5-bromo-1,2-dimethyl-1H-imidazole

Base Information

• Chemical Name: 5-bromo-1,2-dimethyl-1H-imidazole
• CAS No.: 24134-09-6
• Molecular Formula: C5H7 Br N2
• Molecular Weight: 175.028
• Hs Code.: 2933290090
• European Community (EC) Number: 634-995-3
• DSSTox Substance ID: DTXSID40428401
• Nikkaji Number: J304.598F
• Wikidata: Q72454961
• Mol file: 24134-09-6.mol

Synonyms:5-bromo-1,2-dimethyl-1H-imidazole;24134-09-6;5-bromo-1,2-dimethylimidazole;MFCD06659905;1H-Imidazole, 5-bromo-1,2-dimethyl-;SCHEMBL303908;DTXSID40428401;WIRCWIXZNDCIST-UHFFFAOYSA-N;BCP26729;ZAA13409;1,2-Dimethyl-5-bromo-1H-imidazole;AKOS006343260;AB26592;PS-3527;SY020573;AM20090265;CS-0036019;FT-0687397;EN300-90462;5-Bromo-1,2-dimethyl-1H-imidazole, AldrichCPR;Q-103106;Z1201623659

Chemical Property of 5-bromo-1,2-dimethyl-1H-imidazole

Chemical Property:

• Vapor Pressure: 0.0141mmHg at 25°C
• Melting Point: 91 °C
• Boiling Point: 266.6°Cat760mmHg
• PKA: 5.93±0.25(Predicted)
• Flash Point: 115°C
• PSA: 17.82000
• Density: 1.58g/cm³
• LogP: 1.49100
• Storage Temp.: Keep Cold
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 173.97926
• Heavy Atom Count: 8
• Complexity: 86.5

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-1,2-dimethyl-1H-imidazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=C(N1C)Br

Technology Process of 5-bromo-1,2-dimethyl-1H-imidazole

There total 7 articles about 5-bromo-1,2-dimethyl-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: 85.0%

→ 5-bromo-1,2-dimethyl-1H-imidazole (24134-09-6)

Guidance literature:

Reference yield: 76.0%

1,2-dimethyl-1H-imidazole (1739-84-0) → 5-bromo-1,2-dimethyl-1H-imidazole (24134-09-6)

Guidance literature:

With N-Bromosuccinimide; potassium carbonate; In ethyl acetate; at 20 ℃; for 1.5h;

DOI:10.1002/adsc.201500888

Reference yield: 48.0%

5-bromo-2-methyl-1H-imidazole (16265-11-5,123845-05-6) + methyl p-toluene sulfonate (80-48-8) → 5-bromo-1,2-dimethyl-1H-imidazole (24134-09-6)

Guidance literature:

at 140 ℃; for 1.5h;

upstream raw materials:

5-bromo-2-methyl-1H-imidazole

methyl p-toluene sulfonate

1,2-dimethyl-1H-imidazole

4-bromo-2-methyl-1H-imidazole

Downstream raw materials:

1,2-dimethyl-1H-imidazole

1,2-dimethyl-5-phenyl-1H-imidazole

methyl 3-chloro-5-(1,2-dimethyl-1H-imidazol-4-yl)benzoate

methyl 3-chloro-5-(1,2-dimethyl-1H-imidazol-5-yl)benzoate

Refernces

• 1、 Bellina, Fabio,Lessi, Marco,Marianetti, Giulia,Panattoni, Alessandro. "Highly regioselective C-5 alkynylation of imidazoles by one-pot sequential bromination and Sonogashira cross coupling". supporting information. p. 3855 - 3857. Retrieved 2015/06/08.
• 2、 Webel, Matthias,Palmer, Andreas Marc,Scheufler, Christian,Haag, Dieter,Mueller, Bernd. "Development of an efficient process towards the benzimidazole BYK308944: A key intermediate in the synthesis of a potassium-competitive acid blocker". experimental part. p. 142 - 151. Retrieved 2010/04/29.