FEMA 3148

FEMA 3148 Basic information
Product Name:FEMA 3148
Synonyms:ethyltrans-2-cis-4-decandienoate,mixtureofisomers;trans,cis-deca-2,4-dienoicacidethylester;(2E,4Z)-PEAR ESTER;ETHYL 2,4-DECADIENOATE;ETHYL (2E,4Z)-DECADIENOATE;ETHYL 2-TRANS-4-CIS-DECADIENOATE;FEMA 3148;ETHYL TRANS-2,CIS-4-DECADIENOATE
CAS:3025-30-7
MF:C12H20O2
MW:196.29
EINECS:221-178-8
Product Categories:Building Blocks;C12 to C63;Carbonyl Compounds;Chemical Synthesis;Esters;Organic Building Blocks;Alphabetical Listings;Certified Natural ProductsFlavors and Fragrances;E-F;Flavors and Fragrances
Mol File:3025-30-7.mol
FEMA 3148 Structure
FEMA 3148 Chemical Properties
Melting point -60 °C
Boiling point 70-72 °C0.05 mm Hg(lit.)
density 0.905 g/mL at 25 °C(lit.)
vapor pressure 1.6hPa at 21.1℃
FEMA 3148 | ETHYL TRANS-2,CIS-4-DECADIENOATE
refractive index n20/D 1.486(lit.)
Fp >230 °F
storage temp. 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
form neat
color Colourless
Odorat 10.00 % in dipropylene glycol. green waxy pear apple sweet fruity tropical
Odor Typegreen
JECFA Number1192
BRN 1724176
LogP4.1-4.7 at 35℃ and pH7
EPA Substance Registry System2,4-Decadienoic acid, ethyl ester, (2E,4Z)- (3025-30-7)
Safety Information
Hazard Codes Xi,N
Risk Statements 38-50/53
Safety Statements 24/25-61-60
RIDADR UN 3082 9/PG 3
WGK Germany 1
RTECS HD3510900
10-23
HS Code 29161995
ToxicityLD50 oral in rat: > 5gm/kg
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
FEMA 3148 Usage And Synthesis
Chemical PropertiesEthyl-trans-2, cis-4-decadienoate has a characteristic pear-like flavor and a light fruity aroma.
Chemical PropertiesEthyl (2E,4Z)-2,4-Decadienoate has been identified in pears and has the typical aroma of Williams pears. Synthesis of ethyl (2E,4Z)-2,4-decadienoate starts from (Z)-1-heptenyl bromide, which is converted into a 1-heptenyllithium cuprate complex with lithium and copper iodide. Reaction with ethyl propiolate yields a mixture of 95% ethyl (2E,4Z)- and 5% ethyl (2E,4E)-2,4-decadienoate. Pure ethyl (2E,4Z)-2,4-decadienoate is obtained by fractional distillation. A biotechnological process for its preparation has been developed.
Chemical Propertiesclear colorless to yellowish liquid
OccurrenceReported found in Bartlett pears, apple, grape, durian (Durio zibethinus), pear brandy, quince and spineless monkey orange (Strychnos madagasc).
UsesPotential applications include the profile enhancement of guava, melon, pear, apple, banana, kiwi, grape, golden delicious apple, fruit cocktail juices, fruit nectar, mamey and other tropical backgrounds.
DefinitionChEBI: Ethyl (2E,4Z)-deca-2,4-dienoate is a fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (2E,4E)-deca-2,4-dienoic acid with the hydroxy group of ethanol. It has a role as a plant metabolite, a flavouring agent, a fragrance and a kairomone. It is functionally related to a (2E,4E)-deca-2,4-dienoic acid.
Aroma threshold valuesDetection: 100 ppb. Aroma characteristics at 1.0%: sweet ripe pear, creamy and slightly fatty with fruity, green, waxy apple, fleshy nuances
Taste threshold valuesTaste characteristics at 5 ppm: ripe pear, green fruity, waxy apple, tropical notes, fatty golden delicious apple fleshy. Taste characteristics at 20 ppm: green, fruity, apple and pear with waxy tropical nuances.
Synthesis Reference(s)Tetrahedron, 36, p. 1961, 1980 DOI: 10.1016/0040-4020(80)80209-2
General DescriptionNatural occurrence: Apple, pear, grape, pear brandy and quince.
Biochem/physiol ActionsOdor at 1.0%
SynthesisSynthetically via the lithium vinyl cuprates.
FEMA 3148 Preparation Products And Raw materials
Raw materialsLithium carbonate
Preparation Productsdecadienal,(E,Z)-2,4-decadienal
osaterone acetate 2,7-Decadienoic acid ethyl ester (2Z,6E)-3-Methyl-2,6-decadienoic acid ethyl ester SALOR-INT L165603-1EA (4E,6E)-6,8-Dimethyl-3-oxo-4,6-decadienoic acid ethyl ester 5,7-Decadienoic acid ethyl ester 4,9-Decadienoic acid ethyl ester (2E)-5,9-Dimethyl-2,8-decadienoic acid ethyl ester 6,9-Decadienoic acid ethyl ester SWINHOLIDE A 3,5-Decadienoic acid ethyl ester 7,9-Decadienoic acid ethyl ester [R,(-)]-5,9-Dimethyl-2,8-decadienoic acid ethyl ester 3,7-Decadienoic acid ethyl ester 3,9-Decadienoic acid ethyl ester (4E)-2,4-Decadienoic acid ethyl ester 4,7-Decadienoic acid ethyl ester FEMA 3148

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