52323-92-9

Basic information

• Product Name: tert-butyl 4-fluorophenyl sulfide
• CAS NO: 52323-92-9
• Molecular Formula: C₁₀H₁₃FS
• Molecular Weight: 184.2736
• Mol File: 52323-92-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 231.206°C at 760 mmHg
• Flash Point: 93.63°C
• Density: 1.052g/cm³
• Vapor Pressure: 0.096mmHg at 25°C
• Refractive Index: 1.522
• CAS DataBase Reference: tert-butyl 4-fluorophenyl sulfide(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 4-fluorophenyl sulfide(52323-92-9)
• EPA Substance Registry System: tert-butyl 4-fluorophenyl sulfide(52323-92-9)

Safety Data

• Hazardous Substances Data: 52323-92-9(Hazardous Substances Data)

Upstream product

• 371-42-6 4-Fluorothiophenol 
• 75-65-0 tert-butyl alcohol 
• 106-54-7 p-Chlorothiophenol 
• 702-13-6 4-(isopropylthio)-1-fluorobenzene 
• 74-88-4 methyl iodide 
• 75-66-1 2-methylpropan-2-thiol 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 352-33-0 1-Chloro-4-fluorobenzene 
• 691-64-5 di-tert-butyl oxalate 

Relevant articles and documents

Zn- And Cu-catalyzed coupling of tertiary alkyl bromides and oxalates to forge challenging C?O, C?S, and C?N bonds

We describe here the facile construction of sterically hindered tertiary alkyl ethers and thioethers via the Zn(OTf)2catalyzed coupling of alcohols/phenols with unactivated tertiary alkyl bromides and the Cu(OTf)2-catalyzed thiolation of unactivated tertiary alkyl oxalates with thiols. The present protocol represents one of the most effective unactivated tertiary C(sp3)? heteroatom bond-forming conditions via readily accessible Lewis acid catalysis that is surprisingly less developed.

Metallation reactions. XXV. A re-examination of the metallation reaction of (alkylthio)fluorobenzenes

The metallation of (alkylthio)fluorobenzenes by organolithium compounds, lithium amides and butyllithium/potassium tert-butoxide superbasic mixture was re-examined. To avoid the formation of defluorinated compounds all the reactions must be carried out below -80°C. The para-substituted 1a and 1b showed a regiochemistry directed by the halogen; the ortho-derivative 1c underwent metallation ortho to the halogen when treated with lithium tetramethylpiperidide, an α-metallation with butyllithium while sec-butyllithium was less selective. Compounds 1a and 1c allowed the preparation of disubstituted products. At temperatures higher than -80°C increasing amounts of dehalogenated products are formed, whose formation can be explained through the intermediacy of arynes.