3-bromo-5-methyl-1H-pyrazole

Base Information

• Chemical Name: 3-bromo-5-methyl-1H-pyrazole
• CAS No.: 57097-81-1
• Molecular Formula: C4H5BrN2
• Molecular Weight: 161.001
• Hs Code.: 2933199090
• European Community (EC) Number: 804-261-9
• Mol file: 57097-81-1.mol

Synonyms:3-bromo-5-methyl-1H-pyrazole;5-Bromo-3-methyl-1H-pyrazole;57097-81-1;5744-68-3;3-Bromo-5-methyl-1H pyrazole;3-bromo-5-methylpyrazole;MFCD11215487;1H-Pyrazole, 3-bromo-5-methyl-;SCHEMBL3261281;SCHEMBL12778669;SVRPUGWCOWUQOY-UHFFFAOYSA-N;MFCD00233969;AKOS004123543;AKOS006308752;AKOS025395241;3-BROMO-5-METHYL-2H-PYRAZOLE;AB63797;CS-W019617;FS-3201;AC-29467;AM804058;AM804068;SY030862;FT-0721722;FT-0730776;EN300-111638;A849901;A869679

Chemical Property of 3-bromo-5-methyl-1H-pyrazole

Chemical Property:

• Vapor Pressure: 0.012mmHg at 25°C
• Melting Point: 138-139 °C
• Boiling Point: 269.5oC at 760 mmHg
• PKA: 11.44±0.10(Predicted)
• Flash Point: 116.8oC
• PSA: 28.68000
• Density: 1.723g/cm3
• LogP: 1.48060
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 159.96361
• Heavy Atom Count: 7
• Complexity: 66.7

Purity/Quality:

97% ^*data from raw suppliers

3-Bromo-5-methyl-1H-pyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NN1)Br
• Uses: 3-Bromo-5-methyl-1H-pyrazole is used to prepare cyclobutanediyls.

Technology Process of 3-bromo-5-methyl-1H-pyrazole

There total 10 articles about 3-bromo-5-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: 62.0%

3-methyl-5-aminopyrazole (31230-17-8) → 3-bromo-5-methyl-1H-pyrazole (57097-81-1)

Guidance literature:

With hydrogen bromide; copper(I) bromide; sodium nitrite; In water; at 70 ℃; for 0.5h; Temperature;

Reference yield: 58.0%

3-bromo-1,5-dimethyl-4,5-dihydro-1H-pyrazole → 3-bromo-5-methyl-1H-pyrazole (57097-81-1) + 3-bromo-1,5-dimethyl-1H-pyrazole (5744-80-9)

Guidance literature:

With sodium hypochlorite; potassium phosphate; potassium bromide; In dichloromethane; water; at 0 - 5 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.7b03282

Reference yield:

1,7-dibromo-4-methyl-2,4,6-triazatricyclo<5.1.1.02,6>nonane-3,5-dione (112422-59-0) → 3-bromo-5-methyl-1H-pyrazole (57097-81-1)

Guidance literature:

With hydrogenchloride; potassium hydroxide; Yield given. Multistep reaction; 1.) 2-propanol, reflux, 10 min 2.) 2-propanol;

DOI:10.1021/ja00213a006

upstream raw materials:

1,7-dibromo-4-methyl-2,4,6-triazatricyclo<5.1.1.0^2,6>nonane-3,5-dione

3-methyl-5-aminopyrazole

Downstream raw materials:

3-bromo-1H-pyrazole-5-carboxylic acid

5-bromo-1,3-dimethyl-1H-pyrazole

Refernces

• 1、 Fox, Richard J.,Schmidt, Michael A.,Eastgate, Martin D.. "Strategy to Prepare 3-Bromo- and 3-Chloropyrazoles". . p. 2830 - 2839. Retrieved 2018/03/09.
• 2、 -. "Intermediate 1 - (3 - chloro - 2 - pyridyl) - 3 - bromo - 1H - 5 - pyrazolyl formic acid". Paragraph 0031; 0035; 0040; 0045. . Retrieved 2017/08/25.