4-Bromo-1-vinyl-1H-pyrazole

Base Information

• Chemical Name: 4-Bromo-1-vinyl-1H-pyrazole
• CAS No.: 80308-80-1
• Molecular Formula: C5H5BrN2
• Molecular Weight: 173.01100
• Hs Code.: 2933199090
• European Community (EC) Number: 804-411-3
• DSSTox Substance ID: DTXSID70542260
• Wikidata: Q82418860
• Mol file: 80308-80-1.mol

Synonyms:4-Bromo-1-vinyl-1H-pyrazole;80308-80-1;4-BROMO-1-ETHENYLPYRAZOLE;1H-Pyrazole, 4-bromo-1-ethenyl-;4-Bromo-1-ethenyl-1H-pyrazole;MFCD02823967;1-vinyl-4-bromopyrazole;SCHEMBL23275497;DTXSID70542260;AKOS006281418;AT28198;BS-36223;SY333223;CS-0235773;EN300-1608685;InChI=1/C5H5BrN2/c1-2-8-4-5(6)3-7-8/h2-4H,1H

Chemical Property of 4-Bromo-1-vinyl-1H-pyrazole

Chemical Property:

• Vapor Pressure: 29.145mmHg at 25°C
• Boiling Point: 105.744oC at 760 mmHg
• Flash Point: 17.753oC
• PSA: 17.82000
• Density: 1.554g/cm3
• LogP: 1.74610
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 171.96361
• Heavy Atom Count: 8
• Complexity: 94.4

Purity/Quality:

98% ^*data from raw suppliers

4-bromo-1-vinyl-1H-pyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=CN1C=C(C=N1)Br

Technology Process of 4-Bromo-1-vinyl-1H-pyrazole

There total 3 articles about 4-Bromo-1-vinyl-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: 78.0%

4-bromo-1-(2-chloroethyl)-1H-pyrazole (663941-72-8) → 4-bromo-1-vinylpyrazole (80308-80-1)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; hydroquinone; potassium hydroxide; In water; at 20 - 80 ℃; for 6h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c01968

Reference yield:

3,4-dibromo-1-vinylpyrazole → 3-bromo-1-vinyl-1H-pyrazole + 4-bromo-1-vinylpyrazole (80308-80-1)

Guidance literature:

3,4-dibromo-1-vinylpyrazole; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.0166667h;

With methanol; In tetrahydrofuran;

DOI:10.1016/j.tet.2006.10.009

Reference yield:

1-vinyl-3,4,5-tribromo-1H-pyrazole (923035-87-4) → 4-bromo-1-vinylpyrazole (80308-80-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.03 h / -78 °C

1.2: 80 percent / NH₄Cl / tetrahydrofuran; hexane; H₂O / 2 h / -78 - 20 °C

2.1: i-PrMgCl / tetrahydrofuran / 0.08 h / 20 °C

2.2: methanol / tetrahydrofuran

With n-butyllithium; isopropylmagnesium chloride; In tetrahydrofuran; hexane;

DOI:10.1016/j.tet.2006.10.009

upstream raw materials:

1-vinyl-3,4,5-tribromo-1H-pyrazole

4-bromo-1-(2-chloroethyl)-1H-pyrazole

Refernces

• 1、 -. "N-(HETEROARYL) QUINAZOLIN-2-AMINE DERIVATIVES AS LRRK2 INHIBITORS, PHARMACEUTICAL COMPOSITIONS, AND USES THEREOF". Page/Page column 68-69. . Retrieved 2021/04/30.