[(Z)-hex-3-enyl] 2-methylbutanoate (Click)
IUPAC Name: [(Z)-hex-3-enyl] 2-methylbutanoate
Std.InChI: InChI=1S/C11H20O2/c1-4-6-7-8-9-13-11(12)10(3)5-2/h6-7,10H,4-5,8-9H2,1-3H3/b7-6-
InChI: InChI=1/C11H20O2/c1-4-6-7-8-9-13-11(12)10(3)5-2/h6-7,10H,4-5,8-9H2,1-3H3/b7-6-
Std.InChIKey: JKKGTSUICJWEKB-SREVYHEPSA-N
InChIKey: JKKGTSUICJWEKB-SREVYHEPBS
SMILES: CC/C=C\CCOC(=O)C(C)CC
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CAS Number: | 53398-85-9 |
% from: | 97.00% to 99.90% |
ECHA EC Number: | 258-517-4 |
FDA UNII: | N181NM2UXZ |
MDL: | MFCD00036530 |
FEMA Number: | 3497 |
CoE Number: | 2345 |
XlogP3-AA: | 3.30 (est) |
Molecular Weight: | 184.27880000 |
Formula: | C11 H20 O2 |
NMR Predictor: | Predict |
Also(can) Contains: | (E)-3-hexen-1-yl 2-methyl butyrate 0.10 to 2.00% |
EFSA/JECFA Comments: | Racemate (EFFA, 2013b). |
Category: | flavor and fragrance agents |
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US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information: |
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Flavis Number: | 09.854 (Old) |
EU SANCO Food Flavourings: | 09.854 cis-3-hexenyl 2-methylbutanoate
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FEMA Number: | 3497 cis-3-hexenyl 2-methylbutanoate |
Physical Properties:
Appearance: | colorless clear liquid (est) |
Assay: | 95.00 to 100.00 % sum of isomers
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Food Chemicals Codex Listed: | Yes |
Specific Gravity: | 0.87600 to 0.88200 @ 25.00 °C.
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Pounds per Gallon - (est).: | 7.289 to 7.339
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Refractive Index: | 1.42800 to 1.43400 @ 20.00 °C.
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Boiling Point: | 95.00 °C. @ 30.00 mm Hg
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Boiling Point: | 212.00 °C. @ 760.00 mm Hg
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Acid Value: | 2.00 max. KOH/g
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Vapor Pressure: | 0.061000 mm/Hg @ 25.00 °C. (est) |
Vapor Density: | 6.3 ( Air = 1 ) |
Flash Point: | 182.00 °F. TCC ( 83.33 °C. )
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logP (o/w): | 3.826 (est) |
Shelf Life: | 18.00 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 , recommend smelling in a 10.00 % solution or less |
Odor Description: at 10.00 % in propylene glycol. | fresh green apple sweet fruity pear Luebke, William tgsc, (1986) |
Odor sample from: | SCM Glidco Organics |
Odor Description: at 1.00 %. | Fresh green, unripe fruit apple, pear and berry-like, with an acidic sweaty nuance Mosciano, Gerard P&F 25, No. 4, 71, (2000) |
Taste Description: at 1.00 - 10.00 ppm. | Fresh green apple and pear with a waxy skin like nuance Mosciano, Gerard P&F 25, No. 4, 71, (2000) |
Substantivity: | 4 Hour(s) |
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Cosmetic Information:
Suppliers:
Advanced Biotech |
cis-3-HEXENYL 2-METHYL BUTYRATE NATURAL
98% min. |
Alfrebro |
cis-3-HEXENYL-2-METHYL BUTYRATE NATURAL
Odor: Powerful, Fruity, Like Unripe Apples |
Apiscent Labs |
C3 HEXENYL 2 METHYL BUTYRATE
Odor: Powerful, fruity, unripe apple |
Apple Flavor & Fragrance |
cis-3-Hexenyl 2-methylbutyrate
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Augustus Oils |
cis 3 Hexenyl 2 Ethyl Butyrate
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Aurochemicals |
cis-3-HEXENYL-2-METHYL BUTYRATE, Natural
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Bedoukian Research |
cis-3-HEXENYL ALPHA METHYL BUTYRATE FCC, NO ANTIOXIDANT
≥98.0% (sum of isomers), Special Order Odor: A fruity green apple odor with natural connotations Use: Can help to balance the green notes of lower esters of hexenol. It blends well with Lavender, Lavandin, Clary Sage and Geranium. Flavor: green fruity Can be used in apple, pear, melon, tropical, pineapple and peach. |
Bedoukian Research |
cis-3-HEXENYL ALPHA METHYL BUTYRATE
