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℃

refractive index 

n20/D 1.486(lit.)

FEMA 

3148 | ETHYL TRANS-2,CIS-4-DECADIENOATE

Flash point:

>230 °F

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

color 

Colourless

Odor

at 10.00 % in dipropylene glycol. green waxy pear apple sweet fruity tropical

Odor Type

green

JECFA Number

1192

BRN 

1724176

LogP

4.1-4.7 at 35℃ and pH7

EPA Substance Registry System

2,4-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

F 

10-23

HS Code 

29161995

Toxicity

LD50 oral in rat: > 5gm/kg

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

FEMA 3148 Usage And Synthesis

Chemical Properties

clear colorless to yellowish liquid

Chemical Properties

Ethyl (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 Properties

Ethyl-trans-2, cis-4-decadienoate has a characteristic pear-like flavor and a light fruity aroma.

Occurrence

Reported found in Bartlett pears, apple, grape, durian (Durio zibethinus), pear brandy, quince and spineless monkey orange (Strychnos madagasc).

Uses

Potential 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.

Definition

ChEBI: 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 values

Detection: 100 ppb. Aroma characteristics at 1.0%: sweet ripe pear, creamy and slightly fatty with fruity, green, waxy apple, fleshy nuances

Taste threshold values

Taste 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 Description

Natural occurrence: Apple, pear, grape, pear brandy and quince.

Biochem/physiol Actions

Odor at 1.0%

Synthesis

Synthetically via the lithium vinyl cuprates.

FEMA 3148(3025-30-7)Related Product Information

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• (4E,6E)-6,8-Dimethyl-3-oxo-4,6-decadienoic acid ethyl ester
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