Accession Number : AD0815698

Title :   PREPARATION AND SODIUM-AMMONIA REDUCTION OF SOME CONJUGATED ALKADIENES.

Descriptive Note : Master's thesis,

Corporate Author : NAVAL POSTGRADUATE SCHOOL MONTEREY CA

Personal Author(s) : Brane, Richard Daniel

Report Date : MAY 1967

Pagination or Media Count : 106

Abstract : A series of alkadienes was prepared by the dehydration of unsaturated C7 and C8 alcohols. The dienes were separated by G.P.C. techniques and identified by their NMR and IR spectra. The UV data of the conjugated dienes were also recorded. The dehydration of 4-ethyl-1-hexen-4-o1 gave three dienes, 4-ethyl-1, 3-hexadiene, 4-ethyl-1,4-hexadiene and 3-ethyl-2,4-hexadiene. The dehydration of 4-methyl-1-hexen-4-o1 gave four dienes, 4-methyl-1,4-hexadiene, 2-ethyl-1,4-pentadiene, 4-methyl-1,3-hexadiene and 3-methyl-2,4-hexadiene. The dehydration of 4-octen-2-o1 gave 1,3-octadiene and 2,4-octadiene in about equal amounts. The sodium-ammonia reduction products of 2,5-dimethyl-2,4-hexadiene, 1,3-octadiene, and 2,4-octadiene were determined. The reduction of 2,5-dimethyl-2,4-hexadiene gave both the symmetrical and unsymmetrical olefin as reduction products. One reduction of 1,3-octadiene gave 2-octene. The other reductions of 1,3-octadiene and 2,4-octadiene gave mixtures of olefins as their monomeric products. (Author)

Descriptors :   *REDUCTION(CHEMISTRY)), (*DIENES, SYNTHESIS(CHEMISTRY), SODIUM, AMMONIA, GAS CHROMATOGRAPHY, DEHYDRATION, CHEMICAL BONDS, ALCOHOLS, REACTION KINETICS, NUCLEAR MAGNETIC RESONANCE, THESES, IONS, THERMAL CONDUCTIVITY, HALOGENS, INFRARED SPECTRA, DISTILLATION, ABSORPTION, OXIDATION.

Subject Categories : Atomic and Molecular Physics and Spectroscopy

Distribution Statement : APPROVED FOR PUBLIC RELEASE