97.0% - 99.9% (cis), FCC, Kosher Odor: A fruity green apple odor with natural connotations Use: Can help to balance the green notes of lower esters of hexenol. It blends well with Lavender, Lavandin, Clary Sage and Geranium. Flavor: green fruity Can be used in apple, pear, melon, tropical, pineapple and peach. |
Beijing Lys Chemicals |
Cis-3-Hexenyl 2-methylbutanoate
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Berjé |
cis-3-Hexenyl 2 Methyl Butyrate
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CG Herbals |
cis-3-Hexenyl-2-Methyl Butyrate
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Charkit Chemical |
HEXENYL 2-METHYLBUTANOATE,CIS-3-
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Citrus and Allied Essences |
cis-3-Hexenyl 2-Methyl Butyrate (natural)
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Market Report |
Citrus and Allied Essences |
cis-3-Hexenyl 2-Methyl Butyrate FCC
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Ernesto Ventós |
CIS-3-HEXENYL 2-METHYLBUTYRATE NATURAL FIRMENICH 958481
Odor: FRUITY, GREEN APPLE, HERBAL |
Ernesto Ventós |
CIS-3-HEXENYL 2-METHYLBUTYRATE
Odor: STRONG, FRUITY, APPLE-LIKE Flavor: SWEET, APPLE-LIKE |
Firmenich |
cis-3-Hexenyl 2-methylbutyrate Nat
min. 98%, Kosher, Halal Flavor: Fresh, green and unripe fruit notes cis-3-HEXENYL 2-METHYLBUTANOATE has a nice apple, pear and berry-like profile, with a waxy skin nuance which is excellent for tea,
apple, green apple, citrus and herbal flavors. |
Fleurchem |
cis-3-hexenyl-2-methyl butyrate natural
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Frutarom |
cis-3-HEXENYL 2-METHYLBUTANOATE
≥98.00% (sum of isomers), NI, Kosher Odor: Apple, Fresh, Fruity, Green, Sweet Use: Suggested Uses: Apple, Banana, Hard Fruits, Pear, Soft Fruits, Tea, Tropical Fruits |
Grau Aromatics |
HEXENYL-cis-3-2-METHYLBUTYRATE FCC
NI, Kosher |
Indukern F&F |
CIS-3-HEXENYL 2-METHYLBUTYRATE
Odor: GREEN, FRUITY, SWEET, APPLE |
Inoue Perfumery |
CIS-3-HEXENYL 2-METHYLBUTYRATE
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Kelkar Group |
cis-3-HEXENYL-2-METHYL BUTYRATE
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Lluch Essence |
cis-3-HEXENYL METHYL BUTYRATE
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Miltitz Aromatics |
cis-3-Hexenyl-2-methyl butyrate
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Moellhausen |
cis-3-HEXEN-1-YL 2-METHYLBUTYRATE
Nature-identical Odor: green, fruity; green apple- and banana-like |
Natural Advantage |
cis-3-Hexenyl-2-methylbutyrate
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Penta International |
cis-3-HEXENYL-2-METHYL BUTYRATE, Kosher
| Penta International |
cis-3-HEXENYL-2-METHYL BUTYRATE, NATURAL, Kosher
| Reincke & Fichtner |
cis-3-Hexenyl 2-methylbutyrate
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Robertet |
HEXENYL CIS-3 2-METHYLBUTYRATE
Pure & Nat (EU) |
Crops calendar |
SAFC Global |
cis-3-Hexenyl-2-methylbutanoate
≥97%, FCC, Kosher Odor: apple; herbaceous; sweet; waxy; minty; pepper |
Shanghai Vigen Fine Chemical |
cis-3-Hexenyl 2-methylbutanoate
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SRS Aromatics |
CIS 3 HEXENYL 2 METHYLBUTYRATE FCC
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Taytonn |
Cis-3-Hexenyl 2-Methylbutanoate
Odor: Fresh, Fruity, Green, Sweet |
Treatt |
cis-3-Hexenyl 2-methyl Butyrate
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Vigon International |
Hexenyl cis-3 Methyl-2 Butyrate Natural
Odor: POWERFUL, FRUITY ODOR REMINISCENT OF UNRIPE APPLES |
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: | |
oral-rat LD50 > 5000 mg/kg Mosciano, Gerard P&F 25, No. 4, 71, (2000)
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Dermal Toxicity: | |
skin-rabbit LD50 > 5000 mg/kg Mosciano, Gerard P&F 25, No. 4, 71, (2000)
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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): | 1.20 (μg/capita/day) |
Modified Theoretical Added Maximum Daily Intake (mTAMDI): | 6000 (μg/person/day) |
Threshold of Concern: | 1800 (μg/person/day) |
Structure Class: | I |
Recommendation for (Z)-3-hexen-1-yl 2-methyl butyrate usage levels up to: | | 3.0000 % in the fragrance concentrate.
