Abstract
Three allylic type alcohols were rearranged in sulfuric acid (l, 10 and 50%) at 25 and 100C and their products identified. Specifically, 2-phenyl-lpropen-3-ol, 2-methyl-l-phenyl-l-propen-3-ol and 2-methyl-3-phenyl-l-propen-3-ol were studied. 2-Phenyl-l-propen-3-ol was found to rearrange to 2-phenylpropionaldehyde while 2-methyl-1-phenyl-l-propen-3-ol formed 2-methyl-2-phenylpropanal, isobutyrophenone and 2-methyl-3-phenyl-l-propen-3-ol. The final rearrangement of the 2-methyl-3-phenyl-lpropen- 3-ol allylic alcohol produced 2-methyl-2-phenylpropanal, isobutyrophenone, 2-methyl-l-phenyll- propen-3-ol and 2-(2-phenylisopropyl)-4-phenyl-5- methyl-1, 3-dioxane.
Library of Congress Subject Headings
Alcohol; Chemistry, Organic
Publication Date
1-1-1971
Document Type
Thesis
Department, Program, or Center
School of Chemistry and Materials Science (COS)
Advisor
Adduci, Jerry
Recommended Citation
Barbehenn, Herbert, "Rearrangement of allylic alcohols" (1971). Thesis. Rochester Institute of Technology. Accessed from
https://repository.rit.edu/theses/4901
Campus
RIT – Main Campus
Comments
Note: imported from RIT’s Digital Media Library running on DSpace to RIT Scholar Works. Physical copy available through RIT's The Wallace Library at: QD305.A4 B3