4313-03-5 Usage
Description
trans,trans-2,4-Heptadienal is an organic compound that plays a crucial role in preventing the development of off-flavors in auto-oxidizing fats and oils. It can be synthesized through a series of chemical reactions, including reduction with LiAlH4 of the dienoic acid prepared by the Doebner synthesis, followed by oxidation with MnO2 of the resulting dienol to the corresponding dienal. The method of Marshall and Whiting is also used for its preparation.
Uses
Used in Food Industry:
trans,trans-2,4-Heptadienal is used as a flavor enhancer and preservative for fats and oils in the food industry. It helps maintain the quality and taste of these products by retarding or preventing the development of off-flavors caused by auto-oxidation. This ensures a longer shelf life and improved consumer experience for food products containing fats and oils.
Synthesis
By reduction with LiAlH4 of the dienoic acid prepared by the Doebner synthesis, followed by oxidation with MnO2 of the resulting dienol to the corresponding dienol; by the method of Marshall and Whiting.
Check Digit Verification of cas no
The CAS Registry Mumber 4313-03-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,3,1 and 3 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 4313-03:
(6*4)+(5*3)+(4*1)+(3*3)+(2*0)+(1*3)=55
55 % 10 = 5
So 4313-03-5 is a valid CAS Registry Number.
InChI:InChI=1/C7H10O/c1-2-3-4-5-6-7-8/h3-7H,2H2,1H3/b4-3-,6-5-
4313-03-5Relevant articles and documents
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Nishida,S.,Kataoka,F.
, p. 1297 - 1298 (1976)
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Iron-catalyzed aerobic oxidation of allylic alcohols: The issue of C=C bond isomerization
Liu, Jinxian,Ma, Shengming
supporting information, p. 5150 - 5153 (2013/11/06)
An aerobic oxidation of allylic alcohols using Fe(NO3) 3·9H2O/TEMPO/NaCl as catalysts under atmospheric pressure of oxygen at room temperature was developed. This eco-friendly and mild protocol provides a convenient pathway to the synthesis of stereodefined α,β-unsaturated enals or enones with the retention of the C-C double-bond configuration.
Straightforward preparation of (2E,4Z)-2,4-heptadien-1-ol and (2E,4Z)-2,4-heptadienal
Petroski, Richard J.
, p. 3233 - 3241 (2007/10/03)
A concise synthesis of (2E,4Z)-2,4-heptadien-1-ol and (2E,4Z)-2,4-heptadienal is presented. Commercially available (Z)-2-penten-1-ol was converted to ethyl-(2E,4Z)-2,4-heptadienoate by reaction with activated MnO2 and (carboethoxymethylene)triphenylphosphorane in the presence of benzoic acid as a catalyst. Ethyl-(2E,4Z)-2,4-hep-tadienoate was converted to (2E,4Z)-2,4-heptadien-1-ol with LiAlH4. The alcohol was partially oxidized to (2E,4Z)-2,4-heptadienal with MnO2. The title compounds are male-specific, antennally active volatile compounds from the Saltcedar leaf beetle, Diorhabda elongata Brulle (Coleoptera: Chrysomelidae) and have potential use in the biological control of the invasive weed saltcedar (Tamarix spp).
