ChemicalBook > CAS DataBase List > Ethyl 2-trans-4-cis-decadienoate

Ethyl 2-trans-4-cis-decadienoate

Product Name
Ethyl 2-trans-4-cis-decadienoate
CAS No.
3025-30-7
Chemical Name
Ethyl 2-trans-4-cis-decadienoate
Synonyms
FEMA 3148;PEAR ESTER;(2E,4Z)-PEAR ESTER;ETHYL DECADIENOATE;FEMA 3148 USP/EP/BP;ETHYL-2,4-DECADIENOAT;ETHYL 2,4-DECADIENOATE;Ethyl(E,Z)-decadienoate;ETHYL T2 C4 DECADIENOATE;E,Z-Ethyl2,4-decadienoate
CBNumber
CB9758375
Molecular Formula
C12H20O2
Formula Weight
196.29
MOL File
3025-30-7.mol
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Ethyl 2-trans-4-cis-decadienoate Property

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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W314820
Product name
Ethyl 2-trans-4-cis-decadienoate
Purity
≥95%, stabilized, FG
Packaging
100g
Price
$255
Updated
2024/03/01
Sigma-Aldrich
Product number
W314820
Product name
Ethyl 2-trans-4-cis-decadienoate
Purity
≥95%, stabilized, FG
Packaging
1kg
Price
$1520
Updated
2024/03/01
Sigma-Aldrich
Product number
W314820
Product name
Ethyl 2-trans-4-cis-decadienoate
Purity
≥95%, stabilized, FG
Packaging
5kg
Price
$6550
Updated
2024/03/01
Sigma-Aldrich
Product number
W314811
Product name
Ethyl 2-trans-4-cis-decadienoate
Purity
natural, ≥95%, FG
Packaging
25g
Price
$278
Updated
2024/03/01
Sigma-Aldrich
Product number
W314811
Product name
Ethyl 2-trans-4-cis-decadienoate
Purity
natural, ≥95%, FG
Packaging
100g
Price
$847
Updated
2024/03/01
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Ethyl 2-trans-4-cis-decadienoate Chemical Properties,Usage,Production

Chemical Properties

clear colorless to yellowish liquid

Chemical Properties

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

Chemical Properties

Ethyl (2E,4Z)-2,4-Decadienoate (Ethyl 2-trans-4-cis-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.

Occurrence

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

Uses

The potential applications of Ethyl 2-trans-4-cis-decadienoate 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.
Ethyl 2-trans-4-cis-decadienoate (DDSE) is a flavoring that is largely responsible for the aroma of Williams pears is responsible.

Definition

Ethyl (2E,4Z)-deca-2,4-dienoate (Ethyl 2-trans-4-cis-decadienoate) 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 a natural product found in Euglena gracilis.

Production Methods

Stillingia oil is one of the fruits of the tallow tree native to China (Stillingia sebifera or Sapium sepiferum, Euphorbiaceae) vegetable fat. It contains about 5% of DDS in the form of glycerides by weight. Ethyl 2-trans-4-cis-decadienoate (DDSE) can be obtained from this by base-catalyzed transesterification with ethanol; however, in food law, this is not a natural process, so the product obtained cannot be called a natural flavouring.
A mixture of Stillingia oil (5 kg), natural ethanol (1.0 kg) and Novozym 435 (1.0 kg) was overlaid with nitrogen in a 20-liter glass vessel at 45 ° C and slowly stirred. The vessel was fitted with a water cooler to prevent losses and minimize evaporation. The approach was cancelled after an incubation period of 2 to 3 each Day. The filtered enzyme was added with fresh Stillingia oil and natural ethanol, and stirring was continued. All 10 cycles were performed, the content of Ethyl 2-trans-4-cis-decadienoate from the individual filtrates varied between 4.0 and 4.7% by weight.

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.

