110102-86-8

Basic information

• Product Name: 5-Amino-4-chloro-2-methylphenol
• Synonyms: 5-amino-4-chloro-2-methylphenol;5-Amino-4-chloro-o-cresol;3-amino-4-chloro-6-methylphenol;4-Chloro-5-Amino-O-Cresol;5-AMINO-4-CHLORO-ORTHO-CRESOL;1018 5-AMINO-4-CHLORO-O-CRESOL;2-methyl-4-chloro-5-aminophenol;2-Methyl-5-amino-4-chlorophenol
• CAS NO: 110102-86-8
• Molecular Formula: C₇H₈ClNO
• Molecular Weight: 157.6
• Mol File: 110102-86-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 289°C
• Flash Point: 128°C
• Appearance: /
• Density: 1.331
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.63
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 9.94±0.23(Predicted)
• CAS DataBase Reference: 5-Amino-4-chloro-2-methylphenol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Amino-4-chloro-2-methylphenol(110102-86-8)
• EPA Substance Registry System: 5-Amino-4-chloro-2-methylphenol(110102-86-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 110102-86-8(Hazardous Substances Data)

Usage

Uses

5-Amino-4-chloro-2-methylphenol is a reagent used in the synthesis of biospecfic compounds which exhibits biological and spermicidal activity.

InChI:InChI=1/C7H8ClNO/c1-4-2-5(8)6(9)3-7(4)10/h2-3,10H,9H2,1H3

Upstream product

• 7206-70-4 4-amino-5-chloro-2-methoxybenzoic acid 
• 133088-44-5 2-chloro-5-methoxy-4-methylaniline 

Relevant articles and documents

Enantioselective Vanadium-Catalyzed Oxidative Coupling: Development and Mechanistic Insights

The evolution of a more reactive chiral vanadium catalyst for enantioselective oxidative coupling of phenols is reported, ultimately resulting in a simple monomeric vanadium species combined with a Br?nsted or Lewis acid additive. The resultant vanadium complex is found to effect the asymmetric oxidative ortho-ortho coupling of simple phenols and 2-hydroxycarbazoles with good to excellent levels of enantioselectivity. Experimental and quantum mechanical studies of the mechanism indicate that the additives aggregate the vanadium monomers. In addition, a singlet to triplet crossover is implicated prior to carbon-carbon bond formation. The two lowest energy diastereomeric transition states leading to the enantiomeric products differ substantially with the path to the minor enantiomer involving greater torsional strain between the two phenol moieties.