4-Bromo-3-methyl-1H-pyrazole

Base Information

• Chemical Name: 4-Bromo-3-methyl-1H-pyrazole
• CAS No.: 13808-64-5
• Molecular Formula: C4H5BrN2
• Molecular Weight: 161.001
• Hs Code.: 29349990
• European Community (EC) Number: 237-456-7
• NSC Number: 50563
• UNII: 2TM9BD74QF
• DSSTox Substance ID: DTXSID30160464
• Nikkaji Number: J280.313E,J3.547.899J
• Wikidata: Q72447771
• Mol file: 13808-64-5.mol

Synonyms:4-Bromo-3-methylpyrazole;13808-64-5;4-Bromo-3-methyl-1H-pyrazole;4-bromo-5-methyl-1H-pyrazole;3-Methyl-4-bromopyrazole;1H-Pyrazole, 4-bromo-3-methyl-;1076223-98-7;C4H5BrN2;4-BROMO-3-METHYL PYRAZOLE;MFCD00005241;2TM9BD74QF;EINECS 237-456-7;NSC-50563;4-bromo-3-methyl-2H-pyrazole;3-Methyl-4-bromo-1H-pyrazole;NSC50563;UNII-2TM9BD74QF;4-bromo-3-methyl-pyrazole;hydroxy-6-oxo-,methylester;SCHEMBL98270;F9995-0436;DTXSID30160464;4-Bromo-3-methyl-1H-pyrazole #;4-bromo-3-methyl-1(2)H-pyrazole;CS-D1704;BBL013133;NSC 50563;STK400098;AKOS000264787;AKOS000813939;AKOS025395021;4-Bromo-3-methyl-1H-pyrazole, 97%;AC-4816;FS-2571;BP-10256;SY010801;AM20080282;B3522;FT-0617823;J3.547.899J;VU0549374-1;EN300-115691;O11185;W-108230

Chemical Property of 4-Bromo-3-methyl-1H-pyrazole

Chemical Property:

• Appearance/Colour: off-white powder
• Vapor Pressure: 0.0204mmHg at 25°C
• Melting Point: 77-79 °C
• Refractive Index: 1.584
• Boiling Point: 259.9 °C at 760 mmHg
• PKA: 13.27±0.50(Predicted)
• Flash Point: 111 °C
• PSA: 28.68000
• Density: 1.723 g/cm³
• LogP: 1.48060
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: methanol: soluble0.25g/5mL, clear, colorless to yellow
• XLogP3: 1.3
• 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:

99% ^*data from raw suppliers

4-Bromo-3-methylpyrazole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=NN1)Br
• Uses: 4-Bromo-3-methyl-1H-pyrazole may be used in chemical synthesis. 4-Bromo-3-methylpyrazole is an intermdiate used to prepare substituted piperidines as potent, selective, CNS-penetrant α4β2 nicotinic acetylcholine receptor potentiators. It is also used to prepare small molecular B2 receptor antagonists.

Technology Process of 4-Bromo-3-methyl-1H-pyrazole

There total 4 articles about 4-Bromo-3-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: 83.0%

4-bromo-3-methyl-1-phenylsulphonylpyrazole (130874-31-6) → 4-bromo-3-methyl-1H-pyrazole (13808-64-5)

Guidance literature:

With potassium hydroxide; In methanol; for 1h; Heating;

Reference yield: 49.0%

3-Methylpyrazole (1453-58-3) → 4-bromo-3-methyl-1H-pyrazole (13808-64-5)

Guidance literature:

3-Methylpyrazole; With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 60 ℃; Continuous flow reactor;

With water; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1021/op8002695

Reference yield:

→ 4-bromo-3-methyl-1H-pyrazole (13808-64-5)

Guidance literature:

With water; bromine;

upstream raw materials:

4-bromo-3-methyl-1-phenylsulphonylpyrazole

3-Methylpyrazole

Downstream raw materials:

3,3'-dimethyl-4,4'-dibromo-1,1'-bis-pyrazolyl-para-chlorophenylmethane

3,5'-dimethyl-4,4'-dibromo-1,1'-bis-pyrazolyl-para-chlorophenylmethane

3,3'-dimethyl-4,4'-dibromo-1,1'-bis-pyrazolyl-ortho-chlorophenylmethane

3,5'-dimethyl-4,4'-dibromo-1,1'-bis-pyrazolyl-ortho-chlorophenylmethane

Refernces

• 1、 Heinisch, Gottfried,Holzer, Wolfgang,Pock, Sabine. "Pyrazole Chemistry. Part 4. Directed Lithiation of 4-Bromo-1-phenylsulphonylpyrazole: a Convenient Approach to Vicinally Disubstituted Pyrazoles". . p. 1829 - 1834. Retrieved 2007/10/02.