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
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)
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
N-Bromosuccinimide Price
- Product number
- W314820
- Product name
- Ethyl 2-trans-4-cis-decadienoate
- Purity
- ≥95%, stabilized, FG
- Packaging
- 100g
- Price
- $255
- Updated
- 2024/03/01
- Product number
- W314820
- Product name
- Ethyl 2-trans-4-cis-decadienoate
- Purity
- ≥95%, stabilized, FG
- Packaging
- 1kg
- Price
- $1520
- Updated
- 2024/03/01
- Product number
- W314820
- Product name
- Ethyl 2-trans-4-cis-decadienoate
- Purity
- ≥95%, stabilized, FG
- Packaging
- 5kg
- Price
- $6550
- Updated
- 2024/03/01
- Product number
- W314811
- Product name
- Ethyl 2-trans-4-cis-decadienoate
- Purity
- natural, ≥95%, FG
- Packaging
- 25g
- Price
- $278
- Updated
- 2024/03/01
- Product number
- W314811
- Product name
- Ethyl 2-trans-4-cis-decadienoate
- Purity
- natural, ≥95%, FG
- Packaging
- 100g
- Price
- $847
- Updated
- 2024/03/01
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
Preparation Products
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View Lastest Price from Ethyl 2-trans-4-cis-decadienoate manufacturers
- Product
- FEMA 3148 3025-30-7
- Price
- US $1.00/Kg
- Min. Order
- 1Kg
- Purity
- 98%
- Supply Ability
- 20T
- Release date
- 2024-07-08
- 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
- 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