Chapter 17: Q17-70E (page 567)
Propose a synthesis of bicyclohexylidene, starting from cyclohexanone as the only source of carbon.

Short Answer
A synthesis of bicyclohexylidene from cyclohexanone is,

/*! This file is auto-generated */ .wp-block-button__link{color:#fff;background-color:#32373c;border-radius:9999px;box-shadow:none;text-decoration:none;padding:calc(.667em + 2px) calc(1.333em + 2px);font-size:1.125em}.wp-block-file__button{background:#32373c;color:#fff;text-decoration:none}
Learning Materials
Features
Discover
Chapter 17: Q17-70E (page 567)
Propose a synthesis of bicyclohexylidene, starting from cyclohexanone as the only source of carbon.

A synthesis of bicyclohexylidene from cyclohexanone is,

All the tools & learning materials you need for study success - in one app.
Get started for free
As a rule, axial alcohols oxidize somewhat faster than equatorial alcohols. Which would you expect to oxidize faster, cis-4-tert-butylcyclohexanol or trans-4-tert-butylcyclohexanol? Draw the more stable chair conformation of each molecule.
The NMR spectrum shown is that of 3-methyl-3-buten-1-ol. Assign
all the observed resonance peaks to specific protons, and account for
the splitting patterns.

Question: Give IUPAC names for the following compounds:






What products would you obtain from reaction of 1-pentanol with the
following reagents?
(a)
(b)
(c) , ,
(d) Dess–Martin periodinane
2,3-Dimethyl-2,3-butanediol has the common name pinacol. On heating with aqueous acid, pinacol rearranges to pinacolone, 3,3-dimethyl-2-butanone. Suggest a mechanism for this reaction.

What do you think about this solution?
We value your feedback to improve our textbook solutions.