2-Chloro-1H-imidazole

Base Information

• Chemical Name: 2-Chloro-1H-imidazole
• CAS No.: 16265-04-6
• Molecular Formula: C3H3ClN2
• Molecular Weight: 102.523
• Hs Code.: 2933290090
• European Community (EC) Number: 625-756-4
• DSSTox Substance ID: DTXSID60378378
• Nikkaji Number: J420.210D
• Wikidata: Q27123572
• Metabolomics Workbench ID: 58361
• ChEMBL ID: CHEMBL64560
• Mol file: 16265-04-6.mol

Synonyms:2-Chloro-1H-imidazole;16265-04-6;2-chloroimidazole;chloroimidazole;1H-Imidazole, 2-chloro-;MFCD02179530;CHEBI:52721;2-Chloro-1H-Imidazole 97%;2-chlor-1H-imidazol;2-chloranyl-1H-imidazole;SCHEMBL57633;YSZC373;CHEMBL64560;SCHEMBL4914376;2-Chloro-1H-imidazole, 97%;DTXSID60378378;OCVXSFKKWXMYPF-UHFFFAOYSA-N;BCP30062;AKOS005256297;AB11323;AM803289;AS-17494;C2685;CS-0020071;FT-0637345;EN300-101088;A810399;W-205907;Q27123572;Chloroimidazole;5KX

Chemical Property of 2-Chloro-1H-imidazole

Chemical Property:

• Vapor Pressure: 0.019mmHg at 25°C
• Melting Point: 165-170 °C
• Refractive Index: 1.562
• Boiling Point: 252.7 °C at 760 mmHg
• PKA: 11.23±0.10(Predicted)
• Flash Point: 131.1 °C
• PSA: 28.68000
• Density: 1.405 g/cm³
• LogP: 1.06310
• Storage Temp.: Keep Cold
• 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:

99% ^*data from raw suppliers

2-chloro-1H-imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41
• Safety Statements: 26-36/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CN=C(N1)Cl
• Uses: 2-Chloroimidazole is used in pharmaceuticals, drug candidates, ligands for transition metal catalysts and other molecular functional materials.

Technology Process of 2-Chloro-1H-imidazole

There total 7 articles about 2-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: 100.0%

1-hydroxy-2-chloroimidazole, hydrochloride → 2-chloro-1H-imidazole (16265-04-6)

Guidance literature:

With hydrogenchloride; titanium(III) chloride; In methanol; water; at 20 ℃; for 1h;

DOI:10.1021/jo970355+

Reference yield: 88.0%

1H-imidazole (288-32-4) → 2-chloro-1H-imidazole (16265-04-6)

Guidance literature:

With [bis(acetoxy)iodo]benzene; sodium chloride; In water; acetonitrile; at 20 ℃; regioselective reaction;

DOI:10.1039/c8nj03822h

Reference yield: 85.0%

1-(diethoxymethyl)-1H-imidazole (61278-81-7) → 2-chloro-1H-imidazole (16265-04-6)

Guidance literature:

1-(diethoxymethyl)-1H-imidazole; With n-butyllithium; In tetrahydrofuran; hexane; at -35 ℃;

With hexachloroethane; In tetrahydrofuran; hexane; at -35 ℃; for 0.0833333h;

With hydrogenchloride; sodium hydroxide; more than 3 stages;

upstream raw materials:

1-(diethoxymethyl)-1H-imidazole

2-chloro-1-trityl-1H-imidazole

N-tritylimidazole

1H-imidazole

Downstream raw materials:

2-chloro-4-nitro-1H-imidazole

2-Phenylimidazole

4-(2-chloro-imidazol-1-yl)-7-(toluene-4-sulfonyl)-7H-pyrrolo[2,3-d]pyrimidine

(R,S)-α-methyl-4-[4-(2-chloro-1H-imidazol-1-yl)butyl]benzeneacetic acid

Refernces

• 1、 Takeuchi et al.. "-". . p. 4243,4244. Retrieved 1979.
• 2、 -. "Preparation of 2-chloro-4-nitro imidazole method (by machine translation)". Paragraph 0020; 0022. . Retrieved 2017/03/14.