RESEARCH IN NITROMONOMERS AND THEIR APPLICATION TO SOLID SMOKELESS PROPELLANTS
Abstract
1-Nitropropene generated from 1-nitropropyl acetate reacted readily with sodium 2-propanenitronate, sodium 1-nitropropanenitronate disodium 1, 6-dinitro-1,6-hexanedinitronate and disodium ethylenedinitramine to give in high yield the expected Michael adducts. 1-Nitro-2-propyl acetate underwent readily a Diels Alder reaction with cyclopentadiene to give 6-methyl-5-nitro-2-norbornene. 1-Alkoxy-2-nitroalkanes and alkyl 2-nitroalkyl sulfides were prepared by adding 2-nitroalkyl acetates to alkali alkoxides and alkylthiolates, respectively. On treatment with boron trichloride, 1-alkoxy-2-nitroalkanes were readily converted to 2-nitro-1-alkanols. 1-Alkoxy-2-alkyl-2,4-dinitroalkanes, obtained from the salts of 1-alkoxy-2nitroalkanes and 2-nitrobutyl acetate, afforded 2-alkyl-2,4-dinitro-1-alkanols on refluxing with boron trichloride. N,N-Dialkylamides and such as N,N-dimethylacetamide, N,N-dimethylbutanamide and N,N,N',N'-tetramethyladipamide gave the salts of the corresponding alpha-nitro compounds when subjected to alkaline alkyl nitration. Diborane is an excellent reducing agent for oximes and nitronate ions. The products of this reduction are hydroxylamines. A convenient method for determining molecular weights of salts of mononitro compounds was devised. (Author)
Document Details
- Document Type
- Technical Report
- Publication Date
- Oct 14, 1962
- Accession Number
- AD0290773
Entities
People
- Henry Feuer
Organizations
- Purdue Research Foundation