4838-00-0

Basic information

• Product Name: 2-Methylindazole
• Synonyms: 2-Methylindazole
• CAS NO: 4838-00-0
• Molecular Formula: C₈H₈N₂
• Molecular Weight: 132.16252
• Mol File: 4838-00-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 56°C
• Boiling Point: 261.05°C
• Flash Point: 111.6°C
• Appearance: /
• Density: 1.0450
• Vapor Pressure: 0.0192mmHg at 25°C
• Refractive Index: 1.6013 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 1.26±0.30(Predicted)
• CAS DataBase Reference: 2-Methylindazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methylindazole(4838-00-0)
• EPA Substance Registry System: 2-Methylindazole(4838-00-0)

Safety Data

• Hazardous Substances Data: 4838-00-0(Hazardous Substances Data)

Usage

General Description

2-Methylindazole is a chemical compound with the molecular formula C9H8N2. It is a derivative of indazole and is commonly used in pharmaceutical and organic synthesis. 2-Methylindazole has a heterocyclic structure with a five-membered ring containing two nitrogen atoms. It is used as a building block in the synthesis of various active pharmaceutical ingredients and organic compounds. 2-Methylindazole has been studied for its potential pharmacological properties, including its role as an antagonist of histamine receptors. It is also known for its ability to form complexes with transition metal ions, making it useful in the field of coordination chemistry. Overall, 2-Methylindazole is a versatile chemical with a range of potential applications in the pharmaceutical and chemical industries.

InChI:InChI=1/C8H8N2/c1-10-6-7-4-2-3-5-8(7)9-10/h2-6H,1H3

Upstream product

• 271-44-3 benzimidazole 
• 74-88-4 methyl iodide 
• 26429-63-0 1,2-Dimethylindazolium iodide 
• 23300-99-4 1-tosyl-1H-indazole 
• 124-41-4 sodium methylate 

Downstream Products

• 13436-49-2 1-acetylindazole 
• 26429-63-0 1,2-Dimethylindazolium iodide 
• 457891-25-7 3-bromo-2-methyl-2H-indazole 
• 125923-19-5 1-benzoyl-2,3-dihydro-2-methylindazole-3-carbonitrile 
• 34252-47-6 3-(α-hydroxybenzyl)-2-methylisoindazole 
• 109216-61-7 3-methoxycarbonyl-2-methylisoindazole 
• 50407-18-6 2,3-Dimethylindazol 
• 49572-64-7 3-iodo-2-methyl-2H-indazole 
• 89215-26-9 2-methyl-3-phenyl-2H-indazole 
• 51093-42-6 1‐methyl‐3‐phenyl‐1H‐indazole 

Relevant articles and documents

Direct N-Alkylation and Kemp Elimination Reactions of 1-Sulfonyl-1H-Indazoles

The reactions of 1-sulfonyl-1H-indazoles under basic conditions are discussed, and the direct N-alkylation and Kemp elimination reactions of these compounds are reported. A series of 2-(p-tosylamino)benzonitriles and N-alkyl indazoles were prepared in good yields. Moreover, the 2-(p-tosylamino)benzonitriles could be transformed into a diverse range of important derivatives in a one-pot reaction. This method was successfully applied to the total syntheses of quindolinone and cryptolepinone; quindolinone was prepared in a one-pot reaction from 1-sulfonyl-1H-indazole.

Direct C-H Alkenylation of Functionalized Pyrazoles

We have developed inter- and intramolecular C-H alkenylation reactions of pyrazoles. The catalyst, derived from Pd(OAc)2 and pyridine, enabled the oxidative alkenylation of pyrazoles containing a variety of functional groups at the C4 position.

Novel synthesis of indazoles from (η6-arene)tricarbonylchromium complexes

Indazole chromium complexes and some of its derivatives were synthesised by two strategies: (1) by cyclisation of [η 6-2-(2′-phenylhydrazine)-1,3-dioxolane]tricarbonylchromium (2) in acidic conditions which was converted into σ-complex (11); (2) by thermolysis of Cr(CO)6 with 1-bis(trimethylsilyl)methylindazole (3) and 2-bis(trimethylsilyl)methyl-3-trimethyl-silylindazole (4), using bulky protecting groups at N(1) or simultaneously at N(2) and C(3), to afford [η6-1-bis(trimethylsilyl)methylindazole]tricarbonylchromium (14) and [η 6-2-bis(trimethylsilyl)methyl-3-trimethylsilylindazole] tricarbonylchromium (15), respectively. The deprotonation of complex 14 followed by electrophilic quench occurs at the C(4) and C(7) positions in a ratio of 3:1 and with complex 15 the deprotonation was completely regioselective at the C(7) position. The position of this substitution was confirmed by n.O.e. difference spectroscopy and X-ray crystal structure determination of the [η 6-2-bis(trimethylsilyl)methyl-7-methyl-3-trimethylsilylindazole] tricarbonylchromium (5). These complexes were decomplexed to produce new substituted indazole derivatives in good yield.