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Phenyl salicylate

CAS No.
118-55-8
Chemical Name:
Phenyl salicylate
Synonyms
SALOL;FEMA 3960;Salphenyl;PHENYL 2-HYDROXYBENZOATE;Musol;NSC33406;NSC 33406;NSC-33406;Seesorb 201;'LGC' (2411)
CBNumber:
CB9322550
Molecular Formula:
C13H10O3
Molecular Weight:
214.22
MDL Number:
MFCD00002213
MOL File:
118-55-8.mol
MSDS File:
SDS
Last updated:2024-03-13 16:52:01

Phenyl salicylate Properties

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
pka 8.71±0.10(Predicted)
form Fine Crystalline Powder
color White
Odor at 100.00 %. mild sweet fruity balsam
Odor Type balsamic
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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS09
Signal word  Warning
Hazard statements  H315-H317-H319-H411
Precautionary statements  P261-P264-P273-P280-P302+P352-P305+P351+P338
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

Phenyl salicylate price More Price(30)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 149187 Phenyl salicylate ReagentPlus , 99% 118-55-8 250g $67.5 2024-03-01 Buy
Sigma-Aldrich 149187 Phenyl salicylate ReagentPlus , 99% 118-55-8 50g $57.8 2023-06-20 Buy
TCI Chemical S0017 Phenyl Salicylate >98.0%(GC) 118-55-8 25g $26 2024-03-01 Buy
TCI Chemical S0017 Phenyl Salicylate >98.0%(GC) 118-55-8 500g $95 2024-03-01 Buy
Alfa Aesar B20686 Phenyl salicylate, 99% 118-55-8 100g $31.7 2024-03-01 Buy
Product number Packaging Price Buy
149187 250g $67.5 Buy
149187 50g $57.8 Buy
S0017 25g $26 Buy
S0017 500g $95 Buy
B20686 100g $31.7 Buy

Phenyl salicylate Chemical Properties,Uses,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.

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

100-47-0
69-72-7
118-55-8
Synthesis of Phenyl salicylate from Benzonitrile and Salicylic acid
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View Lastest Price from Phenyl salicylate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Salicylic Acid Phenyl pictures 2024-03-13 Salicylic Acid Phenyl
118-55-8
US $38.00-22.00 / kg 500kg 99.9 200tons Shandong Juchuang Chemical Co., LTD
Phenyl salicylate pictures 2023-11-19 Phenyl salicylate
118-55-8
US $0.00-0.00 / kg 1kg 99% 50tons Suzhou Yuanrui Bio-Tech Co., Ltd
Phenyl salicylate pictures 2023-10-08 Phenyl salicylate
118-55-8
US $0.00-0.00 / kg 1kg 99% 100MT Wuhan Han Sheng New Material Technology Co.,Ltd
  • Phenyl salicylate pictures
  • Phenyl salicylate
    118-55-8
  • US $0.00-0.00 / kg
  • 99%
  • Wuhan Han Sheng New Material Technology Co.,Ltd
Phenyl 2-hydroxybenzoate(Phenyl salicylate) Phenyl salicy Phenyl salicylate,Salol Phenyl Salicylate, crystal Phenyl Salicylate Melting Point Standard (500 mg) (Approximately 41 degrees) Phenyl salicylate, 99% 250GR 2-Hydroxybenzoic Acid Phenyl Ester Phenyl 2-Hydroxybenzoate Salicylic Acid Phenyl Ester Salicylic acid phenyl Phenyl salicylate, 2-(Phenoxycarbonyl)phenol, Salol Phenyl Salicytate Phenyl salicylate melting point standard Mettler-Toledo Calibration substance ME 30034252, Phenyl salicylate Phenyl salicylate ReagentPlus(R), 99% Phenyl salicylate Vetec(TM) reagent grade, 98% Salol 2-Hydroxybenzoic Acid Phenyl Ester Phenyl 2-Hydroxybenzoate Salicylic Acid Phenyl Ester 2-HYDROXYBENZOIC ACID PHENYL ESTER 'LGC' (2411) 'LGC' (2613) LABOTEST-BB LT00053052 Disperse Dye Blue EXSF AURORA KA-3673 Phenyl Salicylate/Phenyl 2-hydroxybenzoate/Salol SALICYLIC ACID PHENYL ESTER PHENYL SALICYLATE PHENYL-O-HYDROXYBENZOATE O-HYDROXYBENZOIC ACID PHENYL ESTER PHENYL SALICYLATE 99+% Phenyl2-hydroxybenzoate=Salol PHENYLSALICYLATE,CRYSTAL,PURIFIED Phenylsalicylat Benzoicacid,2-hydroxy-,phenylester Fenylester kyseliny salicylove fenylesterkyselinysalicylove Musol Phenol salicylate Seesorb 201 Seesorb K 201 2-hydroxy-benzoicaciphenylester 2-Phenoxycarbonylphenol Phenyl salicylate 118-55-8 Salicylic Acid Phenyl Ester Phenyl salicylate Phenyl salicylate CAS:118-55-8 Phenyl Salicylate > Phenyl salicylate USP/EP/BP Phenyl Salicylate (Salol) extrapure, 99% Phenyl Salicylate, Extra Pure, SLR, Fisher Chemical FEMA 3960 SALOL PHENYL 2-HYDROXYBENZOATE Salphenyl NSC 33406 NSC33406 NSC-33406 Phenyl Salicylate, ≥ 98.0% 118-55-8 204-259-2 2HOC6H4CO2C6H5 C6H4OHCOOC6H5