Graduate Thesis Or Dissertation
 

Factors influencing the competitive rates of free-radical addition of ethyl 2-bromocarboxylates to selected alkene pairs

Public Deposited

Downloadable Content

Download PDF
https://ir.library.oregonstate.edu/concern/graduate_thesis_or_dissertations/gf06g523z

Descriptions

Attribute NameValues
Creator
Abstract
  • A study of the effects of structural modification at the alpha position of ethyl 2-bromocarboxylates on their rates of addition to two alkene pairs was undertaken. In the competition between 3-propoxypropene and 1-octene at 70°, a 37% increase in selectivity was observed in going from carboxylates generating primary radicals to those generating tertiary radicals. These results yield good correlations with electronic and/or steric parameters. When the competition between 1-methylcyclohexene and 1-octene was examined, no simple systematic variation of selectivity with structure was observed. An explanation is offered, which is based on the greater persistence of hindered carboethoxyalkyl radicals and the resultant changes in transition state structure.
Resource Type
Date Available
Date Issued
Degree Level
Degree Name
Degree Field
Degree Grantor
Commencement Year
Advisor
Academic Affiliation
Non-Academic Affiliation
Subject
Rights Statement
Publisher
Peer Reviewed
Language
Digitization Specifications
  • File scanned at 300 ppi (Monochrome) using ScandAll PRO 1.8.1 on a Fi-6770A in PDF format. CVista PdfCompressor 5.0 was used for pdf compression and textual OCR.
Replaces

Relationships

Parents:

This work has no parents.

In Collection:

Items

Thumbnail Title Date Uploaded Visibility Actions
file details GhodoussiVahid1987.pdf 2017-08-04 Public Download