | FL/FR |
| | methyl benzyl disulfide | FL |
| | methyl cinnamate | FL/FR |
| | methyl dihydrojasmonate | FL/FR |
| | methyl furfuryl disulfide | FL/FR |
| | methyl heptenone | FL/FR |
| | methyl heptine carbonate | FL/FR |
| | methyl octanoate | FL/FR |
| | methyl octine carbonate | FL/FR |
| para- | methyl phenoxyacetaldehyde | FR |
| 2- | methyl thiazole | FL |
| 1- | methyl thio-2-propanone | FL |
| 2- | methyl thio-3,5 or 6-methyl pyrazine | FL/FR |
| 4-( | methyl thio) butanol | FL |
| 3-( | methyl thio) hexanol | FL/FR |
| 2- | methyl thioacetaldehyde | FL |
| | methyl thiomethyl butyrate | FL |
| 2- | methyl-1,3-dithiolane | FL |
| 3-(5- | methyl-2-furyl) butanal | FL |
| 2- | methyl-3-(methyl thio) pyrazine | FL/FR |
| 5- | methyl-5-hexen-2-one | FL/FR |
| 2- | methyl-5-methoxythiazole | FL |
| | mimosa absolute france | FL/FR |
| | muguet carbaldehyde | FR |
| | muguet carboxaldehyde | FR |
| | nerol | FL/FR |
| | nerolidol | FL/FR |
| | neryl acetate | FL/FR |
| (E,E)-2,6- | nonadienal | FL |
| (E,Z)-2,6- | nonadien-1-ol | FL/FR |
| (E,Z)-3,6- | nonadien-1-ol | FL/FR |
| (Z,Z)-3,6- | nonadien-1-ol | FL/FR |
| 2,4- | nonadien-1-ol | FL/FR |
| 2,6- | nonadien-1-ol | FL/FR |
| (E,Z)-3,6- | nonadien-1-yl acetate | FL/FR |
| 3,6- | nonadien-1-yl acetate | FL/FR |
| | nonanal (aldehyde C-9) | FL/FR |
| | nonanol | FL/FR |
| (Z)-6- | nonenal | FL/FR |
| (E)-2- | nonen-1-ol | FL/FR |
| (Z)-2- | nonen-1-ol | FL/FR |
| (Z)-3- | nonen-1-ol | FL/FR |
| (Z)-6- | nonen-1-ol | FL/FR |
| (Z)-6- | nonen-1-yl acetate | FL/FR |
| | ocean propanal | FL/FR |
| (E,E)-2,4- | octadienal | FL |
| 2,4- | octadienal | FL |
| 3- | octanol | FL/FR |
| (Z)-3- | octen-1-ol | FL/FR |
| (Z)-5- | octen-1-ol | FL/FR |
| 2- | octen-1-ol | FL/FR |
| (Z)-3- | octen-1-yl propionate | FL/FR |
| (Z)-5- | octen-1-yl propionate | FL/FR |
| 3- | octen-2-ol | FL/FR |
| 1- | octen-3-ol | FL/FR |
| (E)-2- | octenoic acid | FL |
| 4- | penten-1-yl acetate | FL |
| 1- | penten-3-ol | FL/FR |
| 2- | pentyl furan | FL/FR |
| | peony alcohol | FR |
| | petitgrain oil paraguay | FL/FR |
| | phenethyl acetate | FL/FR |
| | phenyl acetaldehyde dimethyl acetal | FL/FR |
| 3- | phenyl propionaldehyde | FL/FR |
| | potato butanone | FL |
| | propyl 2,4-decadienoate | FL/FR |
| | propyl isobutyrate | FL/FR |
| | propyl nonanoate | FL/FR |
| 2- | propyl pyrazine | FL |
| | propyl thioacetate | FL |
| iso | propyl tiglate | FL/FR |
| 2-iso | propyl-3-(methyl thio) pyrazine | FL |
| | propylene glycol acetone ketal | FL |
| | radish isothiocyanate | FL |
| | raspberry ketone methyl ether | FL/FR |
| | rhodinol | FL/FR |
| | rose butanoate | FL/FR |
| | santall | FR |
| | styralyl acetate | FL/FR |
| alpha- | terpineol | FL/FR |
| | tetrahydrofurfuryl alcohol | FL/FR |
| | tetrahydrolinalool | FL/FR |
| 3- | tetrahydrothiophenone | FL |
| 2,4,5- | trimethyl thiazole | FL/FR |
| | tropical indene | FR |
| | tropical thiazole | FL/FR |
| | tuberose absolute (from pommade) | FL/FR |
| gamma- | undecalactone (aldehyde C-14 (so-called)) | FL/FR |
| | veramoss | FR |
| | vinyl sulfurol | FL/FR |
| | violet leaf absolute | FL/FR |
| | violet methyl carbonate | FR |
| | watermelon ketone | FR |
| (Z)- | woody amylene | FR |
| | yeast thiazoline | FL |
Potential Uses:
Natural Occurrence in: note
Synonyms:
| | hex-(3Z)-enyl lactate | | (3Z)- | hex-3-en-1-yl 2-hydroxypropanoate | | (Z)- | hex-3-enyl lactate | | [(Z)- | hex-3-enyl] 2-hydroxypropanoate | | (Z)-3- | hexen-1-yl 2-hydroxypropanoate | | cis-3- | hexen-1-yl 2-hydroxypropanoate | | (Z)-3- | hexen-1-yl lactate | | cis-3- | hexen-1-yl lactate | | cis-3- | hexenyl 2-hydroxypropanoate | | 3- | hexenyl 2-hydroxypropanoate, cis- | | | hexenyl cis-3 lactate (hydroxypropanoate) | | (Z)-3- | hexenyl lactate | | C3 | hexenyl lactate | | cis-3- | hexenyl lactate | | cis-3- | hexenyl lactate natural | | 3- | hexenyl lactate, (Z)- | | 3- | hexenyl lactate, cis- | | cis-3- | hexenyl lactate, no antioxidant | | 2- | hydroxypropanoic acid (3Z)-3-hexen-1-yl ester | | (Z)- | hydroxypropanoic acid 3-hexen-1-yl ester | | | lactic acid cis-3-hexen-1-yl ester | | | lactic acid cis-3-hexenyl ester | | | leaf lactate | | | popanoic acid, 2-hydroxy-, (3Z)-3-hexenyl ester | | | propanoic acid, 2-hydroxy-, (3Z)-3-hexen-1-yl ester | | | propanoic acid, 2-hydroxy-, 3-hexenyl ester, (Z)- |
Articles:
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