5-methyl-1H-indazole

Base Information

• Chemical Name: 5-methyl-1H-indazole
• CAS No.: 1776-37-0
• Molecular Formula: C8H8N2
• Molecular Weight: 132.16
• Hs Code.: 2933990090
• European Community (EC) Number: 681-583-4
• DSSTox Substance ID: DTXSID50505277
• Nikkaji Number: J642.257H
• Wikidata: Q72491770
• Mol file: 1776-37-0.mol

Synonyms:5-methyl-1H-indazole;1776-37-0;1H-Indazole, 5-methyl-;5-methylindazole;MFCD01606235;5-Methyl-2H-indazole;5-methyl-1H-indazol;SCHEMBL12872;SCHEMBL12653740;DTXSID50505277;DCUNRLLJHAWKRZ-UHFFFAOYSA-N;5-Methyl-1H-indazole, AldrichCPR;MFCD01666235;AKOS000275685;CS-W011089;MB01911;AC-27359;AM803367;AS-18170;SY027367;A3937;FT-0645932;EN300-1592141;W-206247;Z276614446

Chemical Property of 5-methyl-1H-indazole

Chemical Property:

• Vapor Pressure: 0.005mmHg at 25°C
• Melting Point: 111℃
• Refractive Index: 1.667
• Boiling Point: 285.1°Cat760mmHg
• PKA: 14.23±0.40(Predicted)
• Flash Point: 133.3°C
• PSA: 28.68000
• Density: 1.186g/cm³
• LogP: 1.87130
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 132.068748264
• Heavy Atom Count: 10
• Complexity: 124

Purity/Quality:

99.3% ^*data from raw suppliers

5-Methyl-1H-indazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)NN=C2

Technology Process of 5-methyl-1H-indazole

There total 19 articles about 5-methyl-1H-indazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

5-methyl-1-(phenylsulfonyl)-1H-indazole → 5-methyl-1H-indazole (1776-37-0)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; Cu(dq)((rac)-2,2′-bis(diphenylphosphino)-1,1′-binaphthalene)BF₄; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere; Irradiation;

DOI:10.1021/acs.joc.0c00983

Reference yield: 85.0%

2-hydroxy-5-methylbenzaldehyde (613-84-3) → 5-methyl-1H-indazole (1776-37-0)

Guidance literature:

With hydrazine hydrochloride; In ethanol; Heating;

DOI:10.1016/j.tetlet.2007.07.162

Reference yield: 76.0%

C44H41BF10N3P → 5-methyl-1H-indazole (1776-37-0) + C35H31BF10NP

Guidance literature:

In dichloromethane; for 90h; UV-irradiation;

DOI:10.1002/chem.201603954

upstream raw materials:

N-(2,4-dimethylphenyl)acetamide

benzoic acid-(2,4-dimethyl-N-nitroso-anilide)

5-methyl-1H-indazole-3-carboxylic acid

benzene

Downstream raw materials:

C₁₆H₁₂N₂

3-iodo-5-methyl-1H-indazole

1-amino-5-methylindazole

2-amino-5-methylindazole

Refernces

• 1、 Hunter, Cameron J.,Boyd, Michael J.,May, Gregory D.,Fimognari, Robert. "Visible-Light-Mediated N-Desulfonylation of N-Heterocycles Using a Heteroleptic Copper(I) Complex as a Photocatalyst". . p. 8732 - 8739. Retrieved 2020/07/16.
• 2、 Elmer, Lisa-Maria,Kehr, Gerald,Daniliuc, Constantin G.,Siedow, Melanie,Eckert, Hellmut,Tesch, Matthias,Studer, Armido,Williams, Kamille,Warren, Timothy H.,Erker, Gerhard. "The Chemistry of a Non-Interacting Vicinal Frustrated Phosphane/Borane Lewis Pair". supporting information. p. 6056 - 6068. Retrieved 2017/05/05.