5-chloro-1H-imidazole

Base Information

• Chemical Name: 5-chloro-1H-imidazole
• CAS No.: 15965-31-8
• Molecular Formula: C3H3ClN2
• Molecular Weight: 102.523
• Hs Code.: 2933290090
• European Community (EC) Number: 692-515-8
• NSC Number: 222413
• DSSTox Substance ID: DTXSID90166705
• Nikkaji Number: J2.026.271K
• Wikidata: Q72452054
• Mol file: 15965-31-8.mol

Synonyms:4-chloroimidazole;5-chloro-1H-imidazole;15965-31-8;4-chloro-1H-imidazole;4-Cl-pyrazole;5-chloroimidazole;1H-Imidazole, 4-chloro-;1H-Imidazole, 5-chloro-;NSC222413;SCHEMBL361377;DTXSID90166705;MFCD09033087;MFCD09033093;AKOS006350031;AKOS015964929;AC-1860;CS-W018584;NSC 222413;NSC-222413;SB33983;DS-13170;SY056650;FT-0602139;A810050;AE-562/43286932;J-009624;J-515150;F0001-0571

Chemical Property of 5-chloro-1H-imidazole

Chemical Property:

• Appearance/Colour: Off-white to pale yellow solid
• Vapor Pressure: 0.00261mmHg at 25°C
• Melting Point: 118-120 °C
• Refractive Index: 1.562
• Boiling Point: 295.92 °C at 760 mmHg
• PKA: 11.70±0.10(Predicted)
• Flash Point: 160.796 °C
• PSA: 28.68000
• Density: 1.406 g/cm³
• LogP: 1.06310
• Storage Temp.: Room temperature.
• Solubility.: DMSO, Methanol
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 101.9984758
• Heavy Atom Count: 6
• Complexity: 48.1

Purity/Quality:

97% ^*data from raw suppliers

4-Chloro-1H-imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(NC=N1)Cl
• Uses: 4-Chloro-1H-imidazole (cas# 15965-31-8) is a compound useful in organic synthesis.

Technology Process of 5-chloro-1H-imidazole

There total 6 articles about 5-chloro-1H-imidazole 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: 79.0%

1H-imidazole (288-32-4) → 4-chloro-1H-imidazole (15965-31-8)

Guidance literature:

1H-imidazole; In acetonitrile; at 80 ℃; for 0.166667h;

With N-chloro-succinimide; In acetonitrile; at 80 ℃; for 8h; regioselective reaction;

DOI:10.1021/jo300731z

Reference yield: 72.0%

C11H22LiN3O2SSi → 5-chloro-1H-imidazole (15965-31-8)

Guidance literature:

With dimethylamino sulfonyl chloride; In tetrahydrofuran; cyclohexane; at -78 - 20 ℃; for 2h;

DOI:10.1016/S0040-4020(01)90617-9

Reference yield: 25.0%

1H-imidazole (288-32-4) → 4-chloro-1H-imidazole (15965-31-8) + 4,5-dichloroimidazole (15965-30-7)

Guidance literature:

With chlorine; In chloroform; Ambient temperature;

DOI:10.1021/jo9814952

upstream raw materials:

4-diazo-4H-imidazole

chlorobenzene

1H-imidazole

2-tert-butyldimethylsilyl-N,N-dimethylimidazole-1-sulfonamide

Downstream raw materials:

4-chloro-1-(2,6-difluoro-4-nitrophenyl)-1H-imidazole

4-chloro-1-(2-methoxy-4-nitrophenyl)-1H-imidazole

4-chloro-1-(2-fluoro-6-methoxy-4-nitrophenyl)-1H-imidazole

methyl {2-[(4-chloro-1H-imidazol-1-yl)methyl]phenyl}acetate