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Sorbic acid

Sorbic acid structure

Sorbic acid 

structure

Description

White or almost white, crystalline powder. Sorbic acid is a tasteless, white to yellow-white crystalline powder with a faint characteristic odor.


ChEBI: 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.

Sorbic acid Basic Attributes

0

112.13

Characteristics

37.3

1.33

Sorbic acid appears as white powder or crystals. Melting point 134.5°C. Slightly acidic and astringent taste with a faint odor.

1.2 g/cm³

134.5°C

228 deg C with decomposition.

127°C

Slightly soluble in water, freely soluble in ethanol (96 per cent).

Should be stored at temps below 40 deg C.

Vapour pressure, Pa at 20°C:

Relative vapour density (air = 1): 3.87

The dry finely powdered acid is a significant dust explosion hazard.

characteristic

Relatively tasteless

Safety Information

WG2100000

Sorbic acid is sensitive to oxidation, particularly in the presence of light; oxidation occurs more readily in aqueous solution than in the solid form. Sorbic acid may be stabilized by phenolic antioxidants such as 0.02% propyl gallate.Sorbic acid is combustible when exposed to heat or flame. When heated to decomposition, it emits acrid smoke and irritating fumes. The bulk material should be stored in a well-closed container, protected from light, at a temperature not exceeding 40℃.

Stable under recommended storage conditions.

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

H315

Sorbic acid is incompatible with bases, oxidizing agents, and reducing agents. Some loss of antimicrobial activity occurs in the presence of nonionic surfactants and plastics. Oxidation is catalyzed by heavy-metal salts. Sorbic acid will also react with sulfur-containing amino acids, although this can be prevented by the addition of ascorbic acid, propyl gallate, or butylhydroxytoluene.When stored in glass containers, the solution becomes very pH sensitive; therefore, preparations using sorbic acid as a preservative should be tested for their microbial purity after prolonged periods of storage.Aqueous solutions of sorbic acid without the addition of antioxidants are rapidly decomposed when stored in polypropylene, polyvinylchloride, and polyethylene containers.

|Warning|H315 (87.69%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 2222 companies from 42 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Sorbic acid Use and Manufacturing

Uses

Pharmaceutic aid (antimicrobial agent).

Production

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.

Fatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Unsaturated fatty acids [FA0103]|Cosmetics -> Preservative

Computed Properties

Molecular Weight:112.13
XLogP3:1.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:112.052429494
Monoisotopic Mass:112.052429494
Topological Polar Surface Area:37.3
Heavy Atom Count:8
Complexity:123
Undefined Bond Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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