6264-98-8

Basic information

• Product Name: m-(o-Toluidino)phenol
• Synonyms: M-(O-TOLUIDINO)PHENOL;3-[(2-methylphenyl)amino]-pheno;3-[(2-methylphenyl)amino]-Phenol;3-o-toluidinophenol;2'-METHYL-3-HYDROXY DIPHENYL AMINE;2-METHYL-3'-HYDROXY DIPHENYLAMINE;3-HYDROXY-2'-METHYLDIPHENYLAMINE;3-O-TOLYAMINOPHENOL
• CAS NO: 6264-98-8
• Molecular Formula: C₁₃H₁₃NO
• Molecular Weight: 199.25
• EINECS: 228-428-5
• Product Categories: Intermediates of Dyes and Pigments
• Mol File: 6264-98-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 48-53 °C(lit.)
• Boiling Point: 343.9 °C at 760 mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.17 g/cm³
• Vapor Pressure: 3.43E-05mmHg at 25°C
• Refractive Index: 1.653
• Storage Temp.: 2-8°C
• PKA: 9.86±0.10(Predicted)
• CAS DataBase Reference: m-(o-Toluidino)phenol(CAS DataBase Reference)
• NIST Chemistry Reference: m-(o-Toluidino)phenol(6264-98-8)
• EPA Substance Registry System: m-(o-Toluidino)phenol(6264-98-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 6264-98-8(Hazardous Substances Data)

Usage

General Description

m-(o-Toluidino)phenol, also known as 3-Amino-4-hydroxytoluene, is a chemical compound with the molecular formula C7H9NO. Its molecular weight is 121.15 g/mol. It belongs to the phenols family and is classified as an aromatic amine. m-(o-Toluidino)phenol appears to be solid at room temperature and is used particularly in the manufacturing of dyes and pigments. As with many chemicals, proper handling and safety precautions should be practiced as it may cause skin irritation, serious eye damage, and may be harmful if inhaled or swallowed.

InChI:InChI=1/C13H13NO/c1-10-5-2-3-8-13(10)14-11-6-4-7-12(15)9-11/h2-9,14-15H,1H3

Upstream product

• 95-53-4 o-toluidine 
• 108-46-3 recorcinol 
• 101-02-0 triphenyl phosphite 
• 10294-56-1 phosphorous acid 
• 102-85-2 tri-n-butyl phosphite 
• 762-04-9 Diethyl phosphonate 
• 16419-60-6 2-Methylphenylboronic acid 
• 591-27-5 m-Hydroxyaniline 
• 95-46-5 2-methylphenyl bromide 
• 95-49-8 2-methylchlorobenzene 

Downstream Products

• 20178-49-8 tetradecahydroacridine 
• 260-94-6 acridine 
• 108801-83-8 3',6'-di-o-toluidino-spiro[phthalan-1,9'-xanthen]-3-one 
• 107456-48-4 N-(3-methoxyphenyl)-2-methylaniline 

Relevant articles and documents

Copper(ii)-catalyzed Chan-Lam cross-coupling: chemoselective N-arylation of aminophenols

Copper(ii)-catalyzed boronic acid promoted chemoselective N-arylation of unprotected aminophenols has been developed. Selective N-arylation of 3-aminophenol is achieved with a Cu(OAc)2/AgOAc combination in MeOH at rt, whereas the chemoselective N-arylated products of 4-aminophenol can be obtained with a Cu(OAc)2/Cs2CO3 system and benzoic acid as an additive. These ligand-free conditions and “open-flask” chemistry are robust and compatible with a wide range of functional groups. The mechanistic investigation for this selective N-arylation has been studied by considering Density Functional Theory (DFT) calculations.

Manufacture of arylamines

Arylamines are manufactured by reacting alcohols with amines in the presence of phosphorus-III compounds. The arylamines I manufactured by the process of the invention are intermediates for the manufacture of crop protection agents, optical brighteners, especially amino-coumarin derivatives, and dyes, especially of the xanthene, pyronine, rhodamine, oxazine, azo, triphenylmethane and diphenylmethane series.