3025-30-7 Usage
Chemical Properties
Different sources of media describe the Chemical Properties of 3025-30-7 differently. You can refer to the following data:
1. clear colorless to yellowish liquid
2. 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.
3. 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.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 3025-30-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,0,2 and 5 respectively; the second part has 2 digits, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 3025-30:
(6*3)+(5*0)+(4*2)+(3*5)+(2*3)+(1*0)=47
47 % 10 = 7
So 3025-30-7 is a valid CAS Registry Number.
InChI:InChI=1/C12H20O2/c1-3-5-6-7-8-9-10-11-12(13)14-4-2/h8-11H,3-7H2,1-2H3/b9-8-,11-10+
3025-30-7Relevant articles and documents
Stereoselective synthesis of pear ester
Shakhmaev,Sunagatullina, A. Sh,Akimova,Zorin
, p. 1017 - 1019 (2017)
A simple two-step synthesis of ethyl-(2E,4Z)-deca-2,4-dienoate based on Fe-catalyzed cross-coupling of ethyl-(2E,4Z)-5-chloropenta-2,4-dienoate, which was obtained via one-pot oxidation and olefination of readily available (2Z)-3-chloroprop-2-en-1-ol by n-pentylmagnesiumbromide, was developed.
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Naef,F.,Degen,P.
, p. 1939 - 1949 (1971)
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Bisexual attractants, aggregants and arrestants for adults and larvae of codling moth and other species of lepidoptera
-
, (2008/06/13)
Novel bisexual attractants for lepidopterous insect pests isolated from pears or apples. A method for monitoring and control of codling moth and other species of Lepidoptera comprising a lure and kill, mating disruption or mass trapping strategy. A method of using a formulation containing the bisexual attractants with or without an insecticide and/or pheromone for control of the insect pests.
Highly cis-selective Wittig reactions employing α-heterosubstituted ylids
Zhang, Xin-Ping,Schlosser, Manfred
, p. 1925 - 1928 (2007/10/02)
1-Alkenyl chlorides, bromides or iodides can be obtained with very high cis selectivities through Wittig reaction employing α-chloro, α-bromo α-iodo ylids derive from tris(2-methoxymethoxyphenyl)phospine. The corresponding α-methoxy substituted ylid produces enethers with again remarkably high cis/trans ratios. Palladium(II) catalyzed coupling of (Z)-1-iodo-1-heptene with ethyl acrylate affords ethyl (2E,4Z)-2-4-decadienoate, the Bartlett pear fragrance, with almost quantitative yield.
