Homework-8-Rearrangement%20problems

Homework-8-Rearrangement%20problems - Homework 8...

Info iconThis preview shows pages 1–3. Sign up to view the full content.

View Full Document Right Arrow Icon
Homework 8 Rearrangement problems Fall 2009 M.Deyrup. All rights reserved Copyright Department of Chemistry University of Florida 1. Write mechanisms for formation of these different natural oils starting with Z isomer of geranyl diphosphate: OPP geranyl diphosphate E OH H 2 O (geraniol) isomerization OPP OH Z H 2 O OH Linalol (coriander oil) H 2 O Neroli (rose oil) OH alpha-terpinol Limonene (Lemon and orange) OH Borneol (camphor like) H 2 O H 2 O 2. Write step by step mechanism of the following rearrangement. Hint: use your own numbering system to keep track of the substituents, write all intermediates, and all the arrows.
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
OH CH 3 CH 3 OH H + O CH 3 CH 3 3. Write step by step mechanism of the following transformation. Hint: use your own numbering system to keep track of the substituents, write all intermediates, and all the arrows. 4. O Me OH Me OCH 3 Me = CH 3 = methyl H + CH 3 OH Write the mechanism of the following rearrangement. Hint: use your own numbering system to keep track of the substituents. H
Background image of page 2
Image of page 3
This is the end of the preview. Sign up to access the rest of the document.

Page1 / 4

Homework-8-Rearrangement%20problems - Homework 8...

This preview shows document pages 1 - 3. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online