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4313-03-5

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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-

4313-03-5 Well-known Company Product Price

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  • TCI America

  • (H0681)  trans,trans-2,4-Heptadienal  >90.0%(GC)

  • 4313-03-5

  • 5mL

  • 715.00CNY

  • Detail

4313-03-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name trans,trans-2,4-Heptadienal

1.2 Other means of identification

Product number -
Other names 2,4-HEPTADIENAL

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4313-03-5 SDS

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.

Synthesis and biological activity of α,β,γ,δ-unsaturated aldehydes from diatoms

Adolph, Sven,Poulet, Serge A.,Pohnert, Georg

, p. 3003 - 3008 (2007/10/03)

α,β,γ,δ-Unsaturated aldehydes have gained increasing attention since 2,4-decadienal and 2,4,7-decatrienal were isolated from the diatom Thalassiosira rotula and characterized as cell antiproliferative metabolites. Structurally related α,β,γ,δ-unsaturated aldehydes were found in this alga as well as in other diatom species. We present a short and universal synthesis of this compound class along with a structure-activity study of the potential to inhibit sea urchin egg cleavage. Pd0- or CoII-mediated cross coupling of 5-iodo-penta-2,4-dienal with organo-zincates allows the fast and flexible synthesis of numerous aldehydes from this universal precursor. The stereochemistry of the double bond system of the precursor was preserved during the coupling. Bioassays showed that the polarity of the side chain is important for antiproliferative activity with 2,4-decadienal as the most active compound tested compared to the shorter-chain aliphatic homologues and to ω-oxo acids with conjugated double systems. In contrast, the double bond geometry has no influence on biological activity. The α,β-unsaturated 2E-decenal was also highly active, while activity diminished in the case of saturated aldehydes of similar chain length. 1-Decanol, 2-decanone and decanoic acid were not active.

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