2-(5-Nitro-1H-imidazol-1-yl)ethanol

Base Information

• Chemical Name: 2-(5-Nitro-1H-imidazol-1-yl)ethanol
• CAS No.: 5006-68-8
• Molecular Formula: C₅H₇N₃O₃
• Molecular Weight: 157.129
• Hs Code.: 2933290090
• European Community (EC) Number: 641-573-2
• UNII: M69F775144
• DSSTox Substance ID: DTXSID30390623
• Wikidata: Q27283550
• Mol file: 5006-68-8.mol

Synonyms:2-(5-Nitro-1H-imidazol-1-yl)ethanol;5006-68-8;2-(5-nitroimidazol-1-yl)ethanol;5-Nitro-1H-imidazole-1-ethanol;1H-Imidazole-1-ethanol, 5-nitro-;1-(2-Hydroxyethyl)-5-nitroimidazole;Imidazole-1-ethanol, 5-nitro-;UNII-M69F775144;Metronidazole impurity D [USP-MC];M69F775144;Metronidazole Impurity D;SCHEMBL5878432;DTXSID30390623;METRONIDAZOLE EP IMPURITY D;BCP32938;MFCD00159670;2-(5-nitro-1-imidazolyl)-1-ethanol;AKOS023569582;CS-W016225;AS-77788;FT-0672796;A899724;Q27283550

Chemical Property of 2-(5-Nitro-1H-imidazol-1-yl)ethanol

Chemical Property:

• Melting Point: 118 °C
• Boiling Point: 425.2±25.0 °C(Predicted)
• PKA: 14.43±0.10(Predicted)
• PSA: 83.87000
• Density: 1.53±0.1 g/cm3(Predicted)
• LogP: 0.30680
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly, Heated), DMSO (Slightly), Ethyl Acetate (Slightly), Methan
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 157.04874109
• Heavy Atom Count: 11
• Complexity: 146

Purity/Quality:

99.90% ^*data from raw suppliers

5-Nitro-1H-imidazole-1-ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(N(C=N1)CCO)[N+](=O)[O-]
• Uses: 5-Nitro-1H-imidazole-1-ethanol (cas# 5006-68-8) is a compound useful in organic synthesis.

Technology Process of 2-(5-Nitro-1H-imidazol-1-yl)ethanol

There total 3 articles about 2-(5-Nitro-1H-imidazol-1-yl)ethanol 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%

1-(2-((tert-butyldimethylsilyl)oxy)ethyl)-5-nitro-1H-imidazole → 1-(2-hydroxyethyl) 5-nitroimidazole (5006-68-8)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 24h;

DOI:10.1021/acs.jmedchem.7b01678

Reference yield: 13.7%

5-nitro-1H-imidazole (3034-38-6) + 2-chloro-ethanol (107-07-3) → 1-(2-hydroxyethyl) 5-nitroimidazole (5006-68-8)

Guidance literature:

for 24h; Heating;

DOI:10.1016/0223-5234(91)90118-7

Reference yield:

→ 1-(2-hydroxyethyl) 5-nitroimidazole (5006-68-8)

Guidance literature:

Bromethyl-imidazol (III) + Morpholin.;

upstream raw materials:

5-nitro-1H-imidazole

2-chloro-ethanol

Downstream raw materials:

5-nitro-1-vinyl-1H-imidazole

5-nitro-1-(2-tosyloxyethyl)imidazole

Refernces

• 1、 Jentzer,Vanelle,Crozet,Maldonado,Barreau. "New 5-nitroimidazoles bearing lactame nucleus: Synthesis and antibacterial properties". . p. 687 - 697. Retrieved 2007/10/02.