2-Chloro-2-hydroxyiminoacetonitrile

Base Information

• Chemical Name: 2-Chloro-2-hydroxyiminoacetonitrile
• CAS No.: 4474-18-4
• Molecular Formula: C2HClN2O
• Molecular Weight: 104.49500
• Mol file: 4474-18-4.mol

Synonyms:oxalomonohydroximic acid-chloride nitrile;CF.$.CCN;1-Fluor-2-cyano-acetylen;2-Propynenitrile,3-fluoro;Oxalomonohydroximsaeure-chlorid-nitril;Cyanofluoracetylen;CF.equiv.CCN;N-hydroxy-2-nitrilo-acetimidoyl chloride;Fluorcyanoacetylen;cyanohydroximic acid chloride;cyanoformhydroximoyl chloride;cyanohydroximoyl chloride;cyanoformic acid chloride oxime;

Chemical Property of 2-Chloro-2-hydroxyiminoacetonitrile

Chemical Property:

• Vapor Pressure: 0.047mmHg at 25°C
• Boiling Point: 209.127oC at 760 mmHg
• Flash Point: 80.277oC
• PSA: 56.38000
• Density: 1.448g/cm3
• LogP: 0.53648

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Chloro-2-hydroxyiminoacetonitrile

There total 3 articles about 2-Chloro-2-hydroxyiminoacetonitrile 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: 50.0%

chloroglyoxime (4732-58-5) → cyanoformic acid chloride oxime (4474-18-4)

Guidance literature:

With thionyl chloride; In diethyl ether; for 0.75h;

DOI:10.1021/jo00151a017

Reference yield:

(1Z,2E)-N-hydroxy-2-(hydroxyimino)-acetimidoyl chloride (17019-15-7) → cyanoformic acid chloride oxime (4474-18-4)

Guidance literature:

With thionyl chloride; diethyl ether;

Reference yield:

(E,E)-monochloroglyoxime (4732-58-5,17019-15-7,17019-20-4) → cyanoformic acid chloride oxime (4474-18-4)

Guidance literature:

With thionyl chloride; diethyl ether;

upstream raw materials:

(E,E)-monochloroglyoxime

(1Z,2E)-N-hydroxy-2-(hydroxyimino)-acetimidoyl chloride

chloroglyoxime

Downstream raw materials:

5-ethoxy-4,5-dihydroisoxazole-3-carbonitrile

4-(p-bromophenyl)-6-exo-3-(3-cyano-2-isoxazolin-5-yl)-6-endo-methyl-2-oxa-3-azabicyclo<3.1.0>hex-2-ene

exo-4-phenyl-8-cyano-3,5,10-trioxa-9-azabicyclo<5,3,0>-8-decene

endo-4-phenyl-8-cyano-3,5,10-trioxa-9-azabicyclo<5,3,0>-8-decene

Refernces

• 1、 Kozikowski, Alan P.,Adamczyk, Maciej. "Methods for the Stereoselective Cis Cyanohydroxylation and Carboxyhydroxylation of Olefins". . p. 366 - 372. Retrieved 2007/10/02.