29186-07-0

Basic information

• Product Name: bisadamantylidene epoxide
• Synonyms: bisadamantylidene epoxide
• CAS NO: 29186-07-0
• Molecular Weight: 284.442
• Mol File: 29186-07-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: bisadamantylidene epoxide(CAS DataBase Reference)
• NIST Chemistry Reference: bisadamantylidene epoxide(29186-07-0)
• EPA Substance Registry System: bisadamantylidene epoxide(29186-07-0)

Safety Data

• Hazardous Substances Data: 29186-07-0(Hazardous Substances Data)

Upstream product

• 35544-39-9 dispiro(diadamantane-1,2-dioxetane) 
• 30541-56-1 adamantanylideneadamantane 
• 30541-56-1 adamantylidene-adamantane 
• 3517-99-5 1-methoxy-4-(methylsulfinyl)benzene 
• 934-73-6 methyl 4-chlorophenyl sulfoxide 
• 13150-73-7 3-chlorophenyl methyl sulfoxide 
• 934-72-5 Methyl p-tolyl sulfoxide 
• 1193-82-4 racemic methyl phenyl sulfoxide 

Relevant articles and documents

1,2-DIOXETANES AS CHEMILUMINESCENT INTERMEDIATES IN THE TRIPLET OXYGEN OXYGENATION OF OLEFINS.

Several enol ethers react in the dark at elevated temperatures with triplet oxygen, producing ketones and chemiluminescence.Other electron-rich olefins were investigated.

THE REACTION OF ADAMANTYLIDENEADAMANTANE WITH SINGLET OXYGEN MEDIATED BY ROSE BENGAL AND CHARGE TRANSFER COMPLEXES

Chemically generated singlet oxygen reacts with adamantylideneadamantane (1) in acetone solution to give mainly the corresponding 1,2-dioxetane (2) together with traces of the epoxide 3.When rose bengal (RB) is added to the reaction mixture, epoxide 3 becomes the chief product at the expense of the dioxetane 2, even in the dark.Charge transfer complexes (CTCs) formed between N-ethylcarbazole and fluorene with 2,4,7-trinitrofluoren-9-one and pyromellitic dianhydride, as well as quinhydrone, behave like RB in that their addition to the reaction mixture favors epoxide formation.Their epoxidizing power is related to the energies of their CT bands.Free energies (ΔG) calculated for the interaction of the CTC with singlet oxygen ranged from -2.07 to 0.45 kcal/mol.CTCs having a ΔG greater than 0.5 kcal/mol are inefficient for the production of 3.The results are explained in terms of two different processes.The normal course is the reaction of singlet oxygen with 1 to give dioxetane.Addends such as CTCs and dimeric RB compete for singlet oxygen and convert it to superoxide radical ion, which in a secondary process is indirectly responsible for epoxidation.

MECHANISTIC CONSIDERATIONS ON PHOTOREACTION OF ORGANIC COMPOUNDS VIA EXCITATION OF CONTACT CHARGE TRANSFER COMPLEXES WITH OXYGEN

Reactions of various organic compounds induced by excitation of their contact charge transfer (CCT) pairs with oxygen were classified into three types of behaviour on the basis of reaction products.It is proposed that the excited state of the CCT pairs gives the products through the most isoenergetic course along the plausible exothermic pathway.