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  • About
  • The Global ETD Search service is a free service for researchers to find electronic theses and dissertations. This service is provided by the Networked Digital Library of Theses and Dissertations.
    Our metadata is collected from universities around the world. If you manage a university/consortium/country archive and want to be added, details can be found on the NDLTD website.
1

Studies of some aliphatic constituents of shellac

Prentice, Hugh Graham January 1962 (has links)
Hydrolysis of lac resin yields a mixture of acids among which only two - aleuritic (up to 40%) and shellolio (up to 5%) - have been adequately characterised and examined by several investigators. The work embodied in this thesis represents some studies of the aliphatic acids in lac hydrolysate. The presence of a range of non-hydroxy acids (1.1%) 6-hydroxytetra- decanoic acid (not less than 8%), l6~hydroxyhexadecanoic acid and snother monohydroxyhexadecanoic acid has been demonstrated. The 6-hydroxytetradecanoic acid has been shown to be identical with butolic acid recently isolated by chemists of the Indian Lac Research Institute but considered by them to be a C1B hydroxy acid. The other acids have not previously been reported as constituents of lac resin. Reversed-phase chromatography was found to be unsuitable for the examination of lac acids, probably due to their highly hydroxylated nature. Dehydroxylation experiments on lac acids by lodlnatlon- deiodination and by bromination-debrominatlon revealed the presence of hydroxylated tetradecanoic and hexadecanoic acids; brominatlon- debrominatlon reactions also showed the presence of small amounts of vicinal dihydroxy acids of these two series. Partition of lac acids between petroleum ether and 80% aqueous methanol and subsequent examination of the petroleum other-soluble material (1.1%) revealed the presence of dodecanoic (trace). tetradec-9-onoic and tetradecanoic acids (25%), hexadec-9-enoic acid (13%), hexadecanoic acid (53%), octadec-9-enoic acid (7%) and octadecanoic acid (2%). Examination of lac acids by adsorption, gas-liquid and thin layer chromatography showed the presence of 6-hydroxy-tetradecanoic acid (8% or more of lac acids), 16-hydroxy-hexadeoanoic acid and another monohydroxyhexadeoanoic acid.

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