58661-46-4

Basic information

• Product Name: p-benzyl-phenylsulfonylbenzene
• Synonyms: p-benzyl-phenylsulfonylbenzene
• CAS NO: 58661-46-4
• Molecular Weight: 308.401
• Mol File: 58661-46-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: p-benzyl-phenylsulfonylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: p-benzyl-phenylsulfonylbenzene(58661-46-4)
• EPA Substance Registry System: p-benzyl-phenylsulfonylbenzene(58661-46-4)

Safety Data

• Hazardous Substances Data: 58661-46-4(Hazardous Substances Data)

Upstream product

• 29875-07-8 (4-methylbenzyl)magnesium chloride 
• 116276-08-5 benzyl p-benzenesulfonylphenyl sulfoxide 
• 60779-09-1 1-phenylethylmagnesium chloride 
• 119929-95-2 C₁₉H₁₅ClO₃S₂ 
• 6921-34-2 benzylmagnesium chloride 
• 119929-93-0 1-(4-Benzenesulfonyl-benzenesulfinylmethyl)-2,4-dimethyl-benzene 
• 874-72-6 4-chlorobenzylmagnesium chloride 
• 20474-37-7 benzylsulfonyl azide 
• 71-43-2 benzene 
• 1589-82-8 phenylmagnesium bromide 
• 120240-94-0 p-benzenesulfonylphenyl styryl sulfoxide 
• 120240-92-8 1-Benzenesulfonyl-4-(prop-2-ene-1-sulfinyl)-benzene 
• 116249-81-1 1-Benzenesulfonyl-4-(1-phenyl-ethanesulfinyl)-benzene 
• 119929-91-8 p-methylbenzyl p-benzenesulfonylphenyl sulfoxide 

Relevant articles and documents

Ligand coupling reactions of 2-pyridyl, 4-pyridyl and 2-pyrimidyl sulfoxides with grignard reagents

The ligand coupling reaction was extended to 3-and 4-pyridyl sulfoxides as well as the 2-pyrimidyl moiety with Grignard reagents. It was found that both 4-pyridyl and 2-pyrimidyl sulfoxides nicely underwent the ligand coupling reactions, but 3-pyridyl sulfoxide underwent ligand exchange.

SENSITIVE NATURE OF LIGAND COUPLING AND PSEUDOROTATION TO ELECTRONIC EFFECT OF SUBSTITUENT---LIGAND COUPLING IN THE REACTIONS OF BENZYLIC ARYL SULFOXIDES WITH BENZYLIC GRIGNARD REAGENTS

Unlike the reaction of benzylic 2-pyridyl sulfoxides with benzylic Grignard reagents, in the reaction of p-benzenesulfonylphenyl benzylic sulfoxides with benzylic Grignard reagents, benzylic groups bearing an electronwithdrawing group tends to couple with the aryl group preferentially.This change is considered to be due to a slight change of electronic environements which would effect on the ease of pseudorotation of the incipient ?-sulfurane formed during the reaction.

OCCURRENCE OF LIGAND COUPLING IN THE REACTIONS OF VARIOUS SULFOXIDES WITH GRIGNARD REAGENTS

Ligand coupling reactions take place not only between benzyl and 2-pyridyl groups and two 2-pyridyl groups in the treatment of benzyl, alkyl and aryl 2-pyridyl sulfoxides with Grignard reagents, but also between such groups as p-benzenesulfonylphenyl, 4-pyridyl, 2-quinolyl and 2-pyrimidyl, and the benzyl group.There are cases in which ligand exchange precedes ligand coupling, especially with 2-heteroaryl groups.In addition, even some alkyl groups were found to couple with the 2-pyridyl group.The ease of coupling seems to be associated with the electronegativity of the coupling carbon atom of the ligand, when one compares the 13C NMR chemical shifts.