1-Benzyl-5-nitroimidazole

Base Information

• Chemical Name: 1-Benzyl-5-nitroimidazole
• CAS No.: 159790-78-0
• Molecular Formula: C10H9N3O2
• Molecular Weight: 203.2
• Hs Code.: 2933290090
• DSSTox Substance ID: DTXSID80434142
• Nikkaji Number: J603.538H
• Mol file: 159790-78-0.mol

Synonyms:1-Benzyl-5-nitroimidazole;159790-78-0;1-benzyl-5-nitro-1H-imidazole;MFCD04972447;5-NITRO-1-(PHENYLMETHYL)-1H-IMIDAZOLE;SCHEMBL17425121;DTXSID80434142;5-nitro-1-(phenylmethyl)imidazole;AKOS015911484;AB21029;GS-5902;SY098349;1H-Imidazole, 5-nitro-1-(phenylmethyl)-;CS-0052599;FT-0690973;P10308;A810071;J-009644

Chemical Property of 1-Benzyl-5-nitroimidazole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.633
• Boiling Point: 403.2°Cat760mmHg
• Flash Point: 197.7°C
• PSA: 63.64000
• Density: 1.29g/cm³
• LogP: 2.36280
• Storage Temp.: 2-8°C
• Solubility.: Methanol, Water
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 203.069476538
• Heavy Atom Count: 15
• Complexity: 223

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Nitro-1-(phenylmethyl)-1H-imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=NC=C2[N+](=O)[O-]
• Uses: 5-Nitro-1-(phenylmethyl)-1H-imidazole is an intermediate in the synthesis of nitroimidazole based compounds.

Technology Process of 1-Benzyl-5-nitroimidazole

There total 2 articles about 1-Benzyl-5-nitroimidazole 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: 95.0%

benzyl chloride (100-44-7) + 5-nitro-1H-imidazole (3034-38-6) → 1-benzyl-5-nitroimidazole (159790-78-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 75 ℃; for 4h;

DOI:10.1016/S0040-4039(02)00053-9

Reference yield: 53.0%

benzyl chloride (100-44-7) + 5-nitro-1H-imidazole (3034-38-6) → 1-benzyl-4-nitro-1H-imidazole (13230-13-2) + 1-benzyl-5-nitroimidazole (159790-78-0)

Guidance literature:

With acetic acid; In N,N-dimethyl-formamide; at 130 - 140 ℃; for 5h; Yields of byproduct given;

Reference yield: 72.0%

chloroform (67-66-3,8013-54-5) + 1-benzyl-5-nitroimidazole (159790-78-0) → 1-benzyl-4-dichloromethyl-5-nitroimidazole (434326-06-4)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; N,N-dimethyl-formamide; at -78 ℃; for 0.166667h;

DOI:10.1016/S0040-4039(02)00053-9

upstream raw materials:

benzyl chloride

5-nitro-1H-imidazole

Downstream raw materials:

1-benzyl-4-dichloromethyl-5-nitroimidazole

5-nitro-1-(phenylmethyl)-1H-imidazole-4-carboxaldehyde

2-amino-1-[5-amino-1-(phenylmethyl)-1H-imidazol-4-yl]ethanone dihydrochloride

2-nitro-1-(1-benzyl-5-nitro-1H-imidazol-4-yl)ethanone

Refernces

• 1、 Rao, A. K. S. Bhujanga,Rao, C. Gundu,Singh, B. B.. "Regioselective Alkylation of 4(5)-Nitro-1H-Imidazoles in Acidic Media: Study of Temperature Effects". . p. 2399 - 2402. Retrieved 2007/10/02.