2,4-Hexadienoic Acid

HCID 5251CAS 22500-92-1
Substructure searchFind similar structures

Basic information

Standard SMILES
CC=CC=CC(=O)O
InChIKey
WSWCOQWTEOXDQX-UHFFFAOYSA-N
Molecular formula
C6H8O2
Average molar mass
112.13 g/mol
Monoisotopic mass
112.0524295

Overview

(2E,4E)-2,4-Hexadienoic acid is a preservative for many foodstuffs. Generally used as K salt or (less frequently) as Ca salt. (2E,4E)-2,4-Hexadienoic acid is an antimicrobial agent against a wide variety of microorganisms, especially yeasts and moulds. (2E,4E)-2,4-Hexadienoic acid is a preservative action more efficient in acidic foods. Typical usage levels 500-2000 ppm (2E,4E)-2,4-Hexadienoic acid belongs to the family of Unsaturated Fatty Acids. These are fatty acids whose chain contains at least one CC double bond.

Names & identifiers

Preferred name
2,4-Hexadienoic Acid
IUPAC
hexa-2,4-dienoic acid
English name
Sorbic acid
Molecular formula
C6H8O2
Molecular weight
0

Names & synonyms

DTXSID20859193RefChem:1059823DTXCID408096702,4-Hexadienoic Acid22500-92-1Hexa-2,4-dienoic acidHexa-2,4-diensA currencyure(2E,4E)-2,4-Hexenoic acidSorbic Acid (SA)2,4 hexadienoic acidSCHEMBL1648CHEMBL4303486
Show more names
WSWCOQWTEOXDQX-UHFFFAOYSA-N5309-56-8HB8334LMFA01031012s4983AKOS030229959

Database identifiers

CAS
22500-92-1
PubChem CID
5251
DTXSID
DTXSID20859193
ChEMBL
CHEMBL4303486
EC Number
640-983-9

Properties

Computed structural properties

XLogP
1.3
Topological polar surface area
37.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
2
Heavy atoms
8

Experimental & physicochemical properties

LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Unsaturated fatty acids [FA0103]
CosmeticsPreservative
SpringerMaterials PropertiesCrystal structure
Animal DrugsPharmaceuticals -> UK Veterinary Medicines Directorate List

Physicochemical properties

solubility
Slightly soluble in water, freely soluble in ethanol (96 per cent).
Odor
characteristic
InChI
InChI=1S/C6H8O2/c1-2-3-4-5-6(7)8/h2-5H,1H3,(H,7,8)/b3-2+,5-4+
InChIKey
WSWCOQWTEOXDQX-MQQKCMAXSA-N
SMILES
C(O)(=O)/C=C/C=C/C
LogP
1.268 · 1.268 (est)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Chemical: 2,4-Hexadienoic acid

2,4-Hexadienoic Acid: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Toxicology

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Safety data

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H319-H315
Precautionary statements
P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362

Chemistry & industry

Uses & manufacturing

UsesUse (kg; approx.) in Germany (2009): >100
Use ClassificationCosmetics -> Preservative

Applications

UsesPharmaceutic aid (antimicrobial agent).

Upstream & downstream products

Upstream raw materials

Suppliers15 total

山西锦洋药用辅料有限公司18234787927
郑州裕和食品添加剂有限公司0371-56060979 13838386843
武汉市恒久化工有限公司17317534732 17671758929 · [email protected]
上海尚饮思生化医药有限公司021-021-57872719 13761402923 · [email protected]
济南圣丰工贸有限公司186-15597515 17615809616

Additional notes

DefinitionChEBI: A hexadienoic acid with double bonds at C-2 and C-4; it has four geometrical isomers, of which the trans,trans-form is naturally occurring.

Related reactions

16 records
New reaction record

Linked notes

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