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,
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,
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Get started for freeThe conversion of 3° alcohols into alkenes under acidic conditions involves two cationic intermediates. For each reaction, draw the complete mechanism using curved arrows.
(a)
(b)
(c)
What carbonyl compounds would you reduce to prepare the followingalcohols? List all possibilities.
(a)
(b)
(c)
Dehydration of trans-2-methylcyclopentanol with POCl3 in pyridine yields predominantly 3-methylcyclopentene. Is the stereochemistry of this dehydration syn or anti? Can you suggest a reason for formation of the observed product? (Make molecular models!)
Question:Phenols generally have lower pKa’s than aliphatic alcohols because of resonance stabilization with the aromatic ring. Draw all of the resonance contributors for the phenolate ions below. Make note of how the substituents either stabilize or destabilize the system.
Propose a structure for a compound that has the followingNMR spectrum. The peak marked by an asterisk disappears whenis added to the sample.
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