118-56-9

Basic information

• Product Name: Homosalate
• Synonyms: SALICYLIC ACID 3,3,5-TRIMETHYLCYCLOHEXYL ESTER;trimethylcyclohenyl salicylate;Benzoic acid, 2-hydroxy-, 3,3,5-trimethylcyclohexyl ester;Benzoicacid,2-hydroxy-,3,3,5-trimethylcyclohexylester;component of Coppertone;Coppertone;Filtersol ''A'';Filtrosol A
• CAS NO: 118-56-9
• Molecular Formula: C₁₆H₂₂O₃
• Molecular Weight: 262.34
• EINECS: 204-260-8
• Product Categories: EUSOLEX
• Mol File: 118-56-9.mol
• Article Data: 36

Chemical Properties

• Boiling Point: 161-165°C (12 torr)
• Flash Point: 169 - 173℃
• Appearance: Viscous or light yellow to slightly tan liquid or oil
• Density: 1.05
• Vapor Pressure: 4.17E-05mmHg at 25°C
• Refractive Index: n20 1.516 to 1.518
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Slightly), DMSO (Slightly)
• PKA: 8.10±0.30(Predicted)
• Water Solubility: <0.1 g/100 mL at 26℃
• BRN: 2731604
• CAS DataBase Reference: Homosalate(CAS DataBase Reference)
• NIST Chemistry Reference: Homosalate(118-56-9)
• EPA Substance Registry System: Homosalate(118-56-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/39
• WGK Germany: 2
• Hazardous Substances Data: 118-56-9(Hazardous Substances Data)

Usage

Chemical Properties

Liquid.

Uses

Different sources of media describe the Uses of 118-56-9 differently. You can refer to the following data:
1. Homosalate used as a UV filter in various personal skin care formulations and cosmetics.
2. UV screen, analgesic
3. homosalate is a chemical uVB absorber included in the FDA’s Category I Sunscreen Chemical list. Its approved usage level is 4 to 15 percent by the FDA and 10 percent by the european union’s Cosmetic Directive.

Definition

A homolog of menthyl salicylate.

Brand name

Eusolex (Rona Laboratories, Great Britain); Heliophan (Greeff).

General Description

Viscous or light yellow to slightly tan liquid or oil.

Air & Water Reactions

Homosalate will hydrolyze under basic conditions. . Insoluble in water.

Reactivity Profile

An ester and a phenol. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

Fire Hazard

Homosalate is probably combustible.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C16H22O3/c1-11-8-12(10-16(2,3)9-11)19-15(18)13-6-4-5-7-14(13)17/h4-7,11-12,17H,8-10H2,1-3H3

Synthetic route

3,3,5-trimethylcyclohexanol (116-02-9) + methyl salicylate (119-36-8) → Homosalate (118-56-9)

Conditions	Yield
With potassium carbonate; ammonium bromide at 180℃; for 13h; Concentration; Reagent/catalyst; Temperature;	81.1%

Homosalate (118-56-9) → cis-2-hydroxycyclohexanecarboxylic acid 3,3,5-trimethylcyclohexyl ester + trans-2-hydroxycyclohexanecarboxylic acid 3,3,5-trimethylcyclohexyl ester

Conditions	Yield
With 5% rhodium-on-charcoal; hydrogen In water; isopropyl alcohol at 80℃; under 3750.38 Torr;	A n/a B n/a

Upstream product

• 116-02-9 3,3,5-trimethylcyclohexanol 
• 119-36-8 methyl salicylate 

Related news

Homosalate (cas 118-56-9) aggravates the invasion of human trophoblast cells as well as regulates intracellular signaling pathways including PI3K/AKT and MAPK pathways☆08/26/2019

Homosalate is an organic ultraviolet filter used in most sunscreens but has been reported to be toxic to marine organisms. The estrogenic activity of homosalate has also been reported, but its endocrine-disrupting effect remains unclear. Although homosalate has been detected in human placental t...detailed

Relevant articles and documents

Synthetic method of homosalate

The invention provides a method for synthesizing homosalate through an ester exchange reaction of methyl salicylate or ethyl salicylate and 3,3,5-trimethylcyclohexanol under the catalysis of an alkali. The method has the advantages of simple operation, high conversion rate, economy, environmental protection, and suitableness for industrial production.

PROCESS FOR TREATING SOL-GEL CAPSULES

The present invention relates to a process for treating sol-gel capsules comprising a cosmetic or pharmaceutical active material with an inorganic material, as well as sol-gel capsules produced by a process according to the present invention and formulations comprising such sol-gel capsules.

COSMETIC COMPOSITIONS COMPRISING AN ESTER DERIVED FROM 4-CARBOXY-2-PYRROLIDINONE AND A LIPOPHILIC SCREENING AGENT; USE OF SAID DERIVATIVE AS A SOLVENT FOR A BENZOPHENONE LIPOPHILIC SCREENING AGENT

The present invention relates to a composition comprising, in a cosmetically acceptable medium, at least one ester derived from 4-carboxy-2-pyrrolidinone, of formula (I) below: in which: R1 denotes a linear or branched C1-C20 alkyl radical,R2 denotes a linear or branched C1-C20 alkyl radical that may contain a C5-C6 ring, the phenyl radical, the benzyl radical or the phenethyl radical,and at least one benzophenone-type lipophilic UV screening agent. The present invention also relates to the use of at least one ester derived from 4-carboxy-2-pyrrolidinone, of formula (I), as defined above, in a composition comprising, in a cosmetically acceptable medium, at least one benzophenone-type lipophilic UV screening agent, as a solvent for said benzophenone screening agent, in and/or as an agent for improving the solubility of said benzophenone screening agent in said composition or with the aim of improving the sun protection factor.