53692-25-4

Basic information

• Product Name: 1,1'-Biphenyl, 3,4'-bis(1,1-dimethylethyl)-
• CAS NO: 53692-25-4
• Molecular Formula: C20H26
• Molecular Weight: 266.426
• Mol File: 53692-25-4.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1,1'-Biphenyl, 3,4'-bis(1,1-dimethylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-Biphenyl, 3,4'-bis(1,1-dimethylethyl)-(53692-25-4)
• EPA Substance Registry System: 1,1'-Biphenyl, 3,4'-bis(1,1-dimethylethyl)-(53692-25-4)

Safety Data

• Hazardous Substances Data: 53692-25-4(Hazardous Substances Data)

Upstream product

• 109-72-8 n-butyllithium 
• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 116840-52-9 cis-bis(4-tertbutylphenyl)bis(pyridine)platinum(II) 
• 253185-03-4 tert-butylbenzene 
• 92-52-4 biphenyl 
• 115-11-7 isobutene 
• 20657-25-4 bis(4-tert-butylphenyl)mercury(II) 
• 594-19-4 tert.-butyl lithium 
• 507-20-0 tertiary butyl chloride 
• 769-92-6 4-tert-Butylaniline 

Downstream Products

• 1625-91-8 4,4'-di-tert-butylbiphenyl 
• 53692-24-3 3,3′-di-tert-butylbiphenyl 

Relevant articles and documents

METHOD FOR PRODUCING MULTISUBSTITUTED BIPHENYL COMPOUND AND SOLID CATALYST TO BE USED THEREIN

A method for producing a multisubstituted biphenyl compound is represented by the following formula (2), including a step of coupling a substituted benzene compound represented by the following formula (1) in the presence of a solid catalyst with gold immobilized onto a support.

Shape-selective alkylation of biphenyl over H-[Al]-SSZ-24 zeolites with AFI topology

H-[Al]-SSZ-24 zeolites with AFI topology were synthesized through the alumination of [B]-SSZ-24 zeolites, and applied for the alkylation of biphenyl (BP). H-[Al]-SSZ-24 zeolites have high activity for the isopropylation. The shape-selective formation of 4,4′-diisopropylbiphenyl (4,40-DIPB) occurred at moderate temperature; however, the selectivity for 4,40-DIPB decreased with an increase in the reaction temperature. Isomerization of 4,4′-DIPB occurred at higher temperatures over internal and external acid sites when there are enough acid sites inside the channels. The channels can discriminate 4,4′-DIPB from the other DIPB isomers in their transition states; however, they can not prevent the isomerization of 4,4′-DIPB at higher temperatures. The selectivity for the least bulky 4,4′-dialkylbiphenyl increased with the bulkiness of alkylating agents in the order: isopropylation s-butylation t-butylation. These results strongly support the shape-selective formation of the least bulky products inside the channels of H-[Al]-SSZ-24 zeolites.

Effect of solvent on the lithium-bromine exchange of aryl bromides: Reactions of n-butyllithium and tert-butyllithium with 1-bromo-4-tert- butylbenzene at 0 °C

The outcome of reactions of 1-bromo-4-tert-butylbenzene (1), a representative aryl bromide, with n-BuLi or t-BuLi at 0 °C in a variety of solvent systems has been investigated. The products of reactions of 1 with n-BuLi vary significantly with changes in solvent composition: 1 does not react with n-BuLi in pure heptane; the exchange reaction to give (4-tert-butylphenyl) lithium, which is slow in pure diethyl ether, is virtually quantitative in heptane containing a small quantity of THF; and the reaction of 1 with n-BuLi in THF leads to considerable coupling. Lithium-bromine exchange is the virtually exclusive outcome of reactions of 1 with t-BuLi in every solvent studied except pure heptane: the presence of a small quantity of any of a variety of structurally diverse ethers (Et2O, THF, THP, MTBE) in the predominantly hydrocarbon medium affords (4-tert-butylphenyl)lithium, assayed as tert-butylbenzene, in yields exceeding 97%. The only side products observed from reactions of 1 with t-BuLi are small amounts of benzyne-derived hydrocarbons.