1-Chloro-4-(trifluoromethylsulfonyl)benzene

Base Information

• Chemical Name: 1-Chloro-4-(trifluoromethylsulfonyl)benzene
• CAS No.: 383-11-9
• Molecular Formula: C7H4 Cl F3 O2 S
• Molecular Weight: 244.622
• Hs Code.: 2904909090
• DSSTox Substance ID: DTXSID70351556
• Nikkaji Number: J357.233A
• Wikidata: Q82128060
• Mol file: 383-11-9.mol

Synonyms:383-11-9;1-chloro-4-(trifluoromethylsulfonyl)benzene;4-(Trifluoromethylsulfonyl)chlobenzene;4-(trifluoromethylsulfonyl)chlorobenzene;1-chloro-4-trifluoromethanesulfonylbenzene;1-chloro-4-[(trifluoromethyl)sulfonyl]benzene;4-Chlorophenyl trifluoromethyl sulfone;MFCD00159084;1-chloro-4-(trifluoromethanesulfonyl)benzene;1-Chloro-4-((trifluoromethyl)sulfonyl)benzene;4-(trifluoromethylsulphonyl)chlorobenzene;Enamine_000016;SCHEMBL1828426;DTXSID70351556;HMS1394A16;p-trifluoromethylsulfonylchlorobenzene;BBL023350;CCG-53648;STL289916;AKOS000273141;4-Chlorophenyl(trifluoromethyl) sulfone;4-chloro-trifluoromethanesulphonylbenzene;VS-07400;4-(trifluoromethylsulfonyl)-1-chlorobenzene;CS-0314833;FT-0732854;EN300-316581;AH-034/32829028;SR-01000642799-1;(4-chlorophenyl)(dioxo)(trifluoromethyl)-lambda~6~-sulfane

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

Chemical Property:

• Melting Point: 61-61,5°C
• PSA: 42.52000
• LogP: 3.71430
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 243.9572627
• Heavy Atom Count: 14
• Complexity: 285

Purity/Quality:

98%min ^*data from raw suppliers

4-(TRIFLUOROMETHYLSULFONYL)CHLOBENZENE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 20/21/22
• Safety Statements: 22-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 18 articles about 1-Chloro-4-(trifluoromethylsulfonyl)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: 96.0%

p-chlorobenzenesulfonyl fluoride (349-89-3) + (trifluoromethyl)trimethylsilane (81290-20-2) → 4-(trifluoromethylsulfonyl)chlorobenzene (383-11-9)

Guidance literature:

(Me₂N)2S+Me₃SiF₂-; In Petroleum ether; at 25 ℃; for 1h;

DOI:10.1055/s-1990-27121

Reference yield: 95.0%

p-chlorobenzenesulfonyl fluoride (349-89-3) + trimethyl(trifluoromethyl)tin (754-25-6) → 4-(trifluoromethylsulfonyl)chlorobenzene (383-11-9)

Guidance literature:

(Me₂N)2S+Me₃SiF₂-; In Petroleum ether; at 25 ℃; for 1.5h;

DOI:10.1055/s-1990-27121

Reference yield: 85.4%

4-chlorophenyl trifluoromethyl sulfide (407-16-9) → 4-(trifluoromethylsulfonyl)chlorobenzene (383-11-9)

Guidance literature:

With chromium(VI) oxide; In acetic acid; at 100 - 105 ℃; for 3h;

DOI:10.1021/ja00389a057

upstream raw materials:

4-chlorophenyl trifluoromethyl sulfide

p-chlorobenzenesulfonyl fluoride

trimethyl(trifluoromethyl)tin

(trifluoromethyl)trimethylsilane

Downstream raw materials:

1-(dimethylamino)-4-(trifluoromethyl)sulfonylbenzene

2,6-dinitro-4-((trifluoromethyl)sulfonyl)anisole

1-(2-hydroxyethoxy)-2,6-dinitro-4-((trifluoromethyl)sulfohyl)benzene

1-(para-chlorophenyl)-3-hydroxypyrazole

Refernces

• 1、 Zheng, Changge,Jiang, Chao,Huang, Shuai,Zhao, Kui,Fu, Yingying,Ma, Mingyu,Hong, Jianquan. "Transition-Metal-Free Synthesis of Aryl Trifluoromethyl Thioethers through Indirect Trifluoromethylthiolation of Sodium Arylsulfinate with TMSCF3". supporting information. p. 6982 - 6986. Retrieved 2021/09/08.
• 2、 Sumii, Yuji,Sugita, Yutaka,Tokunaga, Etsuko,Shibata, Norio. "Synthesis of Aryl Triflones through the Trifluoromethanesulfonylation of Benzynes". . p. 204 - 211. Retrieved 2018/03/02.