Difluoro(phenylsulfanyl)acetyl chloride

Base Information

• Chemical Name: Difluoro(phenylsulfanyl)acetyl chloride
• CAS No.: 16503-77-8
• Molecular Formula: C8H5ClF2OS
• Molecular Weight: 222.643
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID00514334
• Mol file: 16503-77-8.mol

Synonyms:difluoro(phenylsulfanyl)acetyl chloride;16503-77-8;2,2-difluoro-2-phenylsulfanylacetyl chloride;DTXSID00514334

Chemical Property of Difluoro(phenylsulfanyl)acetyl chloride

Chemical Property:

• Vapor Pressure: 0.533mmHg at 25°C
• Boiling Point: 190.7oC at 760 mmHg
• Flash Point: 69.2oC
• PSA: 42.37000
• Density: 1.42g/cm3
• LogP: 3.13690
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 221.9717700
• Heavy Atom Count: 13
• Complexity: 193

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)SC(C(=O)Cl)(F)F

Technology Process of Difluoro(phenylsulfanyl)acetyl chloride

There total 4 articles about Difluoro(phenylsulfanyl)acetyl 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:

2,2-difluoro-2-(phenylthio)acetic acid (46207-56-1) → Difluor-phenylmercapto-acetylchlorid (16503-77-8)

Guidance literature:

With thionyl chloride; at 0 - 60 ℃;

DOI:10.1016/S0022-1139(03)00158-1

Reference yield:

thiophenol (108-98-5) → Difluor-phenylmercapto-acetylchlorid (16503-77-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / dimethyl sulfoxide / 24 h / 20 °C

2.1: sodium hydroxide / acetonitrile / 5 h / 20 °C

2.2: pH 1

3.1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 0 - 20 °C / Inert atmosphere

With oxalyl dichloride; sodium hydride; sodium hydroxide; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1039/d1cc05890h

Reference yield:

ethyl 2,2-difluoro-2-(phenylthio)acetate (101068-11-5) → Difluor-phenylmercapto-acetylchlorid (16503-77-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / acetonitrile / 5 h / 20 °C

1.2: pH 1

2.1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 0 - 20 °C / Inert atmosphere

With oxalyl dichloride; sodium hydroxide; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1039/d1cc05890h

upstream raw materials:

thiophenol

2-chloro-2,2-difluoroacetic acid

2,2-difluoro-2-(phenylthio)acetic acid

ethyl 2,2-difluoro-2-(phenylthio)acetate

Refernces

• 1、 Matsnev, Andrei V.,Kondratenko, Natalya V.,Yagupolskii, Lev M.. "Synthesis and optical activity of aryl(N-trifluoromethylsulfonylimino) thiodifluoroacetic acids and their derivatives". . p. 287 - 290. Retrieved 2007/10/03.