Ethyl 2-trans-4-cis-decadienoate Preparation Products And Raw materials

Raw materials

Lithium carbonate

Preparation Products

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Ethyl 2-trans-4-cis-decadienoate Suppliers

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View Lastest Price from Ethyl 2-trans-4-cis-decadienoate manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
FEMA 3148 3025-30-7
Price
US $1.00/Kg
Min. Order
1Kg
Purity
98%
Supply Ability
20T
Release date
2024-07-08
Chongqing Chemdad Co., Ltd
Product
FEMA 3148 3025-30-7
Price
US $300.00/KG
Min. Order
1KG
Purity
0.98
Supply Ability
20 tons
Release date
2024-06-03
Henan Fengda Chemical Co., Ltd
Product
FEMA 3148 3025-30-7
Price
US $10.00-2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-28

3025-30-7, Ethyl 2-trans-4-cis-decadienoateRelated Search:

FEMA 3148 Osaterone osaterone acetate SWINHOLIDE A SALOR-INT L165603-1EA 3,5-Decadienoic acid ethyl ester 7,9-Decadienoic acid ethyl ester (2E)-5,9-Dimethyl-2,8-decadienoic acid ethyl ester 4,9-Decadienoic acid ethyl ester 3,7-Decadienoic acid ethyl ester 5,7-Decadienoic acid ethyl ester 3,9-Decadienoic acid ethyl ester [R,(-)]-5,9-Dimethyl-2,8-decadienoic acid ethyl ester 6,9-Decadienoic acid ethyl ester 4,7-Decadienoic acid ethyl ester (4E,6E)-6,8-Dimethyl-3-oxo-4,6-decadienoic acid ethyl ester (4E)-2,4-Decadienoic acid ethyl ester 2,7-Decadienoic acid ethyl ester

  • 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
  • ETHYL TRANS-2-CIS-4-DECANDIENOATE
  • ETHYL T2 C4 DECADIENOATE
  • 2,4-DECADIENOIC ACID ETHYL ESTER
  • ETHYL TRANS-2 -CIS-4-DECADIENOATE 85+%&
  • Ethyl trans-2-cis-4-decandienoate, stabilized, mixture of isomers, 97%
  • ethyl-(E,Z)-2,4-decadienoate,ethyl-(2E,4Z)-decadienoate
  • 2,4-Decadienoic acid, ethyl ester, (2E,4Z)-
  • Ethyl-(2E,4Z)-2,4-decadienoat
  • ETHYL-2,4-DECADIENOAT
  • 2,4-DECADIENSUREETHYLESTER
  • (E,Z)-2,4-Decadienoic acid ethyl ester
  • ETHYL TRANS-2-CIS-4-DECANDIENOATE, 97%, STABILIZED, MIXTURE OF ISOMERS
  • (2E,4Z)-2,4-Decadienoic acid ethyl ester
  • Ethyl 2-trans-4-cis-decandienoate,97%,stabilized, mixture of isomers
  • Ethyl 2-trans-4-cis-decandienoate, stabilized, mixture of isomers, 97%
  • Ethyl tran-2-cis-4-decadienoate
  • ethyl (2E,4Z)-2,4-decadienoate
  • PEAR ESTER
  • 2,4-Decadienoic acid, ethyl ester, (E,Z)-
  • 4-Decadienoicacid,ethylester,(E,Z)-2
  • E,Z-Ethyl2,4-decadienoate
  • Ethyl (2E,4E)-2,4-decadienoate
  • ethyl (E)-2,(Z)-4-decadienoate
  • Ethyl (E,Z)-2,4-decadienoate
  • Ethyl 2,4 (E,Z)-decadienoate
  • ethyl(e,z)-2,4-decadienoate
  • ethylester,(e,z)-4-decadienoicacid
  • Ethyl 2-trans-4-cis-decadienoate technical, >=97.0% (sum of isomers, GC)
  • Ethyl(E,Z)-decadienoate
  • ethyl (2E,4Z)-deca-2,4-dienoate
  • Natural (2E,4Z)-decadienoate
  • FEMA 3148 USP/EP/BP
  • ETHYL DECADIENOATE
  • (2E,4Z)-Ethyl deca-2,4-dienoate
  • 3025-30-7
  • CH3CH24CHCHCHCHCO2C2H5
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