N-(3-Cyanophenyl)-N-hydroxyacetamide

Base Information

• Chemical Name: N-(3-Cyanophenyl)-N-hydroxyacetamide
• CAS No.: 80584-66-3
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.175
• DSSTox Substance ID: DTXSID10523174
• Wikidata: Q82389111
• Mol file: 80584-66-3.mol

Synonyms:N-(3-Cyanophenyl)-N-hydroxyacetamide;80584-66-3;DTXSID10523174

Chemical Property of N-(3-Cyanophenyl)-N-hydroxyacetamide

Chemical Property:

• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 243

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-(3-Cyanophenyl)-N-hydroxyacetamide

There total 3 articles about N-(3-Cyanophenyl)-N-hydroxyacetamide 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:

3-(hydroxyamino)benzonitrile (24171-82-2) + acetyl chloride (75-36-5) → N-(3-cyanophenyl)acetohydroxamic acid (80584-66-3)

Guidance literature:

With acetic anhydride; sodium hydrogencarbonate; -78 deg C to RT;

DOI:10.1021/jo00346a005

Reference yield:

3-nitrobenzonitrile (619-24-9) → N-(3-cyanophenyl)acetohydroxamic acid (80584-66-3)

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

Reference yield:

Fe(H2O)4CH3CONOC6H4CN(2+) → N-(3-cyanophenyl)acetohydroxamic acid (80584-66-3)

Guidance literature:

With perchloric acid; sodium perchlorate; water; In perchloric acid; water; 25°C; not isolated, UV monitoring; Kinetics;

upstream raw materials:

3-(hydroxyamino)benzonitrile

acetyl chloride

3-nitrobenzonitrile

Downstream raw materials:

C₁₀H₁₀N₂O₄S

Refernces

• 1、 Brink, Christina Poth,Crumbliss, Alvin L.. "Kinetics, mechanism, and thermodynamics of aqueous iron(III) chelation and dissociation: Influence of carbon and nitrogen substituents in hydroxamic acid ligands". . p. 4708 - 4718. Retrieved 2008/10/08.