60509-83-3

Basic information

• Product Name: (adamantan-1-yl)diphenylphosphine oxide
• Synonyms: (adamantan-1-yl)diphenylphosphine oxide
• CAS NO: 60509-83-3
• Molecular Weight: 336.414
• Mol File: 60509-83-3.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (adamantan-1-yl)diphenylphosphine oxide(CAS DataBase Reference)
• NIST Chemistry Reference: (adamantan-1-yl)diphenylphosphine oxide(60509-83-3)
• EPA Substance Registry System: (adamantan-1-yl)diphenylphosphine oxide(60509-83-3)

Safety Data

• Hazardous Substances Data: 60509-83-3(Hazardous Substances Data)

Upstream product

• 29038-91-3 1,2-dichloroadamantane 
• 65567-06-8 lithium diphenylphosphide 
• 33803-54-2 1,2-dibromoadamantane 
• 768-90-1 1-Adamantyl bromide 
• 4376-01-6 sodium diphenylphosphide 
• 768-95-6 1-adamanthanol 
• 1079-66-9 chloro-diphenylphosphine 
• 23906-87-8 1-dichlorophosphinoyladamantane 
• 591-51-5 phenyllithium 
• 77418-99-6 1-adamantyl trifluoromethanesulfonate 
• 1346519-69-4 1-adamantyldiphenylphosphonium triflate 
• 603-35-0 triphenylphosphine 
• 34676-89-6 diphenylphosphide ion 
• 829-85-6 diphenylphosphane 

Relevant articles and documents

REACTIONS OF 1,3-DIHALOADAMANTANES WITH DIPHENYLPHOSPHIDE IONS BY THE SRN1 MECHANISM. COMPETITION BETWEEN INTERMOLECULAR AND INTRAMOLECULAR ELECTRON TRANSFER REACTIONS

The reactivity of 1,3-dihaloadamantanes with diphenylphosphide ions (Ph2P-) in liquid ammonia was studied. 1,3-Dichloroadamantane (1a), 1-bromo-3-chloroadadmantane (1b) and 1,3-dibromoadamantane (1c) reacted with Ph2P- ions under photostimulation by the SRN1 mechanism.Irradiation of 1c without Ph2P- ions gave no reaction (-. (3b-.); whereas 3a (3b) were formed by intermolecular ET of this radical anion to the substrates.It was observed that the product distribution depends on the substrate and reaction conditions.

Defying Stereotypes with Nanodiamonds: Stable Primary Diamondoid Phosphines

Direct unequal C-H bond difunctionalization of phosphorylated diamantane was achieved in high yield from the corresponding phosphonates. Reduction of the functionalized phosphonates provides access to novel primary and secondary alkyl/aryl diamantane phos

Synthesis of several halobisnoradamantane derivatives and their reactivity through the SRN1 mechanism

Several bridgehead halobisnoradamantane derivatives (5, 7, 10, and 17) were synthesized from tricyclic diester 1 in good yields using standard methods. The reactivity through the SRN1 mechanism of the above compounds and the known halobisethano derivatives 24 and 25a-c was studied. Iodo derivatives 7, 10, and 25a reacted with diphenylphosphide ions in DMSO under irradiation to give the corresponding substitution and reduction products by the SRN1 mechanism, while iodo ketone 17 gave a mixture of the rearranged substitution product 36 and the reduction product 18. Formation of 36 takes place through a 1,5-hydrogen migration of the initially formed radical, a kind of process that has been observed for the first time in the SRN1 propagation steps. The diiodo derivative 24 reacted with diphenylphosphide ions under similar reaction conditions to give the substitution and/or reduction products 32, 31, 27, 25a, and 26. The intramolecular ET reaction in the monosubstitution radical anion 32?- seems to be faster than the intermolecular ET to the substrate, and the monoiodo derivative 25a is a reaction intermediate.