ChemicalBook > CAS DataBase List > Phenyl salicylate

Phenyl salicylate

CAS No.118-55-8
Chemical Name:Phenyl salicylate
CBNumber:CB9322550
Molecular Formula:C13H10O3
Formula Weight:214.22
MOL File:118-55-8.mol

Phenyl salicylate Property

Melting point 41-43 °C (lit.)
Boiling point 172-173 °C/12 mmHg (lit.)
Density 1.250g/cm3
refractive index 1.5090 (estimate)
FEMA 3960 | PHENYL SALICYLATE
Flash point >230 °F
storage temp. 2-8°C
solubility dioxane: 0.1 g/mL, clear, colorless
form Fine Crystalline Powder
pka 8.71±0.10(Predicted)
color White
Odor at 100.00 %. mild sweet fruity balsam
Odor Type balsamic
biological source synthetic
Water Solubility Soluble in alcohol, ether, chloroform, turpentine, acetone and benzene. Sparingly soluble in chloroformbenzene. Insoluble in water.
Merck 14,7310
JECFA Number 736
BRN 393969
Dielectric constant 6.3（50.0℃）
Stability Light sensitive. Incompatible with strong oxidants. Flammable.
LogP 3.55
Substances Added to Food (formerly EAFUS) PHENYL SALICYLATE
FDA 21 CFR 177.1010; 310.545
CAS DataBase Reference 118-55-8(CAS DataBase Reference)
EWG's Food Scores 1-3
FDA UNII 28A37T47QO
ATC code G04BX12
NIST Chemistry Reference Benzoic acid, 2-hydroxy-, phenyl ester(118-55-8)
EPA Substance Registry System Phenyl salicylate (118-55-8)
UNSPSC Code 41116107
NACRES NA.24

Safety

Hazard Codes :Xi
Risk Statements :36/37/38
Safety Statements :26-36-24/25
RIDADR :UN 3077 9 / PGIII
WGK Germany :2
RTECS :VO6125000
TSCA :Yes
HS Code :29182300

NFPA 704:

	1
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H315-H317-H319-H411
Precautionary statements P261-P264-P273-P280-P302+P352-P305+P351+P338

Phenyl salicylate Price More Price(15)

Brand: Sigma-Aldrich(India)
Product number: W396001
Product name : Phenyl salicylate
Purity: ≥99%, FG
Packaging: 1SAMPLE
Price: ₹5141.88
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: W396001
Product name : Phenyl salicylate
Purity: ≥99%, FG
Packaging: 1KG
Price: ₹8638.35
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: W396001
Product name : Phenyl salicylate
Purity: ≥99%, FG
Packaging: 5KG
Price: ₹34694.13
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: PHR1152
Product name : Phenyl salicylate melting point standard
Purity: Pharmaceutical Secondary Standard; Certified Reference Material
Packaging: 1G
Price: ₹8995.58
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 44770
Product name : Mettler-Toledo Calibration substance ME 30034252, Phenyl salicylate
Purity: traceable to primary standards
Packaging: 5G
Price: ₹5726.43
Updated: 2022/06/14
Buy: Buy

