4-bromo-1-methyl-1H-pyrazole

Base Information

• Chemical Name: 4-bromo-1-methyl-1H-pyrazole
• CAS No.: 15803-02-8
• Molecular Formula: C4H5BrN2
• Molecular Weight: 161.001
• Hs Code.: 29331990
• DSSTox Substance ID: DTXSID40166351
• Nikkaji Number: J1.658.515G
• Wikidata: Q72447784
• Mol file: 15803-02-8.mol

Synonyms:4-bromo-1-methyl-1H-pyrazole;15803-02-8;4-bromo-1-methylpyrazole;1-Mehtyl-4-bromo-1H-pyrazole;1H-Pyrazole, 4-bromo-1-methyl-;4-bromo-1-methyl-pyrazole;1-Methyl-4-bromo-1H-pyrazole;MFCD02179565;1-Methyl-4-bromopyrazole;4-Bromo-1-Methyl Pyrazole;SCHEMBL671347;DTXSID40166351;BCP26906;BBL029607;STK503166;AKOS000320620;4-Bromo-1-methyl-1H-pyrazole, 97%;AC-3274;CS-W002913;PB34028;PS-5740;SB10359;SY004708;AM20080419;B4060;BB 0241853;FT-0650017;EN300-55894;Q-102373;Q-102374;Z337709426

Chemical Property of 4-bromo-1-methyl-1H-pyrazole

Chemical Property:

• Vapor Pressure: 0.543mmHg at 25°C
• Melting Point: 185-188 °C
• Refractive Index: n20/D 1.531
• Boiling Point: 197.1 °C at 760 mmHg
• PKA: 0.21±0.10(Predicted)
• Flash Point: 73 °C
• PSA: 17.82000
• Density: 1.69 g/cm³
• LogP: 1.18260
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 159.96361
• Heavy Atom Count: 7
• Complexity: 66.7

Purity/Quality:

99% ^*data from raw suppliers

4-Bromo-1-methyl-1H-pyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=C(C=N1)Br

Technology Process of 4-bromo-1-methyl-1H-pyrazole

There total 6 articles about 4-bromo-1-methyl-1H-pyrazole 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: 80.0%

1-methyl-1H-pyrazole-4-carboxylic acid (5952-92-1) → 4-bromo-1-methyl-1H-pyrazole (15803-02-8)

Guidance literature:

With potassium phosphate; tetrabuthylammonium tribromide; In acetonitrile; at 100 ℃;

DOI:10.1039/c8sc01016a

Reference yield: 75.0%

1-methyl-1H-pyrazole (930-36-9) → 4-bromo-1-methyl-1H-pyrazole (15803-02-8)

Guidance literature:

With bromine; In dichloromethane; at 25 - 29 ℃; for 1.75h;

DOI:10.1016/j.tetlet.2009.09.105

Reference yield: 72.0%

4-bromo-1H-pyrazole (2075-45-8) + methyl bromide (74-83-9) → 4-bromo-1-methyl-1H-pyrazole (15803-02-8)

Guidance literature:

With potassium hydroxide; In ethanol; at 78 ℃; for 1.5h;

DOI:10.1002/jhet.5570410612

upstream raw materials:

1-methyl-1H-pyrazole

4-bromo-1H-pyrazole

methyl bromide

methyl iodide

Downstream raw materials:

(2-methyl-2H-pyrazol-3-yl)-diphenyl-methanol

(1-methyl-1H-pyrazol-4-yl)-diphenyl-methanol

1-methyl-1H-pyrazole

1-methyl-1H-pyrazole-4-carboxylic acid

Refernces

• 1、 Petzold, Daniel,K?nig, Burkhard. "Photocatalytic Oxidative Bromination of Electron-Rich Arenes and Heteroarenes by Anthraquinone". supporting information. p. 626 - 630. Retrieved 2017/11/22.
• 2、 Song, Song,Sun, Xiang,Li, Xinwei,Yuan, Yizhi,Jiao, Ning. "Efficient and Practical Oxidative Bromination and Iodination of Arenes and Heteroarenes with DMSO and Hydrogen Halide: A Mild Protocol for Late-Stage Functionalization". supporting information. p. 2886 - 2889. Retrieved 2015/06/30.