5309-56-8

Basic information

• Product Name: hexa-2,4-dienoic acid
• CAS NO: 5309-56-8
• Molecular Formula: C₆H₈O₂
• Molecular Weight: 112.128
• Mol File: 5309-56-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 233°Cat760mmHg
• Flash Point: 139.9°C
• Density: 1.024g/cm³
• CAS DataBase Reference: hexa-2,4-dienoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: hexa-2,4-dienoic acid(5309-56-8)
• EPA Substance Registry System: hexa-2,4-dienoic acid(5309-56-8)

Safety Data

• Hazardous Substances Data: 5309-56-8(Hazardous Substances Data)

Usage

General Description

Hexa-2,4-dienoic acid, also known as sorbic acid, is a chemical compound commonly used as a preservative in food and beverages to inhibit the growth of mold, yeast, and fungi. It is also used in cosmetic and personal care products to prevent the growth of bacteria and extend the shelf life of the products. Sorbic acid is a colorless, slightly odoriferous crystalline solid that is soluble in water and most organic solvents. It is considered safe for use in food and cosmetic products when used in the proper concentrations and is approved for use in many countries around the world. However, excessive consumption of sorbic acid may cause gastrointestinal discomfort and allergic reactions in some individuals.

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Downstream Products

• 821-00-1 Hexa-2,4-diensaeure-amid 
• 65937-49-7 hexa-2c,4t-dienoic acid isobutylamide 
• 471923-85-0 [[13-(tert-butyl-dimethyl-silanyloxy)-3,11-dimethyl-19-methylene-7-oxo-6,21-dioxa-bicyclo[15.3.1]heneicosa-2,8,10,14-tetraen-5-yl]-(4-methoxy-benzyloxy)-methyl]-hexa-2,4-dienoyl-carbamic acid 2-trimethylsilanyl-ethyl ester 
• 471923-86-1 (2Z,4E)-Hexa-2,4-dienoic acid [(R)-[(2E,8E,10Z,14E)-(1R,5S,13R,17R)-13-(tert-butyl-dimethyl-silanyloxy)-3,11-dimethyl-19-methylene-7-oxo-6,21-dioxa-bicyclo[15.3.1]henicosa-2,8,10,14-tetraen-5-yl]-(4-methoxy-benzyloxy)-methyl]-amide 
• 471923-89-4 (2Z,4E)-Hexa-2,4-dienoic acid [(R)-((2E,8E,10Z,14E)-(1R,5S,17R)-3,11-dimethyl-19-methylene-7,13-dioxo-6,21-dioxa-bicyclo[15.3.1]henicosa-2,8,10,14-tetraen-5-yl)-(4-methoxy-benzyloxy)-methyl]-amide 
• 471923-87-2 (2Z,4E)-Hexa-2,4-dienoic acid [(R)-((2E,8E,10Z,14E)-(1R,5S,13R,17R)-13-hydroxy-3,11-dimethyl-19-methylene-7-oxo-6,21-dioxa-bicyclo[15.3.1]henicosa-2,8,10,14-tetraen-5-yl)-(4-methoxy-benzyloxy)-methyl]-amide 
• 389123-28-8 [[13-(tert-butyl-dimethyl-silanyloxy)-3,11-dimethyl-19-methylene-7-oxo-6,21-dioxa-bicyclo[15.3.1]heneicosa-2,8,10,14-tetraen-5-yl]-(4-methoxy-benzyloxy)-methyl]-hexa-2,4-dienoyl-carbamic acid 2-trimethylsilanyl-ethyl ester 
• 389123-50-6 (2Z,4E)-Hexa-2,4-dienoic acid [(S)-[(2E,8E,10Z,14E)-(1R,5R,13R,17R)-13-(tert-butyl-dimethyl-silanyloxy)-3,11-dimethyl-19-methylene-7-oxo-6,21-dioxa-bicyclo[15.3.1]henicosa-2,8,10,14-tetraen-5-yl]-(4-methoxy-benzyloxy)-methyl]-amide 
• 389123-29-9 (2Z,4E)-Hexa-2,4-dienoic acid [(S)-((2E,8E,10Z,14E)-(1R,5R,17R)-3,11-dimethyl-19-methylene-7,13-dioxo-6,21-dioxa-bicyclo[15.3.1]henicosa-2,8,10,14-tetraen-5-yl)-(4-methoxy-benzyloxy)-methyl]-amide 
• 389123-51-7 (2Z,4E)-Hexa-2,4-dienoic acid [(S)-((2E,8E,10Z,14E)-(1R,5R,13R,17R)-13-hydroxy-3,11-dimethyl-19-methylene-7-oxo-6,21-dioxa-bicyclo[15.3.1]henicosa-2,8,10,14-tetraen-5-yl)-(4-methoxy-benzyloxy)-methyl]-amide 

Relevant articles and documents

The Mechanism of Dehydrating Bimodules in trans-Acyltransferase Polyketide Biosynthesis: A Showcase Study on Hepatoprotective Hangtaimycin

A bioassay-guided fractionation led to the isolation of hangtaimycin (HTM) from Streptomyces spectabilis CCTCC M2017417 and the discovery of its hepatoprotective properties. Structure elucidation by NMR suggested the need for a structural revision. A putative HTM degradation product was also isolated and its structure was confirmed by total synthesis. The biosynthetic gene cluster was identified and resembles a hybrid trans-AT PKS/NRPS biosynthetic machinery whose first PKS enzyme contains an internal dehydrating bimodule, which is usually found split in other trans-AT PKSs. The mechanisms of such dehydrating bimodules have often been proposed, but have never been deeply investigated. Here we present in vivo mutations and in vitro enzymatic experiments that give first and detailed mechanistic insights into catalysis by dehydrating bimodules.

Formal ring-opening/cross-coupling reactions of 2-pyrones: Iron-catalyzed entry into stereodefined dienyl carboxylates

Open access: Despite the exceptional level of sophistication in cross-coupling chemistry, reactions of substrates that incorporate the leaving group as an integral part into a heterocyclic scaffold are scarce. The title reaction outlines the utility of this reaction format (see scheme; acac=acetylacetonate), provides a convenient entry into stereodefined diene carboxylates, and adds a new chapter to the field of iron catalysis. Copyright

Total syntheses of (+)-zampanolide and (+)-dactylolide exploiting a unified strategy

The first total syntheses of (+)-zampanolide (1) and (+)-dactylolide (2), members of a new class of tumor cell growth inhibitory macrolides, have been achieved. Key features of the unified synthetic scheme included the stereocontrolled construction of the cis-2,6-disubstituted tetrahydropyran via a modified Petasis-Ferrier rearrangement, a highly convergent assembly of the macrocyclic domain, and, in the case of zampanolide, a Curtius rearrangement/acylation tactic to install the N-acyl hemiaminal. The complete relative and absolute stereochemistries for both (+)-zampanolide and (+)-dactylolide were also assigned, albeit tentatively in the case of (+)-zampanolide (1).