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
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.
Proceedings of the Iowa Academy of Science
© Copyright 1973 by the Iowa Academy of Science, Inc.
Buckles, Robert E.; Serianz, Arthur; and Naffziger, David
"Dibenzo (g,p) chrysene: A Challenging Experiment in Organic Synthesis,"
Proceedings of the Iowa Academy of Science: Vol. 80:
, Article 3.
Available at: http://scholarworks.uni.edu/pias/vol80/iss2/3