99648-01-8

Basic information

• Product Name: 1,1-diphenyl-2-(1-adamantyl)ethene
• Synonyms: 1,1-diphenyl-2-(1-adamantyl)ethene
• CAS NO: 99648-01-8
• Molecular Weight: 314.47
• Mol File: 99648-01-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1,1-diphenyl-2-(1-adamantyl)ethene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-diphenyl-2-(1-adamantyl)ethene(99648-01-8)
• EPA Substance Registry System: 1,1-diphenyl-2-(1-adamantyl)ethene(99648-01-8)

Safety Data

• Hazardous Substances Data: 99648-01-8(Hazardous Substances Data)

Upstream product

• 768-95-6 1-adamanthanol 
• 91-47-4 2,3-diphenylacrylic acid 
• 530-48-3 1,1-Diphenylethylene 
• 770-71-8 1-adamantanemethanol 
• 26189-62-8 phenyl 2,2-diphenylethenyl sulfone 
• 768-90-1 1-Adamantyl bromide 
• 13249-58-6 1-bromo-2,2-diphenylethylene 

Relevant articles and documents

Dehydroxymethylation of alcohols enabled by cerium photocatalysis

Dehydroxymethylation, the direct conversion of alcohol feedstocks as alkyl synthons containing one less carbon atom, is an unconventional and underexplored strategy to exploit the ubiquity and robustness of alcohol materials. Under mild and redox-neutral reaction conditions, utilizing inexpensive cerium catalyst, the photocatalytic dehydroxymethylation platform has been furnished. Enabled by ligand-to-metal charge transfer catalysis, an alcohol functionality has been reliably transferred into nucleophilic radicals with the loss of one molecule of formaldehyde. Intriguingly, we found that the dehydroxymethylation process can be significantly promoted by the cerium catalyst, and the stabilization effect of the fragmented radicals also plays a significant role. This operationally simple protocol has enabled the direct utilization of primary alcohols as unconventional alkyl nucleophiles for radical-mediated 1,4-conjugate additions with Michael acceptors. A broad range of alcohols, from simple ethanol to complex nucleosides and steroids, have been successfully applied to this fragment coupling transformation. Furthermore, the modularity of this catalytic system has been demonstrated in diversified radical-mediated transformations including hydrogenation, amination, alkenylation, and oxidation.

Alkenylation of unactivated alkyl bromides through visible light photocatalysis

Two visible-light driven alkenylation reactions of unactivated alkyl bromides, which were enabled by the use of Ir(dF(CF3)ppy)2(dtbbpy)PF6 as the photocatalyst and (TMS)3SiH as the atom transfer reagent to activate the alkyl bromides, were described for the first time. These protocols can be used to produce a variety of alkenes from easily available feedstock with good reaction efficiency and high chemoselectivity under mild reaction conditions. To further demonstrate the applicability of the present strategy, the alkenylation of bioactive molecules and glycosyl bromides, as well as the alkynylation of unactivated alkyl bromides, was proven to be feasible.