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82070

Sigma-Aldrich

Sorbic acid

tested according to Ph. Eur.

Synonym(s):

Acidum sorbicum, α-trans-γ-trans-Sorbic acid, (E,E)-1,3-Pentadiene-1-carboxylic acid, 2,4-Hexadienoic acid, 2E,4E-Hexadienoic acid, trans,trans-2,4-Hexadienoic acid, C6:2n-2,4, NSC 35405, NSC 49103, NSC 50268

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About This Item

Linear Formula:
CH3CH=CHCH=CHCOOH
CAS Number:
110-44-1
Molecular Weight:
112.13
Beilstein:
1098547
EC Number:
203-768-7
MDL number:
MFCD00002703
UNSPSC Code:
12352100
PubChem Substance ID:
329769233
NACRES:
NA.21

Agency

USP/NF
tested according to Ph. Eur.

Quality Level

100

vapor pressure

0.01 mmHg ( 20 °C)

form

crystals

mp

132-135 °C (lit.)

antibiotic activity spectrum

fungi

Mode of action

enzyme | inhibits

SMILES string

C\C=C\C=C\C(O)=O

InChI

1S/C6H8O2/c1-2-3-4-5-6(7)8/h2-5H,1H3,(H,7,8)/b3-2+,5-4+

InChI key

WSWCOQWTEOXDQX-MQQKCMAXSA-N

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General description

Sorbic acid is an organic acid. It is weakly acidic in nature. Its permeability through an edible film made of methylcellulose and palmitic acid has been evaluated.

Application

Sorbic acid may be employed as a starting reagent for the synthesis of p-toluic acid and alkyl-p-toluates.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

260.6 °F - closed cup

Flash Point(C)

127 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL8470
BCCJ9789
BCCJ5342
BCCG3537
BCCF7326

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Sorbic Acid as a Renewable Resource for Atom-Economic and Selective Production of p-Toluic Acid and Alkyl-p-Toluates: Intermediates to Bioterephthalic Acid and Esters.
Berard S, et al.
Industrial & Engineering Chemistry Research, 54(28), 7164-7168 (2015)
Zeljkica Jandric et al.
Frontiers in microbiology, 4, 350-350 (2013-12-11)
Weak organic acids such as sorbic acid are important food preservatives and powerful fungistatic agents. These compounds accumulate in the cytosol and disturb the cellular pH and energy homeostasis. Candida glabrata is in many aspects similar to Saccharomyces cerevisiae. However
Sorbic Acid and Potassium Sorbate Permeability of an Edible Methylcellulose-Palmitic Acid Film: Water Activity and pH Effects.
Rico-Pe?a DC and Antonio Torres J.
Journal of Food Science, 56(2), 497-499 (1991)
A Vermeulen et al.
Food microbiology, 32(2), 389-396 (2012-09-19)
The microbial stability of intermediate moisture foods (IMF) is linked with the possible growth of osmophilic yeast and xerophilic moulds. As most of these products have a long shelf life the assessment of the microbial stability is often an important
Malcolm Stratford et al.
International journal of food microbiology, 161(3), 164-171 (2013-01-22)
Weak-acid preservatives commonly used to prevent fungal spoilage of low pH foods include sorbic and acetic acids. The "classical weak-acid theory" proposes that weak acids inhibit spoilage organisms by diffusion of undissociated acids through the membrane, dissociation within the cell
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