4-(Trifluoromethylthio)toluene

Base Information

• Chemical Name: 4-(Trifluoromethylthio)toluene
• CAS No.: 352-68-1
• Molecular Formula: C8H7 F3 S
• Molecular Weight: 192.205
• Hs Code.: 2930909090
• European Community (EC) Number: 672-239-4
• DSSTox Substance ID: DTXSID50380708
• Nikkaji Number: J694.790E
• Wikidata: Q82171122
• Mol file: 352-68-1.mol

Synonyms:4-(trifluoromethylthio)toluene;352-68-1;1-methyl-4-(trifluoromethylsulfanyl)benzene;p-tolyl(trifluoromethyl)sulfane;4-toluene trifluoromethyl sulphide;2-Phthalimidoethylacetate;4-trifluoromethylthiotoluene;Benzene, 1-methyl-4-[(trifluoromethyl)thio]-;p-(Trifluoromethylthio)toluene;SCHEMBL765788;4-(trifluoromethylthio)-toluene;4-trifluoromethylmercapto-toluene;4-Toluene trifluoromethyl sulfide;AMY6718;DTXSID50380708;MFCD00129190;AKOS006229790;1-Methyl-4-(trifluoromethylthio)benzene;4-METHYL-TRIFLUOROMETHYLTHIOBENZENE;PS-11687;1-methyl-4-trifluoromethylsulfanyl-benzene;CS-0226960;FT-0632017

Chemical Property of 4-(Trifluoromethylthio)toluene

Chemical Property:

• Vapor Pressure: 11.9mmHg at 25°C
• Refractive Index: 1.493
• Boiling Point: 130.4°Cat760mmHg
• Flash Point: 32.6°C
• PSA: 25.30000
• Density: 1.25g/cm³
• LogP: 3.60690
• Storage Temp.: Refrigerated.
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 192.02205588
• Heavy Atom Count: 12
• Complexity: 136

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)SC(F)(F)F

Technology Process of 4-(Trifluoromethylthio)toluene

There total 43 articles about 4-(Trifluoromethylthio)toluene 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: 89.0%

Langlois reagent (2926-29-6) + para-thiocresol (106-45-6) → 4-trifluoromethylthiotoluene (352-68-1)

Guidance literature:

With iodine pentoxide; In dimethyl sulfoxide; at 110 ℃; for 24h; Reagent/catalyst; Solvent; Temperature;

DOI:10.1039/c5cy01561h

Reference yield: 88.0%

4-tolyl iodide (624-31-7) + (trifluoromethyl)trimethylsilane (81290-20-2) → 4-trifluoromethylthiotoluene (352-68-1)

Guidance literature:

With potassium phosphate; 1,10-Phenanthroline; sodium thiosulfate; copper(l) chloride; In dimethyl sulfoxide; at 80 ℃;

DOI:10.1016/j.tetlet.2014.07.039

Reference yield: 88.0%

Bromotrifluoromethane (75-63-8) + para-thiocresol (106-45-6) → 4-trifluoromethylthiotoluene (352-68-1)

Guidance literature:

In ammonia; at -70 - -30 ℃; for 1h; Irradiation;

upstream raw materials:

p-tolyltrichloromethylsulfide

Trifluoromethylsulfenyl chloride

4-tolylmagnesium chloride

Bromotrifluoromethane

Downstream raw materials:

rhodium hydrido (PEt₃)3 complex

4-(trifluoromethylthio)benzyl bromide

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

2-(4-(trifluoromethylsulfonyl)phenyl)acetic acid

Refernces

• 1、 Chen, Qing-Yun,Duan, Jian-Xing. "Direct Trifluoromethylthiolation of Aryl Halides using Methyl Fluorosulfonyldifluoroacetate and Sulfur". . p. 918 - 919. Retrieved 1993.
• 2、 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.
• 3、 Carlton, C. Grace,McDouall, Joseph J. W.,Perry, Gregory J. P.,Procter, David J.,Tayu, Masanori,Wang, Dong. "Trifluoromethyl Sulfoxides: Reagents for Metal-Free C?H Trifluoromethylthiolation". supporting information. p. 15918 - 15922. Retrieved 2020/07/20.