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

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

Uses

Used in Personal Skin Care and Cosmetics Industry:
Homosalate is used as a UV filter for protecting the skin from harmful UV radiation. It is incorporated into various personal skin care formulations and cosmetics to provide sun protection and prevent sunburn.
Used as a UV Screen:
Homosalate is used as a UV screen to absorb ultraviolet radiation and protect the skin from damage caused by the sun's rays.
Used as an Analgesic:
Homosalate has also been found to possess analgesic properties, making it useful for relieving pain and discomfort.
Brand Names:
Some of the brand names under which Homosalate is marketed include Eusolex (Rona Laboratories, Great Britain) and Heliophan (Greeff).

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.

Method to reduce substantivity of cloth staining caused by sunscreens

Suggested is a cosmetic and/or pharmaceutical preparation, especially dermatological preparation and its used for the protection of the human skin and human hair against the harmful effects of ultraviolet solar radiation comprising the water soluble UVA absorbing substance disodium phenyl dibenzimidazole tetrasulfonate, wherein the preparation is free from the UVA filters selected from the group consisting of 2,4-bis[{(4-(2-ethylhexyloxy)-2-hydroxy}phenyl]--6-(4-methoxyphenyl)-1,3,5-triazine, (Tinosorb?S), hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate (Uvinul? A Plus), 2-hydroxy-4-methoxybenzo-phenone (Benzophenone-3, Oxybenzone, Neo Heliopan? BB), Tris-Biphenyl Triazine (Tinosorb? A2B) or mixtures thereof.

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 MEROCYANIN SCREENING AGENT; USE OF SAID DERIVATIVE AS A SOLVENT FOR A MEROCYANIN 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 merocyanin-type 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 merocyanin-type UV screening agent, as a solvent for said merocyanin screening agent, in and/or as an agent for improving the solubility of said merocyanin screening agent in said composition or with the aim of improving the sun protection factor.

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.

COSMETIC TREATMENT METHOD USING A COMPOUND THAT CAN BE CONDENSED IN SITU AND A UV-RADIATION-FILTERING AGENT

The present invention relates to a method for the cosmetic treatment of the skin, comprising the application, to the skin: of a compound or group of compounds A capable of condensing in situ and exhibiting at least one reactive functional group FA which is free after condensation; and of a screening agent C which screens out UV radiation, comprising a reactive functional group FC capable of forming a covalent bond or a physical (ionic, hydrogen) bond by reaction with the functional group FA.

FLUID OIL-IN-WATER SUNSCREEN EMULSIONS CONTAINING GEMINI SURFACTANTS AND A CROSSLINKED COPOLYMER OF METHACRYLIC ACID AND OF C1-C4 ALKYL ACRYLATE

The present invention relates to a photoprotective composition containing, in a cosmetically acceptable medium, a) as liquid phase, an oil-in-water emulsion, emulsified with at least one dimeric surfactant comprising two surfactant units, which may be identical or different, each being constituted of a hydrophilic head and a hydrophobic tail and connected to one another, via the hydrophilic heads, by means of a spacer group, b) at least one organic UV screen and/or at least one mineral UV screen, and c) at least one crosslinked copolymer of methacrylic acid and of Ci-C4 alkyl acrylate.

ANHYDROUS FLUID FILTERING COMPOSITION COMPRISING AN OILY PHASE, A PARTICULAR TRIAZINE FILTER AND AN OIL THICKENING OR GELLING RHEOLOGICAL AGENT

The present invention relates to an anhydrous fluid composition comprising, in a cosmetically acceptable medium: a) at least one oily phase and b) at least one particular triazine UV filter of formula (I) and c) at least one rheological agent for thickening or gelling the oily phase. The present invention also relates to the use of said composition for the manufacture of products for the cosmetic treatment of the skin, nails, hair, eyelashes, eyebrows and/or scalp, notably care products, sun protection products, make-up products.

Photoprotective compositions comprising photosensitive 1,3,5-triazine compounds, dibenzoylmethane compounds and siliceous s-triazines substituted with two aminobenzoate or aminobenzamide groups

UV-photoprotective, topically applicable cosmetic/dermatological compositions contain: (a) at least one dibenzoylmethane compound,(b) at least one 1,3,5-triazine compound that is photosensitive in the presence of a dibenzoylmethane compound, and(c) at least one siliceous s-triazine compound substituted with two aminobenzoate or aminobenzamide groups, or a tautomeric form thereof, the 1,3,5-triazine compounds being improvedly photostable in such compositions.

Cosmetic/sunscreen compositions containing dibenzoylmethane compounds and dithiolane compound photostabilizers therefor

Cosmetic/sunscreen compositions contain a combination of at least one dibenzoylmethane sunscreen compound and a photostabilizing amount of at least one dithiolane compound of formula (I) below: