N-Hydroxy-2-(trifluoromethyl)benzene-1-carboximidoyl chloride

Base Information

• Chemical Name: N-Hydroxy-2-(trifluoromethyl)benzene-1-carboximidoyl chloride
• CAS No.: 74467-04-2
• Molecular Formula: C8H5 Cl F3 N O
• Molecular Weight: 223.582
• Hs Code.: 2922500090
• DSSTox Substance ID: DTXSID50694150
• Mol file: 74467-04-2.mol

Synonyms:74467-04-2;N-Hydroxy-2-(trifluoromethyl)benzene-1-carboximidoyl chloride;N-Hydroxy-2-(trifluoromethyl)benzimidoyl chloride;DTXSID50694150;alpha-Chloro-2-(trifluoromethyl)benzaldoxime;N-hydroxy-2-(trifluoromethyl)benzimidoylchloride;A838143;N-oxidanyl-2-(trifluoromethyl)benzenecarboximidoyl chloride

Chemical Property of N-Hydroxy-2-(trifluoromethyl)benzene-1-carboximidoyl chloride

Chemical Property:

• Vapor Pressure: 0.0012mmHg at 25°C
• Melting Point: 80-82
• Refractive Index: 1.487
• Boiling Point: 286.8°C at 760 mmHg
• Flash Point: 127.3°C
• PSA: 32.59000
• Density: 1.41g/cm³
• LogP: 3.08000
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 223.0011760
• Heavy Atom Count: 14
• Complexity: 229

Purity/Quality:

97% ^*data from raw suppliers

N-Hydroxy-2-(trifluoromethyl)benzenecarboximidoyl chloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=NO)Cl)C(F)(F)F
• Uses: N-Hydroxy-2-(trifluoromethyl)benzimidoyl Chloride is used in the synthesis of isoxazolecarboxamides as potential fungicides.

Technology Process of N-Hydroxy-2-(trifluoromethyl)benzene-1-carboximidoyl chloride

There total 4 articles about N-Hydroxy-2-(trifluoromethyl)benzene-1-carboximidoyl chloride 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%

N-[[2-(trifluoromethyl)phenyl]methylidene]hydroxylamine (74467-00-8) → N-hydroxy-2-(trifluoromethyl)benzene-1-carbonimidoyl chloride (74467-04-2)

Guidance literature:

With hydrogenchloride; potassium peroxomonosulfate; In N,N-dimethyl-formamide; for 8h; Ambient temperature;

DOI:10.1021/jo00050a054

Reference yield: 93.0%

N-{(E)-[2-(trifluoromethyl)phenyl]methylidene}hydroxylamine → N-hydroxy-2-(trifluoromethyl)benzene-1-carbonimidoyl chloride (74467-04-2)

Guidance literature:

With N-chloro-succinimide; In N,N-dimethyl-formamide; at 60 ℃;

DOI:10.1039/d0nj03474f

Reference yield:

2-Trifluoromethylbenzaldehyde (447-61-0) → N-hydroxy-2-(trifluoromethyl)benzene-1-carbonimidoyl chloride (74467-04-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / hydroxylamine hydrochloride, 50percent NaOH / ethanol; H₂O / 1 h / 25 - 30 °C

2: 68 percent / N-chlorosuccinimide / dimethylformamide

With sodium hydroxide; N-chloro-succinimide; hydroxylamine hydrochloride; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jo01307a039

upstream raw materials:

N-[[2-(trifluoromethyl)phenyl]methylidene]hydroxylamine

2-Trifluoromethylbenzaldehyde

Downstream raw materials:

3'-<2''-(trifluoromethyl)phenyl>spiro-3-one

2-Trifluoromethyl-benzonitrile N-oxide

3-[2-(trifluoromethyl)phenyl]isoxazole-5-carboxylic acid 2,3,5,6-tetrafluoropyridin-4-ylamide

ethyl 3-[2-(trifluoromethyl)phenyl]isoxazole-5-carboxylate