3025-30-7 Usage
Description
FEMA 3148, also known as Ethyl (2E,4Z)-2,4-Decadienoate, is a natural aroma compound that has a characteristic pear-like flavor and a light fruity aroma. It is a clear colorless to yellowish liquid that is found in various fruits such as apple, pear, grape, pear brandy, and quince. It is synthesized from (Z)-1-heptenyl bromide, which is converted into a 1-heptenyllithium cuprate complex with lithium and copper iodide, and then reacted with ethyl propiolate to yield a mixture of ethyl (2E,4Z)and ethyl (2E,4E)-2,4-decadienoate. Pure Ethyl (2E,4Z)-2,4-Decadienoate is obtained by fractional distillation, and a biotechnological process for its preparation has also been developed.
Uses
Used in Flavor and Fragrance Industry:
FEMA 3148 is used as a flavoring agent for enhancing the profile of various fruits such as guava, melon, pear, apple, banana, kiwi, grape, golden delicious apple, fruit cocktail juices, fruit nectar, mamey, and other tropical backgrounds. It imparts a sweet ripe pear, creamy, and slightly fatty aroma with fruity, green, waxy apple, and fleshy nuances.
Used in Food and Beverage Industry:
FEMA 3148 is used as a flavor enhancer in food and beverage products to impart a natural fruity aroma and taste. It is particularly useful in products that require a ripe pear or apple flavor, such as fruit juices, nectars, and other fruit-based beverages.
Used in Cosmetic and Personal Care Industry:
FEMA 3148 is used as a fragrance ingredient in cosmetic and personal care products to provide a fresh, fruity, and slightly fatty scent. It can be used in products such as perfumes, body lotions, and shower gels to create a pleasant and natural aroma experience.
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.
Synthesis Reference(s)
Tetrahedron, 36, p. 1961, 1980 DOI: 10.1016/0040-4020(80)80209-2
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.
