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Phenyl salicylate

Product Name
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
Formula Weight
214.22
MOL File
118-55-8.mol
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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
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
CAS DataBase Reference
118-55-8(CAS DataBase Reference)
NIST Chemistry Reference
Benzoic acid, 2-hydroxy-, phenyl ester(118-55-8)
EPA Substance Registry System
Phenyl salicylate (118-55-8)
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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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

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

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

Phenyl salicylate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Phenyl salicylate manufacturers

Shandong Juchuang Chemical Co., LTD
Product
Salicylic Acid Phenyl 118-55-8
Price
US $38.00-22.00/kg
Min. Order
500kg
Purity
99.9
Supply Ability
200tons
Release date
2024-03-13
Hebei Yanxi Chemical Co., Ltd.
Product
Phenyl salicylate 118-55-8
Price
US $40.00-40.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-09-12
Suzhou Yuanrui Bio-Tech Co., Ltd
Product
Phenyl salicylate 118-55-8
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
50tons
Release date
2023-11-19

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