94238-10-5

Basic information

• Product Name: 3-nitroadamantan-1-yl nitrate
• Synonyms: 3-nitroadamantan-1-yl nitrate
• CAS NO: 94238-10-5
• Molecular Weight: 242.232
• Mol File: 94238-10-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-nitroadamantan-1-yl nitrate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-nitroadamantan-1-yl nitrate(94238-10-5)
• EPA Substance Registry System: 3-nitroadamantan-1-yl nitrate(94238-10-5)

Safety Data

• Hazardous Substances Data: 94238-10-5(Hazardous Substances Data)

Upstream product

• 21245-43-2 tert-butyl (3r,5r,7r)-adamantane-1-carboperoxoate 
• 281-23-2 adamantane 
• 7575-82-8 1-nitroadamantane 

Relevant articles and documents

Chemoselectivity of Nitroxylation of Cage Hydrocarbons

Abstract: The composition of reaction mixtures obtained by nitroxylation of 13 cage hydrocarbons with 100% nitric acid and its mixtures with acetic acid, acetic anhydride, and methylene chloride has been studied. More reactive substrates react with lowest

Ozone-mediated nitration of adamantane and derivatives with nitrogen dioxide: Selectivity in the hydrogen abstraction by nitrogen trioxide and subsequent coupling of the resulting carbon radicals with nitrogen dioxide

In the presence of ozone at -78°C, nitrogen dioxide reacts rapidly and selectively with adamantane at a bridgehead position to give the corresponding nitro derivative as the sole major product. The relative reactivity has been determined for a series of 1-substituted adamantanes, which reveals that electron-withdrawing substituents exert a considerable influence on the ease of substitution at the γ-position as well as the distribution of the N- and O-functionalized products. The results may be rationalized in terms of the initial hydrogen abstraction by nitrogen trioxide, followed by rapid trapping of the resulting adamantyl radicals with nitrogen dioxide.