Dibenzo (g,p) chrysene: A Challenging Experiment in Organic Synthesis

Authors

Robert E. Buckles, University of IowaFollow
Arthur Serianz, University of Iowa
David Naffziger, University of Iowa

Document Type

Research

Keywords

Dibenzo (g, p) chrysene, synthesis of Fluoren-9-one, reduction of 9, 9'-Bifluorene-9, 9'-diol Spiro[fluorene-9, 9'( lO'H )-phenanthren]-10'-one Spiro[fluorene-9, 9'-( lO'H )-phenanthren]- 10'-01 Student Experiment

Abstract

Directions are given for the four-step synthesis of dibenzo(g,p)chrysene from fluoren-9-one. The intermediate products are 9,9'-bifluorene-9,9'-diol, spiro[fluorene-9,9'-(l0'H)-phenanthren]- 10'-one, and spiro[fluorene-9,9'-(l0'H)-phenanthren]- 10'-01 in that order. The experiment is designed to illustrate carbonium ion rearrangements and reductions as well as the properties of some interesting compounds to the experienced undergraduate student.

Publication Date

June 1973

Journal Title

Proceedings of the Iowa Academy of Science

Volume

80

Issue

3

First Page

45

Last Page

49

Copyright

©1973 Iowa Academy of Science, Inc.

Language

en

File Format

application/pdf

Recommended Citation

Buckles, Robert E.; Serianz, Arthur; and Naffziger, David (1973) "Dibenzo (g,p) chrysene: A Challenging Experiment in Organic Synthesis," Proceedings of the Iowa Academy of Science, 80(3), 45-49.
Available at: https://scholarworks.uni.edu/pias/vol80/iss2/3