(2Z)-2-(2-chlorophenyl)-2-hydroxyiminoacetonitrile

Base Information

• Chemical Name: (2Z)-2-(2-chlorophenyl)-2-hydroxyiminoacetonitrile
• CAS No.: 21742-26-7
• Molecular Formula: C8H5 Cl N2 O
• Molecular Weight: 180.593
• Hs Code.: 2926909090
• European Community (EC) Number: 244-561-1
• Mol file: 21742-26-7.mol

Synonyms:(2-Chlorophenyl)(hydroxyimino)acetonitrile;HMS1450N21;CCG-56264;IDI1_018382;SR-01000645233-1

Chemical Property of (2Z)-2-(2-chlorophenyl)-2-hydroxyiminoacetonitrile

Chemical Property:

• Vapor Pressure: 6.27E-05mmHg at 25°C
• Boiling Point: 331.3°Cat760mmHg
• Flash Point: 154.2°C
• PSA: 56.38000
• Density: 1.28g/cm³
• LogP: 2.04188
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 180.0090405
• Heavy Atom Count: 12
• Complexity: 231

Purity/Quality:

99.3% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=NO)C#N)Cl
• Isomeric SMILES: C1=CC=C(C(=C1)/C(=N/O)/C#N)Cl

Technology Process of (2Z)-2-(2-chlorophenyl)-2-hydroxyiminoacetonitrile

There total 4 articles about (2Z)-2-(2-chlorophenyl)-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:

sodium cyanide (143-33-9,25596-52-5) + 2-chloro-N-hydroxybenzimidoyl chloride (29568-74-9) → (2-chloro-phenyl)-hydroxyimino-acetonitrile (21742-26-7)

Guidance literature:

With triethylamine; In water; 1,2-dichloro-ethane; isopropyl alcohol; at -5 - 20 ℃; for 4h;

DOI:10.1080/00397919908085906

Reference yield:

2-chloro benzaldehyde oxime (3717-28-0) → (2-chloro-phenyl)-hydroxyimino-acetonitrile (21742-26-7)

Guidance literature:

Multi-step reaction with 2 steps

1: tert-butyl hypochlorite / 1,2-dichloro-ethane; propan-2-ol / 30 h / -12 - -10 °C

2: Et₃N / 1,2-dichloro-ethane; propan-2-ol; H₂O / 4 h / 20 °C

With tert-butylhypochlorite; triethylamine; In water; 1,2-dichloro-ethane; isopropyl alcohol; 1: Chlorination / 2: Substitution;

DOI:10.1080/00397910008087189

Reference yield:

2-Chlorophenylacetonitrile (2856-63-5) → (2-chloro-phenyl)-hydroxyimino-acetonitrile (21742-26-7)

Guidance literature:

With nitrosylchloride;

upstream raw materials:

2-Chlorophenylacetonitrile

isopentyl nitrite

sodium cyanide

2-chloro-N-hydroxybenzimidoyl chloride

Downstream raw materials:

2-chlorobenzoyl cyanide

C₁₆H₉Cl₃FN₃O₂S

Refernces

• 1、 Ma, Jun-An,Ma, Zhi-Hua,Ma, Hong-Min,Huang, Run-Qiu,Shao, Rui-Lian. "A convenient synthesis of α-hydroxyiminoacetonitriles from aldoximes". . p. 1563 - 1567. Retrieved 2000.