1-Chloro-4-(difluoromethanesulfonyl)benzene

Base Information

• Chemical Name: 1-Chloro-4-(difluoromethanesulfonyl)benzene
• CAS No.: 2488-53-1
• Molecular Formula: C7H5ClF2O2S
• Molecular Weight: 226.631
• Hs Code.: 2904909090
• NSC Number: 166341
• DSSTox Substance ID: DTXSID00304575
• Wikidata: Q82050583
• Mol file: 2488-53-1.mol

Synonyms:2488-53-1;1-chloro-4-(difluoromethylsulfonyl)benzene;1-Chloro-4-(difluoromethanesulfonyl)benzene;1-chloro-4-(difluoromethane)sulfonylbenzene;4-chlorophenyl difluoromethyl sulfone;4-(difluoromethylsulfonyl)chlorobenzene;1-Chloro-4-((difluoromethyl)sulfonyl)benzene;1-chloro-4-difluoromethanesulfonylbenzene;MFCD00018660;Benzene,1-chloro-4-[(difluoromethyl)sulfonyl]-;NSC166341;SCHEMBL5200207;DTXSID00304575;UWBPIDCZHSOMGG-UHFFFAOYSA-N;AKOS000524422;CCG-252165;NSC-166341;FT-0727063;EN300-89175;A924824;AS-871/40723670;Benzene, 1-chloro-4-[(difluoromethyl)sulfonyl]-;BRD-K65865514-001-01-0;Z56808921

Chemical Property of 1-Chloro-4-(difluoromethanesulfonyl)benzene

Chemical Property:

• Vapor Pressure: 0.000699mmHg at 25°C
• Refractive Index: 1.497
• Boiling Point: 317.8 °C at 760 mmHg
• Flash Point: 146 °C
• PSA: 42.52000
• Density: 1.467 g/cm³
• LogP: 3.41710
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 225.9666846
• Heavy Atom Count: 13
• Complexity: 252

Purity/Quality:

99% ^*data from raw suppliers

4-(Difluoromethylsulfonyl)chlorobenzene ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1S(=O)(=O)C(F)F)Cl

Technology Process of 1-Chloro-4-(difluoromethanesulfonyl)benzene

There total 10 articles about 1-Chloro-4-(difluoromethanesulfonyl)benzene 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: 75.0%

sodium difluoromethanesulfinate (275818-95-6) + p-chlorobenzenediazonium tetrafluoroborate (673-41-6) → 1-chloro-4-((difluoromethyl)sulfonyl)benzene (2488-53-1)

Guidance literature:

sodium difluoromethanesulfinate; With copper(I) thiophene-2-carboxylate; In acetonitrile; at 20 ℃; for 0.0833333h; Inert atmosphere; Schlenk technique;

p-chlorobenzenediazonium tetrafluoroborate; In acetonitrile; at 20 ℃; for 0.75h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1002/cjoc.201700748

Reference yield: 71.0%

Chlorodifluoromethane (75-45-6) + sodium p-chlorobenzenesulphinate (14752-66-0) → 1-chloro-4-((difluoromethyl)sulfonyl)benzene (2488-53-1)

Guidance literature:

With triethylamine; sodium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 5h; Sealed tube;

Reference yield: 68.0%

4-chloro-benzenesulfonic acid benzylidenehydrazide (92022-89-4) + 2,2‐difluoro‐2‐(triphenylphosphonio)acetate → 1-chloro-4-((difluoromethyl)sulfonyl)benzene (2488-53-1)

Guidance literature:

With cesium bicarbonate; In cyclohexane; at 100 ℃; for 6h;

DOI:10.1039/c6ra20629h

upstream raw materials:

1-chloro-4-[(difluoromethyl)sulfanyl]benzene

p-Chlorothiophenol

4-chloro-benzenesulfonic acid benzylidenehydrazide

sodium difluoromethanesulfinate

Downstream raw materials:

1-chloro-4-((difluoromethyl)sulfonyl)-2-nitrobenzene

(4-((difluoromethyl)sulfonyl)phenyl)hydrazine

p-chlorophenyl chlorodifluoromethyl sulfone

4-chlorophenyl bromodifluoromethyl sulfone

Refernces

• 1、 -. "Method for constructing fluorine-containing methyl sulfone compound through multi-component coupling". Paragraph 0121-0124. . Retrieved 2021/10/27.
• 2、 Xing, Bo,Ni, Chuanfa,Hu, Jinbo. "Copper-Mediated Di- and Monofluoromethanesulfonylation of Arenediazonium Tetrafluoroborates: Probing the Fluorine Effect". . p. 206 - 212. Retrieved 2018/02/06.