Methyl 4-bromo-3,5-dimethyl-1h-pyrazole-1-carboxylate

Base Information

• Chemical Name: Methyl 4-bromo-3,5-dimethyl-1h-pyrazole-1-carboxylate
• CAS No.: 28188-06-9
• Molecular Formula: C7H9 Br N2 O2
• Molecular Weight: 233.0626
• NSC Number: 98132
• DSSTox Substance ID: DTXSID30294793
• Wikidata: Q82034306
• Mol file: 28188-06-9.mol

Synonyms:methyl 4-bromo-3,5-dimethyl-1h-pyrazole-1-carboxylate;28188-06-9;methyl 4-bromo-3,5-dimethylpyrazole-1-carboxylate;NSC98132;methyl 4-bromo-3,5-dimethylpyrazolecarboxylate;NCIOpen2_006304;DTXSID30294793;NSC-98132;AKOS024280198

Chemical Property of Methyl 4-bromo-3,5-dimethyl-1h-pyrazole-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.00123mmHg at 25°C
• Boiling Point: 299°C at 760 mmHg
• Flash Point: 134.6°C
• Density: 1.59g/cm³
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 231.98474
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NN1C(=O)OC)C)Br

Technology Process of Methyl 4-bromo-3,5-dimethyl-1h-pyrazole-1-carboxylate

There total 5 articles about Methyl 4-bromo-3,5-dimethyl-1h-pyrazole-1-carboxylate 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: 96.0%

4-Bromo-3,5-dimethylpyrazole (3398-16-1) + methyl chloroformate (79-22-1) → 4-bromo-1-methoxycarbonyl-3,5-dimethylpyrazole (28188-06-9)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/jo0358168

Reference yield:

methanol (67-56-1) + 4-Bromo-3,5-dimethyl-pyrazole-1-carbonyl chloride (74731-15-0) → 4-bromo-1-methoxycarbonyl-3,5-dimethylpyrazole (28188-06-9)

Guidance literature:

With triethylamine; In hexane; at 35 - 60 ℃; for 2h; Yield given;

Reference yield:

4-Bromo-3,5-dimethylpyrazole (3398-16-1) → 4-bromo-1-methoxycarbonyl-3,5-dimethylpyrazole (28188-06-9)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂SO₄ / heating for few hours

2: -50 to -40 deg C, then r.t.

3: triethylamine / hexane / 2 h / 35 - 60 °C

With sulfuric acid; triethylamine; In hexane;

upstream raw materials:

methanol

4-Bromo-3,5-dimethyl-pyrazole-1-carbonyl chloride

4-Bromo-3,5-dimethylpyrazole

methyl chloroformate