3-bromo-1H-pyrazole

Base Information

• Chemical Name: 3-bromo-1H-pyrazole
• CAS No.: 14521-80-3
• Molecular Formula: C3H3BrN2
• Molecular Weight: 146.974
• Hs Code.: 2933199090
• European Community (EC) Number: 687-430-8
• DSSTox Substance ID: DTXSID60360899
• Nikkaji Number: J1.658.511D
• Wikidata: Q72511704
• Mol file: 14521-80-3.mol

Synonyms:3-bromo-1H-pyrazole;14521-80-3;3-Bromopyrazole;5-Bromo-1H-pyrazole;1174132-74-1;1H-Pyrazole, 3-bromo-;3-Bromo-pyrazole;bromopyrazole;MFCD01646049;5-bromopyrazole;3-Bromopyrazole, 97%;SCHEMBL11527;3-BROMO-2H-PYRAZOLE;DTXSID60360899;XHZWFUVEKDDQPF-UHFFFAOYSA-N;BCP00001;CS-D0856;BBL104288;STL412459;AKOS002658320;AKOS005068311;AB68518;AC-3226;BP-21207;SY004896;TS-01911;AM20080342;FT-0646915;EN300-86403;A910465;AC-907/30002001;J-512131;W-204944

Chemical Property of 3-bromo-1H-pyrazole

Chemical Property:

• Vapor Pressure: 0.016mmHg at 25°C
• Melting Point: 60-65°C
• Refractive Index: 1.602
• Boiling Point: 264.127 °C at 760 mmHg
• PKA: 10.88±0.10(Predicted)
• Flash Point: 113.54 °C
• PSA: 28.68000
• Density: 1.905 g/cm³
• LogP: 1.17220
• Storage Temp.: ?20°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 145.94796
• Heavy Atom Count: 6
• Complexity: 48.1

Purity/Quality:

3-Bromopyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(NN=C1)Br
• Uses: 3-Bromopyrazole is a useful synthetic intermediate in the synthesis of Rynaxypyr (C325380); an insecticidal anthranilic diamide that acts as a potent and selective ryanodine receptor activator.

Technology Process of 3-bromo-1H-pyrazole

There total 9 articles about 3-bromo-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: 95.0%

5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole → 3-bromo-1H-pyrazole (14521-80-3,1174132-74-1)

Guidance literature:

With methanesulfonic acid; In methanol; at 25 ℃; for 1h; Inert atmosphere;

Reference yield: 81.0%

3-Brom-4-trimethylsilylpyrazol (78907-82-1) → 3-bromo-1H-pyrazole (14521-80-3,1174132-74-1)

Guidance literature:

With sulfuric acid; at 50 - 60 ℃; for 1h;

Reference yield: 78.0%

5-bromo-N,N-dimethyl-1H-pyrazole-1-sulfonamide (934405-34-2) → 3-bromo-1H-pyrazole (14521-80-3,1174132-74-1)

Guidance literature:

With trifluoroacetic acid; at 25 ℃;

DOI:10.1016/j.bmcl.2007.09.012

upstream raw materials:

3-Brom-4-trimethylsilylpyrazol

5-bromo-N,N-dimethyl-1H-pyrazole-1-sulfonamide

3-bromo-N,N-dimethyl-1H-pyrazole-1-sulfonamide

NH-pyrazole

Downstream raw materials:

3-(4-(methylthio)phenyl)-1H-pyrazole

3-(3-fluorophenyl)-1H-pyrazole

3-(3,4-(methylendioxy)phenyl)-1H-pyrazole

3-bromo-1-ethyl-1H-pyrazole

Refernces

• 1、 -. "METHODS FOR THE PREPARATION OF 5-BROMO-2-(3-CHLORO-PYRIDIN-2-YL)-2H-PYRAZOLE-3-CARBOXYLIC ACID". Paragraph 0248; 0249. . Retrieved 2021/04/23.
• 2、 Fox, Richard J.,Schmidt, Michael A.,Eastgate, Martin D.. "Strategy to Prepare 3-Bromo- and 3-Chloropyrazoles". . p. 2830 - 2839. Retrieved 2018/03/09.