Unsymmetrical Polynitrocarbonates and Symmetrical 1,3-Bis (Halo-and Nitroalkyl Carbonyldioxy)-2,2-Dinitropropanes and Methods of Preparation.
Abstract
This invention relates to organic carbonates and more particularly to nitro substituted organic carbonates. In order to prepare unsymmetrical carbonates, it is necessary to react a chloroformate of an alcohol with a second alcohol. The general method for preparing chloroformates is to react an alcohol with an excess of phosgene (poisonous gas) in the presence of a base as an acid acceptor. Inevitably a greater or lesser amount of the carbonate is formed, as a by-product, which lowers the yield and requires separation of the product. In addition, nitroalcohols in the presence of base, have a tendency to deformylate, which also lowers the yield of chloroformate. A third factor is that nitro substituted diols such as 2,2-dinitropropan-1, 3-diol form as major products linear carbonates and cyclic carbonates. (Author)
Document Details
- Document Type
- Technical Report
- Publication Date
- Mar 03, 1982
- Accession Number
- ADD010471
Entities
People
- Scott L. Stafford
- William H. Gilligan
Organizations
- United States Department of the Navy