2,4-Hexadienoic Acid

HCID 5251CAS 22500-92-1

基本情報

標準SMILES: CC=CC=CC(=O)O
InChIKey: WSWCOQWTEOXDQX-UHFFFAOYSA-N
分子式: C6H8O2
平均分子量: 112.13 g/mol
単同位体質量: 112.0524295

概要

(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.

名称と識別子

優先名称: 2,4-Hexadienoic Acid
IUPAC: hexa-2,4-dienoic acid
英語名: Sorbic acid
分子式: C6H8O2
分子量: 0

名称と別名

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

名称をさらに表示

WSWCOQWTEOXDQX-UHFFFAOYSA-N5309-56-8HB8334LMFA01031012s4983AKOS030229959

データベース識別子

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

物性

構造計算による物性

XLogP: 1.3
極性表面積: 37.3 Å²
水素結合供与体数: 1
水素結合受容体数: 2
回転可能結合数: 2
重原子数: 8
形式電荷: 0
複雑度: 122

実験および物理化学的性質

LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Unsaturated fatty acids [FA0103]

CosmeticsPreservative

SpringerMaterials PropertiesCrystal structure

Animal DrugsPharmaceuticals -> UK Veterinary Medicines Directorate List

物理化学的性質

溶解性: 96 %）。 · 水に溶けにくく、エタノールに溶けやすい（96%）。
臭い (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)

化学的性質

化学的特性Sorbic acid is a tasteless, white to yellow-white crystalline powder with a faint characteristic odor.

安全と法規制

GHS分類

GHS Classification · 4 件

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.

危険有害性情報

Regulatory Information · 2 件

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%)

毒性情報

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

安全データ

危険有害性情報: コード危険有害性情報危険有害性クラス区分注意喚起語シンボル P コード H315

化学と産業

用途と製造

UsesUse (kg; approx.) in Germany (2009): >100

Use ClassificationCosmetics -> Preservative

応用分野

使用Pharmaceutic aid (antimicrobial agent).

調製方法 · 1 件

Naturally occurring sorbic acid may be extracted as the lactone (parasorbic acid) from the berries of the mountain ash Sorbus aucuparia L. (Fam. Rosaceae). Synthetically, sorbic acid may be prepared by the condensation of crotonaldehyde and ketene in the presence of boron trifluoride; by the condensation of crotonaldehyde and malonic acid in pyridine solution; or from 1,1,3,5- tetraalkoxyhexane. Fermentation of sorbaldehyde or sorbitol with bacteria in a culture medium has also been used.