Accession Number : ADD013291

Title :   Halo, Nitro, and Halonitro S-Alkyl Thiocarbonates.

Descriptive Note : Patent, Filed 3 Mar 82, patented 25 Oct 83,

Corporate Author : DEPARTMENT OF THE NAVY WASHINGTON DC

Personal Author(s) : Gilligan, William H ; Stafford, Scott L

Report Date : 25 Oct 1983

Pagination or Media Count : 6

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 by-product, which lowers the yield and requires separation of the product. In addition, nitroalcohols in the presence of base, have a tendency to deformaylate, which also lowers the yield of chloroformate. A third factor is that nitro substituted diols such as 2,2-dimitropropan-1,3-diol form as major products linear carbonates and cyclic carbonates.

Descriptors :   *PATENTS, CARBON COMPOUNDS, ORGANIC COMPOUNDS, NITRO RADICALS

Subject Categories : Organic Chemistry

Distribution Statement : APPROVED FOR PUBLIC RELEASE