81265-89-6

Basic information

• Product Name: 2-(3-Methoxyphenyl)-2H-indazole
• Synonyms: 2-(3-Methoxyphenyl)-2H-indazole
• CAS NO: 81265-89-6
• Molecular Formula: C14H12 N2 O
• Molecular Weight: 224.26
• Mol File: 81265-89-6.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 283.2°C at 760 mmHg
• Flash Point: 125.1°C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 0.00321mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: 2-(3-Methoxyphenyl)-2H-indazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-Methoxyphenyl)-2H-indazole(81265-89-6)
• EPA Substance Registry System: 2-(3-Methoxyphenyl)-2H-indazole(81265-89-6)

Safety Data

• Hazardous Substances Data: 81265-89-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H12N2O/c1-17-13-7-4-6-12(9-13)16-10-11-5-2-3-8-14(11)15-16/h2-10H,1H3

Upstream product

• 536-90-3 m-Anisidine 
• 16714-25-3 2-azidobenzaldehyde 
• 89-98-5 2-chloro-benzaldehyde 
• 6630-33-7 ortho-bromobenzaldehyde 
• 17064-84-5 N-(2-nitro-benzyliden)-m-anisidine 
• 1021243-99-1 C₁₄H₁₄N₂O₃ 
• 271-44-3 benzimidazole 
• 2398-37-0 3-methoxyphenyl bromide 
• 552-89-6 2-nitro-benzaldehyde 
• 5877-59-8 N-benzylidene-m-anisidine 
• 100-52-7 benzaldehyde 

Relevant articles and documents

Metal-free regioselective C-H amination for the synthesis of pyrazole-containing 2H-indazoles

A general and practical regioselective approach for the C-H amination of 2H-indazoles under transition-metal-free conditions was developed. A series of substrates were tested showing eminent functional group tolerance and affording the C-N functionalization products in good to excellent yields. Mechanism studies revealed that a radical process was involved in this transformation.

Efficient synthesis of 2-aryl-2: H -indazoles by base-catalyzed benzyl C-H deprotonation and cyclization

A straightforward and efficient method for the preparation of 2-aryl-2H-indazoles from ortho-alkyl substituted azoxybenzenes is presented. The reaction proceeds through base-catalyzed benzyl C-H deprotonation and cyclization to afford 2-aryl-2H-indazoles

Visible-light-mediated direct C3-arylation of 2: H -indazoles enabled by an electron-donor-acceptor complex

A mild visible-light-mediated, photocatalyst-free arylation of 2H-indazoles was developed. The formation of an electron donor-acceptor complex by 2H-indazoles and aryl diazonium salts in the presence of pyridine allows the direct arylation of 2H-indazoles under visible-light irradiation. This process provides an efficient route for the synthesis of C3-arylated-2H-indazoles, which are important scaffolds of various bioactive compounds.