PREPARATION AND USE OF SOME HYDROCARBON DIANIONS IN SYNTHESIS (PENTADIENE, HEXADIENE, ALKYL, HALIDE, BROMIDE).

Persistent Link:
http://hdl.handle.net/10150/185393
Title:
PREPARATION AND USE OF SOME HYDROCARBON DIANIONS IN SYNTHESIS (PENTADIENE, HEXADIENE, ALKYL, HALIDE, BROMIDE).
Author:
HSU, HOWARD FU-JYA.
Issue Date:
1982
Publisher:
The University of Arizona.
Rights:
Copyright © is held by the author. Digital access to this material is made possible by the University Libraries, University of Arizona. Further transmission, reproduction or presentation (such as public display or performance) of protected items is prohibited except with permission of the author.
Abstract:
One new dianion was prepared and many alkylation and oxidation reactions of this new dianion and several known dianions were carried out. These reactions provide the best synthetic routes to most of the compounds prepared. More specifically, many oxidation products were obtained when 3-methyl-1,4-pentadiene dianion was treated with alkyl bromides. A quantitative yield of substitution product was obtained by reacting this dianion with trimethylsilyl chloride. New compounds obtained by treating this dianion with 1,2-dichloroethane are shown below: The dianion shown below was prepared from 2,5-dimethyl-1,5-hexadiene and Lochmann's base. Many different 2,5-disubstituted 1,5-hexadienes and related compounds were made by treating this dianion with alkyl halides, sulfates and alkyl (alpha),(omega)-dihalides. Attempts to make a cyclic hexapyridyl by treating 2-methyleneallyl dianion with 6,6'-dicyano-2,2'-dipyridyl (see below) apparently failed.
Type:
text; Dissertation-Reproduction (electronic)
Keywords:
Organic compounds -- Synthesis.; Anions.; Carbon ions.; Hydrocarbons.
Degree Name:
Ph.D.
Degree Level:
doctoral
Degree Program:
Chemistry; Graduate College
Degree Grantor:
University of Arizona

Full metadata record

DC FieldValue Language
dc.language.isoenen_US
dc.titlePREPARATION AND USE OF SOME HYDROCARBON DIANIONS IN SYNTHESIS (PENTADIENE, HEXADIENE, ALKYL, HALIDE, BROMIDE).en_US
dc.creatorHSU, HOWARD FU-JYA.en_US
dc.contributor.authorHSU, HOWARD FU-JYA.en_US
dc.date.issued1982en_US
dc.publisherThe University of Arizona.en_US
dc.rightsCopyright © is held by the author. Digital access to this material is made possible by the University Libraries, University of Arizona. Further transmission, reproduction or presentation (such as public display or performance) of protected items is prohibited except with permission of the author.en_US
dc.description.abstractOne new dianion was prepared and many alkylation and oxidation reactions of this new dianion and several known dianions were carried out. These reactions provide the best synthetic routes to most of the compounds prepared. More specifically, many oxidation products were obtained when 3-methyl-1,4-pentadiene dianion was treated with alkyl bromides. A quantitative yield of substitution product was obtained by reacting this dianion with trimethylsilyl chloride. New compounds obtained by treating this dianion with 1,2-dichloroethane are shown below: The dianion shown below was prepared from 2,5-dimethyl-1,5-hexadiene and Lochmann's base. Many different 2,5-disubstituted 1,5-hexadienes and related compounds were made by treating this dianion with alkyl halides, sulfates and alkyl (alpha),(omega)-dihalides. Attempts to make a cyclic hexapyridyl by treating 2-methyleneallyl dianion with 6,6'-dicyano-2,2'-dipyridyl (see below) apparently failed.en_US
dc.typetexten_US
dc.typeDissertation-Reproduction (electronic)en_US
dc.subjectOrganic compounds -- Synthesis.en_US
dc.subjectAnions.en_US
dc.subjectCarbon ions.en_US
dc.subjectHydrocarbons.en_US
thesis.degree.namePh.D.en_US
thesis.degree.leveldoctoralen_US
thesis.degree.disciplineChemistryen_US
thesis.degree.disciplineGraduate Collegeen_US
thesis.degree.grantorUniversity of Arizonaen_US
dc.identifier.proquest8309034en_US
dc.identifier.oclc688324626en_US
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