304-06-3

Basic information

• Product Name: 3-PHENYLSALICYLIC ACID
• Synonyms: 3-phenyl-salicylicaci;m-Phenylsalicylic acid;m-phenylsalicylicacid;Salicylic acid, 3-phenyl-;USAF do-59;2-HYDROXYBIPHENYL-3-CARBOXYLIC ACID;2-HYDROXY 3-PHENYL BENZOIC ACID;3-PHENYLSALICYLIC ACID
• CAS NO: 304-06-3
• Molecular Formula: C₁₃H₁₀O₃
• Molecular Weight: 214.22
• EINECS: 206-148-4
• Mol File: 304-06-3.mol

Chemical Properties

• Melting Point: 186°C
• Boiling Point: 314.35°C (rough estimate)
• Flash Point: 205.7 °C
• Appearance: /
• Density: 1.2500
• Vapor Pressure: 6.94E-07mmHg at 25°C
• Refractive Index: 1.5090 (estimate)
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 2.84±0.10(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: 3-PHENYLSALICYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PHENYLSALICYLIC ACID(304-06-3)
• EPA Substance Registry System: 3-PHENYLSALICYLIC ACID(304-06-3)

Safety Data

• Safety Statements: 22-24/25
• RTECS: VO5600000
• Hazardous Substances Data: 304-06-3(Hazardous Substances Data)

Usage

Uses

2''-Hydroxybiphenyl-3-carboxylic Acid can be used as antibacterial agents.

Safety Profile

Poison by intraperitoneal route. When heated to decomposition it emits acrid smoke and irritating fume

Purification Methods

Dissolve the acid in ca 1 equivalent of saturated aqueous Na2CO3, filter and precipitate it by adding 0.8 equivalents of M HCl. Crystallise it from ethylene dichloride (charcoal), and sublime it at 0.1mm. [Brooks et al. J Chem Soc 661 1961.]

InChI:InChI=1/C13H10O3/c14-12-10(9-5-2-1-3-6-9)7-4-8-11(12)13(15)16/h1-8,14H,(H,15,16)

Upstream product

• 14562-10-8 2-hydroxy-3-phenylbenzaldehyde 
• 15719-64-9 methylammonium carbonate 
• 90-43-7 2-Phenylphenol 
• 124-38-9 carbon dioxide 
• 132-27-4 sodium 2-biphenylate 
• 108-90-7 chlorobenzene 

Downstream Products

• 4906-69-8 methyl 2-hydroxy-3-phenylbenzoate 
• 3072-89-7 2-hydroxy-biphenyl-3-carboxylic acid phenyl ester 
• 99514-99-5 3-phenyl-5-bromosalicylic acid 
• 16094-36-3 3-Cyclohexylsalicylic acid 
• 18689-80-0 2-hydroxy-biphenyl-3-carboxylic acid anilide 
• 154447-36-6 LY 294002 
• 4432-97-7 2-hydroxy-biphenyl-3-carboxylic acid amide 
• 46878-66-4 N.N-Dimethyl-3-phenyl-salicylamid 
• 100482-21-1 3-Phenyl-2-(2-diaethylamino-aethoxy)-benzamid 
• 63906-86-5 2-methoxy-biphenyl-3-carboxylic acid amide 
• 63887-18-3 2-allyloxy-biphenyl-3-carboxylic acid amide 
• 63992-45-0 N,N-diethyl-2-hydroxy-[1,1'-biphenyl]-3-carboxamide 
• 131-90-8 2-hydroxy-biphenyl-3-carboxylic acid butylamide 
• 63992-48-3 2-hydroxy-biphenyl-3-carboxylic acid-(2-hydroxy-ethylamide) 

Relevant articles and documents

General method for the synthesis of salicylic acids from phenols through palladium-catalyzed silanol-directed C-H carboxylation

A silanol-directed, palladium-catalyzed C-H carboxylation reaction of phenols to give salicylic acids has been developed. This method features high efficiency and selectivity, and excellent functional-group tolerance. The generality of this method was demonstrated by the carboxylation of estrone and by the synthesis of an unsymmetrically o,o′-disubstituted phenolic compound through two sequential C-H functionalization processes.

A highly efficient olefin metathesis initiator: Improved synthesis and reactivity studies

The synthesis of ligand 8, required for the preparation of catalyst 4c has been optimised. Ligand exchange studies indicate that biphenyl-based alkylidene 4c initiates considerably faster than its unsubstituted analogue 4a. The performance of 4c in ring-opening cross metathesis reactions involving substrates containing unprotected chelating atoms is also reported.