85609-03-6

Basic information

• Product Name: 4-tert-Butyldiphenyl sulfide
• Synonyms: (P-T-BUTYLPHENYLTHIO)BENZENE;4-TERT-BUTYLPHENYLTHIOBENZENE;4-TERT-BUTYLDIPHENYL SULFIDE;4-TERT-BUTYLDIPHENYL SULFIDE 98%MIN;(4-tert-butylphenyl)(phenyl)sulfane;4-tert-Butyldiphenyl Sulfide;sulfane
• CAS NO: 85609-03-6
• Molecular Formula: C₁₆H₁₈S
• Molecular Weight: 242.38
• Mol File: 85609-03-6.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 140°C/1.3mmHg(lit.)
• Flash Point: 158.9 °C
• Appearance: /
• Density: 1.05g/cm³
• Vapor Pressure: 7.71E-05mmHg at 25°C
• Refractive Index: 1.5930-1.5970
• CAS DataBase Reference: 4-tert-Butyldiphenyl sulfide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-tert-Butyldiphenyl sulfide(85609-03-6)
• EPA Substance Registry System: 4-tert-Butyldiphenyl sulfide(85609-03-6)

Safety Data

• Hazardous Substances Data: 85609-03-6(Hazardous Substances Data)

Usage

General Description

4-tert-Butyldiphenyl sulfide is a chemical compound with the molecular formula C18H20S. It is a sulfur-containing organic compound that consists of a sulfur atom bonded to two phenyl groups and a tert-butyl group. 4-tert-Butyldiphenyl sulfide is commonly used as a heat stabilizer in polymers and plastics, where it helps to prevent degradation and discoloration caused by exposure to heat and ultraviolet radiation. It is also used as a high-temperature lubricant additive and in the synthesis of other organic compounds. 4-tert-Butyldiphenyl sulfide is known for its high thermal stability and ability to improve the mechanical and thermal properties of materials to which it is added.

InChI:InChI=1/C16H18S/c1-16(2,3)13-9-11-15(12-10-13)17-14-7-5-4-6-8-14/h4-12H,1-3H3

Upstream product

• 30506-33-3 1-ethylsulfanyl-4-(1,1-dimethylethyl)benzene 
• 118-92-3 anthranilic acid 
• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 108-98-5 thiophenol 
• 35779-04-5 1-tert-butyl-4-iodobenzene 
• 882-33-7 diphenyldisulfane 
• 2396-68-1 4-t-butylbenzenethiol 
• 591-50-4 iodobenzene 
• 108-86-1 bromobenzene 
• 98-80-6 phenylboronic acid 
• 13894-14-9 4-(tert-butyl)benzenesulfenyl chloride 
• 100-58-3 phenylmagnesium bromide 
• 3972-56-3 4-(tert-butyl)chlorobenzene 
• 123324-71-0 p-tert-butylphenylboronic acid 

Downstream Products

• 833-50-1 2-phenylbenzo[d]oxazole 
• 5998-50-5 2-(4-(tert-butyl)phenyl)benzo[d]oxazole 
• 101431-40-7 1-(tert-butyl)-4-(phenylsulfonyl)benzene 

Relevant articles and documents

Electrochemistry Enabled Nickel-Catalyzed Selective C?S Bond Coupling Reaction

This work describes an electrochemical enabled nickel-catalyzed chemoselective C?S bond coupling protocol for the production of aryl sulfides and sulfones. By simply switching the nickel catalysts and electrodes, this electrochemical C?S bond coupling has demonstrated excellent redox activity, scalability and sustainability. Furthermore, the mechanism for this electrochemical cross-coupling reaction has been investigated.

Ni(II) Precatalysts Enable Thioetherification of (Hetero)Aryl Halides and Tosylates and Tandem C?S/C?N Couplings

Ni-catalyzed C?S cross-coupling reactions have received less attention compared with other C-heteroatom couplings. Most reported examples comprise the thioetherification of most reactive aryl iodides with aromatic thiols. The use of C?O electrophiles in this context is almost uncharted. Here, we describe that preformed Ni(II) precatalysts of the type NiCl(allyl)(PMe2Ar’) (Ar’=terphenyl group) efficiently couple a wide range of (hetero)aryl halides, including challenging aryl chlorides, with a variety of aromatic and aliphatic thiols. Aryl and alkenyl tosylates are also well tolerated, demonstrating, for the first time, to be competent electrophilic partners in Ni-catalyzed C?S bond formation. The chemoselective functionalization of the C?I bond in the presence of a C?Cl bond allows for designing site-selective tandem C?S/C?N couplings. The formation of the two C-heteroatom bonds takes place in a single operation and represents a rare example of dual electrophile/nucleophile chemoselective process.

Generation of Aryllithium Reagents from N -Arylpyrroles Using Lithium

Treatment of 1-aryl-2,5-diphenylpyrroles with lithium powder in tetrahydrofuran at 0 °C results in the generation of the corresponding aryllithium reagents through reductive C-N bond cleavage.