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Recommendation for (Z)-3-hexen-1-yl 2-methyl butyrate flavor usage levels up to: | | 50.0000 ppm in the finished product.
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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/kg | maximum usage mg/kg |
Dairy products, excluding products of category 02.0 (01.0): | 9.30000 | 16.00000 |
Fats and oils, and fat emulsions (type water-in-oil) (02.0): | - | - |
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): | - | - |
Confectionery (05.0): | 14.00000 | 28.70000 |
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): | - | - |
Bakery wares (07.0): | 22.70000 | 37.00000 |
Meat and meat products, including poultry and game (08.0): | - | - |
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): | - | - |
Foodstuffs intended for particular nutritional uses (13.0): | - | - |
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): | 7.75000 | 14.00000 |
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): | 3.50000 | 7.00000 |
Ready-to-eat savouries (15.0): | - | - |
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): | - | - |
Safety References:
References:
Other Information:
Potential Blenders and core components note
Potential Uses:
Natural Occurrence in: note
| apricot
GRIN Trop Picture
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| feyoa - less than 0.01 mg/kg |
| guava - less than 0.01 mg/kg |
| plum |
| spearmint scotch
GRIN Trop Picture
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| tea - 0.1 mg/kg |
| tea black tea |
| tea green tea |
Synonyms:
| butanoic acid, 2-methyl-, (3Z)-3-hexen-1-yl ester | | butanoic acid, 2-methyl-, (3Z)-3-hexenyl ester | | butanoic acid, 2-methyl-, 3-hexenyl ester, (Z)- | | butyric acid, 2-methyl-, (Z)-hex-3-enyl ester | (3Z)- | hex-3-en-1-yl 2-methylbutanoate | (Z)- | hex-3-enyl 2-methyl butyrate | (Z)- | hex-3-enyl 2-methylbutyrate | [(Z)- | hex-3-enyl] 2-methylbutanoate | (Z)-3- | hexen-1-yl 2-methyl butanoate | cis-3- | hexen-1-yl 2-methyl butanoate | (Z)-3- | hexen-1-yl 2-methyl butyrate | cis-3- | hexen-1-yl 2-methyl butyrate | (Z)-3- | hexen-1-yl 2-methylbutanoate | cis-3- | hexen-1-yl 2-methylbutanoate | (Z)-3- | hexen-1-yl 2-methylbutyrate | cis-3- | hexen-1-yl 2-methylbutyrate | (Z)-3- | hexen-1-yl-2-methyl butyrate | cis-3- | hexen-1-yl-2-methyl butyrate | C3 ; | hexenyl 2 methyl butyrate | cis-3- | hexenyl 2 methyl butyrate | (Z)-3- | hexenyl 2-methyl butyrate | cis-3- | hexenyl 2-methyl butyrate | cis-3- | hexenyl 2-methyl butyrate (natural) | cis-3- | hexenyl 2-methyl butyrate FCC | cis-3- | hexenyl 2-methyl butyrate natural | (Z)-3- | hexenyl 2-methylbutanoate | cis-3- | hexenyl 2-methylbutanoate | (Z)-3- | hexenyl 2-methylbutyrate | cis-3- | hexenyl 2-methylbutyrate | cis-3- | hexenyl 2-methylbutyrate FCC | cis-3- | hexenyl 2-methylbutyrate nat | cis-3- | hexenyl alpha methyl butyrate | cis-3- | hexenyl alpha methyl butyrate FCC, no antioxidant | | hexenyl cis-3 2-methylbutyrate | | hexenyl cis-3 methyl-2 butyrate natural | cis-3- | hexenyl-2-methyl butyrate | cis-3- | hexenyl-2-methyl butyrate natural | cis-3- | hexenyl-2-methylbutanoate | 2- | methyl butanoic acid (3Z)-3-hexen-1-yl ester | (Z)-2- | methyl butanoic acid 3-hexen-1-yl ester | 2- | methylbutyric acid cis-3-hexen-1-yl ester |
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