1-(4-Cyanophenyl)-2-nitroethanol

Base Information

• Chemical Name: 1-(4-Cyanophenyl)-2-nitroethanol
• CAS No.: 3156-45-4
• Molecular Formula: C₉H₈N₂O₃
• Molecular Weight: 192.174
• DSSTox Substance ID: DTXSID301284004
• Nikkaji Number: J1.241.826D
• Mol file: 3156-45-4.mol

Synonyms:DTXSID301284004;1-(4-Cyanophenyl)-2-nitroethanol;4-(1-Hydroxy-2-nitroethyl)benzonitrile;3156-45-4

Chemical Property of 1-(4-Cyanophenyl)-2-nitroethanol

Chemical Property:

• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 192.05349212
• Heavy Atom Count: 14
• Complexity: 245

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#N)C(C[N+](=O)[O-])O

Technology Process of 1-(4-Cyanophenyl)-2-nitroethanol

There total 4 articles about 1-(4-Cyanophenyl)-2-nitroethanol 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: 99.0%

nitromethane (75-52-5) + 4-cyanobenzaldehyde (105-07-7) → 4-(1-hydroxy-2-nitroethyl)benzonitrile (3156-45-4)

Guidance literature:

With glucoamylase from Aspergillus niger; In ethanol; water; at 30 ℃; for 19h; Reagent/catalyst; Solvent; Temperature; Green chemistry; Enzymatic reaction;

DOI:10.1039/c3ra41287c

Reference yield: 89.0%

nitromethane (75-52-5) + 4-cyanobenzaldehyde (105-07-7) → 4-(1,3-dinitropropan-2-yl)benzonitrile + 4-(1-hydroxy-2-nitroethyl)benzonitrile (3156-45-4)

Guidance literature:

With silica gel; triethylamine; at 50 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2017.12.050

Reference yield: 65.0%

→ 4-(1-hydroxy-2-nitroethyl)benzonitrile (3156-45-4)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; iron; lead(II) chloride; In acetonitrile; at 60 ℃; for 24h;

upstream raw materials:

nitromethane

4-cyanobenzaldehyde

bromonitromethane

Downstream raw materials:

2-(4-cyanophenyl)-2-oxoacetic acid