620-46-2

Basic information

• Product Name: Benzoic acid, 2-hydroxy-, 3-Methylphenyl ester
• Synonyms: Benzoic acid, 2-hydroxy-, 3-Methylphenyl ester
• CAS NO: 620-46-2
• Molecular Formula: C₁₄H₁₂O₃
• Molecular Weight: 228.24328
• Mol File: 620-46-2.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzoic acid, 2-hydroxy-, 3-Methylphenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 2-hydroxy-, 3-Methylphenyl ester(620-46-2)
• EPA Substance Registry System: Benzoic acid, 2-hydroxy-, 3-Methylphenyl ester(620-46-2)

Safety Data

• Hazardous Substances Data: 620-46-2(Hazardous Substances Data)

Usage

General Description

Benzoic acid, 2-hydroxy-, 3-methylphenyl ester, also known as 3-Methyl salicylic acid, is a compound with the chemical formula C9H10O3. It is commonly used as an intermediate in the production of pharmaceuticals, fragrances, and other organic compounds. 3-Methyl salicylic acid is also utilized in the manufacturing of various cosmetic and personal care products. Additionally, it has potential medicinal applications due to its anti-inflammatory and antipyretic properties, and is being studied for its potential use in the treatment of various health conditions. Overall, this chemical offers a range of industrial and medicinal applications due to its unique properties and versatility.

Upstream product

• 108-39-4 3-methyl-phenol 
• 69-72-7 salicylic acid 
• 108478-25-7 m-tolyl-2-methoxybenzoate 
• 444-30-4 2-(trifluoromethyl)phenol 
• 893752-56-2 2-(m-tolyloxy)benzaldehyde 
• 6338-04-1 2-m-tolyloxy-benzoic acid 

Downstream Products

• 128916-10-9 2-Allyloxy-benzoic acid m-tolyl ester 
• 88599-49-9 2-Carbamoyloxy-benzoic acid m-tolyl ester 

Relevant articles and documents

Synthesis of salicylates from anionically activated aromatic trifluoromethyl group

An efficient approach to salicylates via a novel transformation of anionically activated aromatic trifluoromethyl group is described. Anionically activated trifluoromethyl group can react with phenols/alcohols under alkaline conditions to afford aryl/alkyl salicylates in high yields. Mechanism studies indicate that the carbonyl oxygen atom of ester is from the H2O in the solvent.

N-Heterocyclic carbene/photo-cocatalyzed oxidative Smiles rearrangement: Synthesis of aryl salicylates from: O -aryl salicylaldehydes

The N-heterocyclic carbene/photo-cocatalyzed oxidative Smiles rearrangement of O-aryl salicylaldehydes was developed. Both electron-deficient and electron-rich aryls worked well as migrating groups, giving the corresponding aryl salicylates in good yields. This reaction features formation of two new C-O bonds and one C-O bond cleavage via metal-free oxidation of the Breslow intermediate using oxygen as the terminal oxidant and following the Smiles rearrangement under photocatalysis.

Formation of dibenzofurans by flash vacuum pyrolysis of aryl 2-(allyloxy)benzoates and related reactions

Flash vacuum pyrolysis (FVP) of aryl 2-(allyloxy)benzoates 5 and of the corresponding aryl 2-(allylthio)benzoates 6 at 650°C, gives dibenzofurans 19 and dibenzothiophenes 20, respectively. The mechanism involves generation of phenoxyl (or thiophenoxyl) radicals by homolysis of the O-allyl (or S-allyl) bond, followed by ipso attack at the ester group, loss of CO2 and cyclisation of the resulting aryl radical. Synthetically, the procedure works well for p-substituted substrates, which lead to 2-substituted dibenzofurans 19b-f (73-90%) and dibenzothiophenes 20b-c (90-94%). Little selectivity is shown in the cyclisation of m-substituted substrates and competing interactions of the radical with the substituent - and ipso-attack - complicate the pyrolyses of o-substituted substrates. FVP of related radical precursors including 2-(allyloxy)phenyl benzoates 43 gave no dibenzofurans, whereas 2-(allyloxy-5-methyl)azobenzene 44 gave a much reduced yield. No carbazoles were obtained by FVP of 4-methylphenyl 2-(allylamino)benzoate 42.