4-Chlorophenyl trifluoromethyl sulfide

Base Information

• Chemical Name: 4-Chlorophenyl trifluoromethyl sulfide
• CAS No.: 407-16-9
• Molecular Formula: C7H4ClF3S
• Molecular Weight: 212.623
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID80352857
• Nikkaji Number: J46.591G
• Wikidata: Q63391922
• Mol file: 407-16-9.mol

Synonyms:407-16-9;4-CHLOROPHENYL TRIFLUOROMETHYL SULFIDE;1-chloro-4-(trifluoromethylsulfanyl)benzene;1-chloro-4-[(trifluoromethyl)sulfanyl]benzene;Benzene,1-chloro-4-[(trifluoromethyl)thio]-;4-Chlorophenyl(trifluoromethyl)sulfide;Trifluoromethyl p-chlorophenyl sulfide;(4-chlorophenyl)(trifluoromethyl)sulfane;MFCD00040954;4-Chlorophenyl trifluoromethyl sulphide;4-(Trifluoromethylthio)chlorobenzene;SCHEMBL8941845;AMY5188;DTXSID80352857;1-chloro-4-trifluoromethylthiobenzene;AKOS002662887;CS-0268466;FT-0618246;EN300-89170;TRIFLUOROMETHYL-P-CHLOROPHENYL-THIOETHER;A825253;Q63391922

Chemical Property of 4-Chlorophenyl trifluoromethyl sulfide

Chemical Property:

• Vapor Pressure: 10.914mmHg at 25°C
• Refractive Index: 1.477
• Boiling Point: 145.9 °C at 760 mmHg
• Flash Point: 42 °C
• PSA: 25.30000
• Density: 1.43 g/cm³
• LogP: 3.95190
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 211.9674335
• Heavy Atom Count: 12
• Complexity: 140

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Chlorophenyl trifluoromethyl sulfide 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1SC(F)(F)F)Cl

Technology Process of 4-Chlorophenyl trifluoromethyl sulfide

There total 46 articles about 4-Chlorophenyl trifluoromethyl sulfide 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: 88.0%

iodotrifluoromethane (2314-97-8,263005-66-9) + p-Chlorothiophenol (106-54-7) → 4-chlorophenyl trifluoromethyl sulfide (407-16-9)

Guidance literature:

p-Chlorothiophenol; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

iodotrifluoromethane; In N,N-dimethyl-formamide; at 20 ℃; for 14h;

DOI:10.1016/j.jfluchem.2011.07.008

Reference yield: 85.0%

(((2-phenylpropan-2-yl)oxy)(trifluoromethyl)sulfane) (1640084-14-5) + (4-chlorphenyl)magnesium bromide (873-77-8) → 4-chlorophenyl trifluoromethyl sulfide (407-16-9)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 3.5h; Inert atmosphere;

DOI:10.1021/jo502645m

Reference yield: 83.0%

4,4'-dichlorodiphenyl disulfide (1142-19-4) + Bromotrifluoromethane (75-63-8) → 4-chlorophenyl trifluoromethyl sulfide (407-16-9)

Guidance literature:

With disodium hydrogenphosphate; sodium dithionite; In water; N,N-dimethyl-formamide; at 20 ℃; for 2.5h; under 9000.9 Torr;

DOI:10.1016/j.jfluchem.2007.02.018

upstream raw materials:

4-chlorophenyl trichloromethyl sulfide

4-Chloro-benzenethiol anion

Bromotrifluoromethane

1-Chloro-4-iodobenzene

Downstream raw materials:

<4-Chlor-2-nitro-phenyl>-trifluormethyl-sulfoxid

(4-chlorophenyl)difluoro(trifluoromethyl)-λ⁴ 4-sulfane

(2-Amino-4-chlor-phenyl)-trifluormethyl-sulfon

(2-Amino-4-chlor-phenyl)-trifluormethyl-sulfoxid

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、 Kalim, Jorna,Duhail, Thibaut,Le, Thanh-Nghi,Vanthuyne, Nicolas,Anselmi, Elsa,Togni, Antonio,Magnier, Emmanuel. "Merging hypervalent iodine and sulfoximine chemistry: A new electrophilic trifluoromethylation reagent". . p. 10516 - 10523. Retrieved 2019/12/02.