21905-69-1

Basic information

• Product Name: 2-(4-METHYLPHENOXY)BENZOIC ACID
• Synonyms: 2-(4-METHYLPHENOXY)BENZOIC ACID;4-(2-Carboxyphenoxy)toluene, 2-(p-Tolyloxy)benzoic acid
• CAS NO: 21905-69-1
• Molecular Formula: C₁₄H₁₂O₃
• Molecular Weight: 228.24
• Mol File: 21905-69-1.mol
• Article Data: 19

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-METHYLPHENOXY)BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-METHYLPHENOXY)BENZOIC ACID(21905-69-1)
• EPA Substance Registry System: 2-(4-METHYLPHENOXY)BENZOIC ACID(21905-69-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 21905-69-1(Hazardous Substances Data)

Usage

Description

2-(4-METHYLPHENOXY)BENZOIC ACID, also known as o-(p-Tolyloxy)benzoic Acid, is an organic compound with the molecular formula C14H12O3. It is a white crystalline solid that is soluble in organic solvents and has a distinct chemical structure characterized by a benzoic acid core with a 4-methylphenoxy group attached at the 2nd position. This unique structure endows it with specific chemical and physical properties, making it a valuable compound for various applications.

Uses

Used in Pharmaceutical Industry:
2-(4-METHYLPHENOXY)BENZOIC ACID is used as an intermediate in the synthesis of Balsalazide (B116300) related compounds. Balsalazide is a prodrug used in the treatment of inflammatory bowel diseases such as ulcerative colitis and Crohn's disease. The compound serves as a crucial building block in the development of these therapeutic agents, contributing to their efficacy and safety profiles.

Upstream product

• 60698-27-3 5-p-tolyloxy-furan-2-carboxylic acid 
• 814-68-6 acryloyl chloride 
• 106-44-5 p-cresol 
• 118-91-2 ortho-chlorobenzoic acid 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 21905-72-6 methyl 2-(4-methylphenoxy)benzoate 
• 79365-05-2 2-(4-methylphenoxy)benzonitrile 
• 394-47-8 2-fluorobenzonitrile 
• 80224-71-1 5-p-Tolyloxy-furan-2-carboxylic acid methyl ester 
• 16463-38-0 potassium 2-chlorobenzoate 
• 16497-87-3 potassium o-bromobenzoate 
• 88-67-5 2-Iodobenzoic acid 

Downstream Products

• 37407-16-2 2-(4'-carboxy-phenoxy)benzoic acid 
• 7320-51-6 2-methyldibenzofuran 
• 1446787-33-2 2-{[4-(2-methoxyphenyl)piperazin-1-yl]methyl}-9H-xanthen-9-one hydrochloride 
• 607-88-5 p-tolyl 2-hydroxybenzoate 
• 37407-17-3 2,4'-oxy-di-benzoyl chloride 
• 114772-89-3 2-butyl-4-chloro-1-[4-(2-carbomethoxyphenoxy)benzyl]-5-hydroxymethylimidazole 
• 114822-97-8 2-butyl-1-<4-(2-carboxyphenoxy)benzyl>-4-chloro-5-(hydroxymethyl)imidazole 
• 30087-38-8 methyl 2-[4-(bromomethyl)phenoxy]benzoate 
• 108059-59-2 2-<2-Acetyl-4-(methoxycarbonyl)phenoxy>benzoesaeure-methylester 
• 108059-58-1 2-(2-Acetyl-4-carboxyphenoxy)benzoesaeure-methylester 
• 108059-56-9 2-(4-Methyl-2-propionylphenoxy)benzoesaeure-methylester 
• 108059-57-0 2-(2-Acetyl-4-formylphenoxy)benzoesaeure-methylester 
• 108059-50-3 2-(2-Acetyl-4-methylphenoxy)benzoesaeure-methylester 
• 152810-90-7 N-(2-Methyl-9H-xanthen-9-yl) benzyl carbamate 

Relevant articles and documents

Photodecarboxylation of xanthone acetic acids: C-C bond heterolysis from the singlet excited state

Irradiation of 2- and 4-xanthone acetic acid in aqueous buffer (pH 7.4) leads to efficient (Φ = 0.67 and 0.64, respectively) photodecarboxylation to give the corresponding methyl products, consistent with an intermediate benzylic carbanion. Fluorescence a

Electrochemical Reductive Smiles Rearrangement for C-N Bond Formation

A conceptually new and synthetically valuable radical Smiles rearrangement reaction is reported under undivided electrolytic conditions. This protocol employs an entirely new strategy for the electrochemical radical Smiles rearrangement. Remarkably, an amidyl radical generated from the cleavage of the N-O bond under reductive electrolytic conditions plays a crucial role in this transformation. Various hydroxylamine derivatives bearing different substituents are suitable in this electrochemical transformation, furnishing the corresponding amides in up to 86% yield.

A photoredox-neutral Smiles rearrangement of 2-aryloxybenzoic acids

We report on the use of visible light photoredox catalysis for the radical Smiles rearrangement of 2-aryloxybenzoic acids to obtain aryl salicylates. The method is free of noble metals and operationally simple and the reaction can be run under mild batch or flow conditions. Being a redox neutral process, no stoichiometric oxidants or reductants are needed.

Synthesis and evaluation of pharmacological properties of some new xanthone derivatives with piperazine moiety

A series of new xanthone derivatives with piperazine moiety [1-7] was synthesized and evaluated for their pharmacological properties. They were subject to binding assays for α1 and β1 adrenergic as well as 5-HT1A, 5-HTsub