7439-10-3

Basic information

• Product Name: tert-Butyl(4-methylphenyl) sulfide
• Synonyms: 4-Methylphenyl tert-butyl sulfide;tert-Butyl(4-methylphenyl) sulfide;tert-Butyl(p-tolyl) sulfide
• CAS NO: 7439-10-3
• Molecular Formula: C₁₁H₁₆S
• Molecular Weight: 180.3097
• Mol File: 7439-10-3.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 246.5°Cat760mmHg
• Flash Point: 101.1°C
• Appearance: /
• Density: 0.96g/cm³
• Vapor Pressure: 0.0425mmHg at 25°C
• Refractive Index: 1.534
• CAS DataBase Reference: tert-Butyl(4-methylphenyl) sulfide(CAS DataBase Reference)
• NIST Chemistry Reference: tert-Butyl(4-methylphenyl) sulfide(7439-10-3)
• EPA Substance Registry System: tert-Butyl(4-methylphenyl) sulfide(7439-10-3)

Safety Data

• Hazardous Substances Data: 7439-10-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H16S/c1-9-5-7-10(8-6-9)12-11(2,3)4/h5-8H,1-4H3

Upstream product

• 2943-42-2 di(4-methyl)phenylthiosulfonate 
• 594-19-4 tert.-butyl lithium 
• 106-45-6 para-thiocresol 
• 115-11-7 isobutene 
• 50867-21-5 N,N'-dicylohexylcarbamimidic acid tert-butyl ester 
• 17763-67-6 Phenyl triflate 
• 75-66-1 2-methylpropan-2-thiol 
• 5285-74-5 4-tolyl thiocyanate 
• 80514-85-8 Di(1-adamantyl)-tert-butylmethanol 
• 49833-45-6 tert-butyl 4-methylphenyl sulfoxide 
• 75-65-0 tert-butyl alcohol 
• 163319-07-1 ((C₆H₅)2PC(CH)4CP(C₆H₅)2)Pd(SC(CH₃)3)(C₆H₄CH₃) 
• 603-35-0 triphenylphosphine 
• 163318-98-7 ((C₆H₅)2PCH₂CH₂P(C₆H₅)2)Pd(SC(CH₃)3)(C₆H₄CH₃) 

Downstream Products

• 49833-45-6 tert-butyl 4-methylphenyl sulfoxide 
• 1693-83-0 1-(tert-butylsulfinyl)-4-methylbenzene 
• 787-44-0 NSC 55788 
• 34875-14-4 cis-β-p-Tolylthio-zimtsaeureethylester 
• 34875-04-2 β-p-tolylsulfanyl-trans-cinnamic acid ethyl ester 
• 5324-90-3 tert-Butyl p-Tolyl Sulfone 
• 10436-83-6 S-(4-methylphenyl) ethanethioate 
• 77096-69-6 1-benzenesulfinyl-4-methyl-benzene 
• 623-13-2 4-methylphenyl methylsulfide 

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.

Scalable electrochemical reduction of sulfoxides to sulfides

A scalable reduction of sulfoxides to sulfides in a sustainable way remains an unmet challenge. This report discloses an electrochemical reduction of sulfoxides on a large scale (>10 g) under mild reaction conditions. Sulfoxides are activated using a substoichiometric amount of the Lewis acid AlCl3, which could be regeneratedviaa combination of inexpensive aluminum anode with chloride anion. This deoxygenation process features a broad substrate scope, including acid-labile substrates and drug molecules.

Transalkylation of alkyl aryl sulfides with alkylating agents

The reaction of methyl iodide with tert-butylphenylsulfide in DMF leads to a transalkylation that produces methylphenylsulfide. This transalkylation reaction was further studied by 1H NMR spectroscopy. The polarity of the solvent, the electron density on the sulfur atom, and the strength of the alkylating agent (MeI, EtI, BuI, dimethyl sulfate, or dimethyl carbonate) played important roles in the reaction. The suggested mechanism of the reaction involves the formation of a dialkyl aryl sulfonium salt that subsequently eliminates the radical. This mechanism was supported by the observation of higher conversion rates for compounds with more branched alkyl groups on the sulfur atom, which may lead to the formation of more stable radicals.