157774-23-7

Basic information

• Product Name: 3-(nitroxymethyl)adamantan-1-yl nitrate
• Synonyms: 3-(nitroxymethyl)adamantan-1-yl nitrate
• CAS NO: 157774-23-7
• Molecular Weight: 272.258
• Mol File: 157774-23-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-(nitroxymethyl)adamantan-1-yl nitrate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(nitroxymethyl)adamantan-1-yl nitrate(157774-23-7)
• EPA Substance Registry System: 3-(nitroxymethyl)adamantan-1-yl nitrate(157774-23-7)

Safety Data

• Hazardous Substances Data: 157774-23-7(Hazardous Substances Data)

Upstream product

• 770-71-8 1-adamantanemethanol 
• 21898-97-5 adamantan-1-ylmethyl methyl ether 
• 75-05-8 acetonitrile 

Downstream Products

• 38584-37-1 1-hydroxy-3-hydroxymethyladamantane 

Relevant articles and documents

Synthesis of (3-Hydroxyadamantan-1-yl)methanols

A convenient procedure has been developed for the synthesis of (3-hydroxyadamantan-1-yl)-methanols on the basis of nitroxylation of adamantan-1-ylmethanols with fuming nitring acid and subsequent reduction of intermediate nitric acid esters with hydrazine hydrate. The title diols have also been obtained by the reduction of 1-nitroxy-3-(nitroxymethyl)adamantanes. The nitroxylation process is accompanied by oxidation with the formation of substituted adamantane-1-carboxylic acids.

SYNTHESIS AND HYDROLYTIC TRANSFORMATIONS OF NITROXY DERIVATIVES OF HOMOADAMANTANE PROTOADAMANTANE AND BICYCLONONANE

Mono- and dinitroxy derivatives of homoadamantane, protoadamantane, and bicyclononane were synthesized by nitroxylation.A study was carried out on the reactivity of these hydrocarbons relative to nitric acid and the hydrolytic transformations of the products obtained.The acid-catalyzed skeletal rearrangement of 3,6-dinitroxyhomoadamantane to 3-nitroxymethyl-1-adamantanol proceeds with retention of the substituent at the carbon atom, at which the carbenium ion is generated.