Phenyl salicylate Chemical Properties,Usage,Production

Description Phenyl salicylate, also referred to as salol, is a member of the hydroxybenzoic acid family of organic compounds. Its chemical formula is C13H10O3. It is manufactured through the chemical reaction between phenol and salicylic acid. Phenyl salicylate is a good antiseptic that is used in the production of toothpaste. It has several medical properties, including its ability to act as an analgesic, anti-septic with antibacterial properties, and antipyretic to reduce fever. Additionally, it can be utilized for treating lower urinary tract inflammation. Although it is no longer widely used in human medicine, it is still employed in veterinary medicine.
Chemical Properties Phenyl salicylate is a white crystalline solid that has a balsamic type odor. It readily dissolves in ether, benzene, and chloroform, and can be dissolved in ethanol, but is almost insoluble in water and glycerol.
Uses Phenyl salicylate is used as an analgesic and antipyretic. It is also used in the manufacture of polymer plastics, lacquers, waxes, polishes, adhesives, and sunscreen products(suntan oils and cremes). As light absorber to prevent discoloration of plastics. It is also a fragrance ingredient, but has limited use. in veterinary use as an external disinfectant and intestinal antiseptic agent.
Preparation Phenyl salicylate was synthesized by esterification of salicylic acid and phenol in the presence of catalyst sulfuric acid. The esterification liquid is neutralized, washed with water and distilled to obtain the finished product. It also can preparation by the action of phosphorus oxychloride on a mixture of phenol and salicylic acid (Merck Index, 1968).
Definition ChEBI: Phenyl salicylate is a benzoate ester that is the phenyl ester of salicylic acid. Also known as salol, it can be formed by heating salicylic acid with phenol and is used in the manufacture of some polymers, lacquers, adhesives, waxes and polishes. It has a role as an ultraviolet filter. It is a benzoate ester, a member of phenols and a member of salicylates. It derives from a salicylic acid.
Taste threshold values Sweet, mildly medicinal taste at concentrations near 50 ppm.
Toxicity evaluation The acute oral LD₅₀ value in rats was reported as 3 g/kg and the acute dermal LD₅₀ value in rabbits exceeded 5 g/kg (Levenstein, 1975). The probable LD in man is 50-500 mg/kg. The toxic effects of phenyl salicylate are similar to those of phenol but do not include a corrosive action on the alimentary canal (Dittmer, 1959).
General Description Phenyl salicylate is a phenyl ester of salicylic acid and is used as a medicine under the name ′salol′ as an internal antiseptic. It finds its application in paints, waxes, and varnishes as it is found to absorb UV radiation in the range of 290-325 nm. It also shows its presence in cosmetics and sunscreens as a UV filter.
Air & Water Reactions Insoluble in water.
Reactivity Profile Incompatible with bromine water, ferric salts, camphor, phenol, chloral hydrate, monobrominated camphor, thymol, or urethane in trituration. .
Fire Hazard Flash point data for Phenyl salicylate are not available, however Phenyl salicylate is probably combustible.
Pharmacology Phenyl salicylate was found to have slight analgesic activity against pain stimuli in mice (Kameyama, 1961), but ip administration of 500 mg/kg showed no analgesic action against an electric shock applied to the tails of mice (McKenzie & Beechey, 1962). In vitro studies on cartilage and rat-liver mitochondria have shown that phenyl salicylates are more active than salicylates in uncoupling oxidative phosphorylation (Bostrom, Berntsen & Whitehouse, 1964).
Safety Profile Moderately toxic by ingestion. Experimental teratogenic and reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS
Metabolism According to Baas (1890) from 44 to 96% of a dose (5-8 g) of phenyl salicylate is hydrolysed in man and none of it is found in the faeces. An increase in the ethereal sulphates of the urine after its ingestion is due, no doubt, to the phenol liberated (Williams, 1959). Phenyl salicylate is hydrolysed in the gut primarily to phenol and salicylic acid, which are rapidly absorbed and excreted (Fassett, 1963), but it was not hydrolysed by a partially purified preparation of acetylarylesterase from human plasma (Augustinsson & Ekedahl, 1962). Intestinal absorption and excretion of orally administered phenyl salicylate were studied in rabbits and dogs by analysis of blood and urine samples; oral administration of glucosamine hydrochloride increased the blood concentration of phenyl salicylate but had little effect on urinary excretion (Tanaka, Kojima & Matsubara, 1961).
Purification Methods Fractionally crystallise salol from its melt, then crystallise it from *benzene. [Beilstein 10 IV 154.]
References https://pubchem.ncbi.nlm.nih.gov/compound/Phenyl_salicylate
http://www.wisegeek.com/what-are-the-medical-uses-of-phenyl-salicylate.htm
https://en.wikipedia.org/wiki/Phenyl_salicylate
https://www.sigmaaldrich.com/SG/en/product/sial/phr1152