75735-50-1

Basic information

• Product Name: 5-(1-adamantyl)-2-phenylsulphonylthiophen
• Synonyms: 5-(1-adamantyl)-2-phenylsulphonylthiophen
• CAS NO: 75735-50-1
• Molecular Weight: 358.525
• Mol File: 75735-50-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5-(1-adamantyl)-2-phenylsulphonylthiophen(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(1-adamantyl)-2-phenylsulphonylthiophen(75735-50-1)
• EPA Substance Registry System: 5-(1-adamantyl)-2-phenylsulphonylthiophen(75735-50-1)

Safety Data

• Hazardous Substances Data: 75735-50-1(Hazardous Substances Data)

Upstream product

• 33786-85-5 5-nitro-2-phenylsulphonylthiophen 
• 828-51-3 1-Adamantanecarboxylic acid 

Relevant articles and documents

Factors controlling the Selectivity of ipso-Attack in Homolytic Aromatic Substitutions. Reactions of Alkyl Radicals with Nitrothiophen Derivatives

The reactions of the nearly electroneutral methyl and of the nucleophilic 1-adamantyl radical with some selected nitrothiophen derivatives have been investigated in order to elucidate the factors which control the positional selectivity of radical addition to an aromatic substrate.With 5-nitro-2-X-thiophens (II), (V), and (VI) and 3,5-dinitro-2-methoxycarbonylthiophen (III) the adamantyl radical gave exclusively the products of ipso-attack, whereas the methyl radical selectively added at the unsubstituted 4-position.On the other hand, with 4-nitro-2-methoxycarbonylthiophen (I) both radicals added at the 5-position and with 4,5-dinitro-2-methoxycarbonylthiophen (IV) both radicals gave the products of ipso-substitution by displacing the nitro-group from the 5-position.These changes in positional selectivity are explained by assuming that the nature of the transition state of the addition step changes as a function of the polar character of the radical and of the electron deficiency of the aromatic substrates.