(5-Nitro-1H-benzo[d]imidazol-2-yl)methanol

Base Information

• Chemical Name: (5-Nitro-1H-benzo[d]imidazol-2-yl)methanol
• CAS No.: 20034-00-8
• Molecular Formula: C8H7 N3 O3
• Molecular Weight: 193.162
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90395831
• ChEMBL ID: CHEMBL1896066
• Mol file: 20034-00-8.mol

Synonyms:20034-00-8;(5-Nitro-1H-benzo[d]imidazol-2-yl)methanol;(5-nitro-1H-1,3-benzodiazol-2-yl)methanol;(5-nitro-1H-benzimidazol-2-yl)methanol;(6-nitro-1H-benzimidazol-2-yl)methanol;5-Nitro-1H-benzimidazole-2-methanol;1H-Benzimidazole-2-methanol, 5-nitro-;1H-Benzimidazole-2-methanol, 6-nitro-;MFCD00462582;{5-nitro-1H-benzimidazol-2-yl}methanol;Oprea1_814095;SCHEMBL521103;CHEMBL1896066;DTXSID90395831;STK369469;AKOS000275039;AB88018;CS-W002621;DS-4287;NCGC00184565-01;NCGC00184565-02;NCGC00184565-03;NCGC00184565-04;(5-nitro-1h-benzoimidazol-2-yl)methanol;AC-29377;SY021945;(5-nitro-1H-benzimidazol-2-yl)-methanol;(6-nitro-1H-benzoimidazol-2-yl)-methanol;AM20120569;BB 0219453;EN300-44213;A879870;AT-051/33970028;SR-01000392147;SR-01000392147-1;F0348-4627

Chemical Property of (5-Nitro-1H-benzo[d]imidazol-2-yl)methanol

Chemical Property:

• PSA: 94.73000
• LogP: 1.48660
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 193.04874109
• Heavy Atom Count: 14
• Complexity: 230

Purity/Quality:

98%min ^*data from raw suppliers

(5-Nitro-1H-benzo[d]imidazol-2-yl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1[N+](=O)[O-])NC(=N2)CO

Technology Process of (5-Nitro-1H-benzo[d]imidazol-2-yl)methanol

There total 2 articles about (5-Nitro-1H-benzo[d]imidazol-2-yl)methanol 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: 87.0%

glycolic Acid (79-14-1) + 4-Nitrophenylene-1,2-diamine (99-56-9) → (5-nitro-1H-benzo[d]imidazol-2-yl)methanol (20034-00-8)

Guidance literature:

With phosphoric acid; at 130 ℃; for 3h;

DOI:10.1134/S1070363217120465

Reference yield: 60.0%

C6H12O6 + 4-Nitrophenylene-1,2-diamine (99-56-9) → (5-nitro-1H-benzo[d]imidazol-2-yl)methanol (20034-00-8) + 5-nitrobenzimidazole (94-52-0)

Guidance literature:

With di-tert-butyl peroxide; boron trifluoride diethyl etherate; In decane; acetonitrile; at 90 ℃; for 1h; Green chemistry;

DOI:10.1002/asia.202100972

Reference yield: 88.0%

(5-nitro-1H-benzo[d]imidazol-2-yl)methanol (20034-00-8) → 2-(chloromethyl)-5-nitro-1H-benzo[d]imidazole (14625-39-9)

Guidance literature:

With thionyl chloride; for 8h;

DOI:10.3390/molecules200815206

upstream raw materials:

glycolic Acid

4-Nitrophenylene-1,2-diamine

Downstream raw materials:

2-(chloromethyl)-5-nitro-1H-benzo[d]imidazole

C₂₀H₁₇N₃O₅

C₂₀H₁₇N₃O₅

Refernces

• 1、 Raja, Dineshkumar,Philips, Abigail,Sundaramurthy, Devikala,Chandru Senadi, Gopal. "Sustainable Synthesis of 2-Hydroxymethylbenzimidazoles using D-Fructose as a C2 Synthon". supporting information. p. 3754 - 3759. Retrieved 2021/10/14.
• 2、 Alasmary, Fatmah A.S.,Snelling, Anna M.,Zain, Mohammed E.,Alafeefy, Ahmed M.,Awaad, Amani S.,Karodia, Nazira. "Synthesis and evaluation of selected benzimidazole derivatives as potential antimicrobial agents". supporting information. p. 15206 - 15223. Retrieved 2015/09/21.