n-(4-Cyanophenyl)acetohydroxamic acid

Base Information

• Chemical Name: n-(4-Cyanophenyl)acetohydroxamic acid
• CAS No.: 80584-65-2
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.175
• DSSTox Substance ID: DTXSID50436234
• Nikkaji Number: J1.622.733A
• Mol file: 80584-65-2.mol

Synonyms:n-(4-cyanophenyl)acetohydroxamic acid;80584-65-2;SCHEMBL873266;DTXSID50436234;N-Hydroxy-N-(4-cyanophenyl)acetamide

Chemical Property of n-(4-Cyanophenyl)acetohydroxamic acid

Chemical Property:

• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 235

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N(C1=CC=C(C=C1)C#N)O

Technology Process of n-(4-Cyanophenyl)acetohydroxamic acid

There total 4 articles about n-(4-Cyanophenyl)acetohydroxamic acid 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: 78.0%

N-(4-cyanophenyl)hydroxylamine (24171-84-4) + acetyl chloride (75-36-5) → N-(4-cyanophenyl)acetohydroxamic acid (80584-65-2)

Guidance literature:

With sodium hydrogencarbonate; In diethyl ether; at 0 ℃; Inert atmosphere;

DOI:10.1002/anie.201409375

Reference yield: 49.6%

4-nitrobenzonitrile (619-72-7) → N-(4-cyanophenyl)acetohydroxamic acid (80584-65-2)

Guidance literature:

4-nitrobenzonitrile; With ammonium chloride; zinc;

acetylate;

DOI:10.1016/j.tetlet.2015.07.070

Reference yield:

4-nitrobenzonitrile (619-72-7) → N-(4-cyanophenyl)acetohydroxamic acid (80584-65-2)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc dust, ammonium chloride / aq. ethanol

2: sodium bicarbonate / diethyl ether; H₂O / 0 °C

With ammonium chloride; sodium hydrogencarbonate; zinc; In diethyl ether; ethanol; water;

DOI:10.1021/ja00317a060

upstream raw materials:

N-(4-cyanophenyl)hydroxylamine

acetyl chloride

4-nitrobenzonitrile

Downstream raw materials:

C₁₀H₁₀N₂O₄S

4-cyanonitrosobenzene

acetic acid

N-(4-cyano-2-(trifluoromethoxy)phenyl)acetamide