4-tert-Butyl-2,6-dimethylphenylsulfur Trifluoride

Base Information

• Chemical Name: 4-tert-Butyl-2,6-dimethylphenylsulfur Trifluoride
• CAS No.: 947725-04-4
• Molecular Formula: C12H17F3S
• Molecular Weight: 250.328
• Hs Code.: 29309090
• Mol file: 947725-04-4.mol

Synonyms:4-tert-Butyl-2,6-dimethylphenylsulfur Trifluoride;4-tert-Butyl-2,6-dimethylphenylsulphur trifluoride ,90%;4-(tert-Butyl)-2,6-dimethylphenylsulphur trifluoride;Fluolead, 5-(tert-Butyl)-1,3-dimethyl-1-(trifluorothio)benzene;FLUOLEAD(TM);Fluolead, 5-(tert-Butyl)-1,3-dimethyl-2-(trifluorothio)benzene;2,6-Dimethyl-4-tert-butylphenylsulfur trifluoride;Fluolead

Chemical Property of 4-tert-Butyl-2,6-dimethylphenylsulfur Trifluoride

Chemical Property:

• Melting Point: 60-61℃ (pentane )
• Boiling Point: 92-93℃ (0.5 Torr)
• PSA: 25.30000
• Density: 1.07±0.1 g/cm3(Predicted)
• LogP: 5.41790
• Storage Temp.: 0-10°C

Purity/Quality:

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

4-tert-Butyl-2,6-dimethylphenylsulfur Trifluoride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 14-25-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Air and thermally stable alternative to DAST. Efficient deoxofluorinating agent for a wide variety of substrates. Features:Tolerance of many functional groupsHighly selective functionalizationHighly efficient and broad reaction scopeMild reaction conditionsGenerally superior reactivity and selectivity to SF4 and easier and safer to handle.Shown to promote nucleophilic deoxofluorination reactions and exhibits excellent thermal stability, up to 150 °C, therefore rendering it safely applicable in a variety of processes, including industrial scale production.Novel fluorinating reagent applicable to a variety of chemical processes (Scheme 1).Refer to the Datasheet for more information on Fluolead?: A Novel New Versatile Fluorinating Agent 4-tert-Butyl-2,6-dimethylphenylsulfur Trifluoride is a deoxofluorination reagent used in an improved method of synthesis of arylsulfur trifluorides.

Technology Process of 4-tert-Butyl-2,6-dimethylphenylsulfur Trifluoride

There total 2 articles about 4-tert-Butyl-2,6-dimethylphenylsulfur Trifluoride 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: 85.0%

bis(4-tert-butyl-2,6-dimethylphenyl) disulfide (68819-90-9) → 4-tert-butyl-2,6-dimethylphenylsulfur trifluoride (947725-04-4)

Guidance literature:

With potassium fluoride; bromine; In acetonitrile; at 20 ℃; for 4h; Product distribution / selectivity; Inert atmosphere;

Reference yield:

5-tert-Butyl-m-xylene (98-19-1) → 4-tert-butyl-2,6-dimethylphenylsulfur trifluoride (947725-04-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: disulfur dichloride; acetic acid; zinc(II) chloride / 4 h / 20 °C / Inert atmosphere

2.1: potassium fluoride; chlorine / acetonitrile / 0.87 h / 10 °C

2.2: 2 h / Inert atmosphere

With disulfur dichloride; potassium fluoride; chlorine; acetic acid; zinc(II) chloride; In acetonitrile;

DOI:10.1021/ja106343h

Reference yield: 98.0%

4-tert-butyl-2,6-dimethylphenylsulfur trifluoride (947725-04-4) → 4-tert-butyl-2,6-dimethylbenzenesulfinyl fluoride (1207990-88-2)

Guidance literature:

With acetic acid; In dichloromethane; at 0 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1021/ja106343h

upstream raw materials:

bis(4-tert-butyl-2,6-dimethylphenyl) disulfide

5-tert-Butyl-m-xylene

Downstream raw materials:

2-fluoroethyl 4-tert-butyl-2,6-dimethylbenzenesulfinate

1-(4-tert-butyl-2,6-dimethylphenylsulfinyl)-3-fluoropyrrolidine

(2S,4S)-N-(4-tert-butyl-2,6-dimethylphenylsulfinyl)-4-fluoro-2-(methoxycarbonyl)pyrrolidine

acetyl fluoride

Refernces

• 1、 Umemoto, Teruo,Singh, Rajendra P.,Xu, Yong,Saito, Norimichi. "Discovery of 4-tert-butyl-2,6-dimethylphenylsulfur trifluoride as a deoxofluorinating agent with high thermal stability as well as unusual resistance to aqueous hydrolysis, and its diverse fluorination capabilities including deoxofluoro-arylsulfinylation with high stereoselectivity". supporting information; experimental part. p. 18199 - 18205. Retrieved 2011/03/18.
• 2、 -. "Substituted phenylsulfur trifluoride and other like fluorinating agents". Page/Page column 11. . Retrieved 2008/06/13.