230957-93-4

Basic information

• Product Name: adamantylbis(4'-bromophenyl)carbinol
• Synonyms: adamantylbis(4'-bromophenyl)carbinol
• CAS NO: 230957-93-4
• Molecular Weight: 476.251
• Mol File: 230957-93-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: adamantylbis(4'-bromophenyl)carbinol(CAS DataBase Reference)
• NIST Chemistry Reference: adamantylbis(4'-bromophenyl)carbinol(230957-93-4)
• EPA Substance Registry System: adamantylbis(4'-bromophenyl)carbinol(230957-93-4)

Safety Data

• Hazardous Substances Data: 230957-93-4(Hazardous Substances Data)

Upstream product

• 106-37-6 1.4-dibromobenzene 
• 22635-52-5 methyl tricyclo[3.3.1.1^3,7]decane-2-carboxylate 

Downstream Products

• 230957-94-5 bis(4'-bromophenyl)methyleneadamantane 

Relevant articles and documents

Structure-Property Relationships in Trimethylenemethane-Type Biradicals. 2. Synthesis and EPR Spectral Characterization of Dinitroxide Biradicals

Several trimethylenemethane-type (TMM-type) dinitroxide biradicals have been prepared that differ in tert-butylaminoxylphenyl ring torsion angles by virtue of different steric demands of their "spin-protecting groups". In addition, the synthesis of a TMM-type dinitroxide having a planar π-system is reported. The synthetic route employed for the planar TMM-type biradical is general and should therefore expand the utility of TMM-type biradicals that are susceptible to bond torsions that attenuate exchange coupling. The compounds presented are designed to be effective to map out J-coupling/conformation space in TMM-type biradicals. EPR spectroscopic parameters (hfcc and D-values) were compared to determine if their values reflected differences in conformation in the series of biradicals. Interestingly, neither N- nor H-hfcc varied within our series of biradicals/ monoradicals in a regular fashion, indicating that there is no apparent relationship between N- or H-hfcc and conformation (as judged by molecular mechanics calculations). However, D-values, estimated from relative intensities of Δms = 1 and Δms = 2 transitions, are consistent with a varied degree of delocalization in the dinitroxides: smaller D-values for biradicals having smaller aryl torsions (and greater delocalization), and larger D-values for dinitroxides having greater aryl torsions (and less delocalization). All the biradicals studied, except 5, exhibited linear Curie plots. The linear Curie plots are consistent with both triplet ground-states and singlet-triplet degeneracies. Interestingly, dinitroxide 6 exhibited a linear Curie plot, despite the lack of a π-coupling fragment. Biradical 5, however, is a ground-state singlet species with the triplet lying about 140 cal/mol above the singlet.