a)
Interpretation:
The product formed when the
Concept introduction:
If the two cyclohexane rings are fused in trans manner the two hydrogens at the ring junction will be diaxial. If the ring fusion is cis, then one hydrogen at the ring junction is axial while that in the other junction is equatorial.
Among the disubstituted cyclohexanes, 1,2- cis, 1,3- trans and 1,4-cis substituents will have axial and equatorial arrangements. 1,2-trans, 1,3-cis and 1,4-trans substituents will have either diequatorial or diaxial arrangements.
Equatorial –OH gets easily acetylated because it is free from steric strains.
To give:
The product formed when the diol shown reacts with one equivalent of acetic anhydride.
b)
Interpretation:
The product formed when the diol shown reacts with one equivalent of acetic anhydride is to be given.
Concept introduction:
If the two cyclohexane rings are fused in trans manner the two hydrogens at the ring junction will be diaxial. If the ring fusion is cis, then one hydrogen at the ring junction is axial while that in the other junction is equatorial.
Among the disubstituted cyclohexanes, 1,2- cis, 1,3- trans and 1,4-cis substituents will have axial and equatorial arrangements. 1,2-trans, 1,3-cis and 1,4-trans substituents will have either diequatorial or diaxial arrangements.
Equatorial –OH gets easily acetylated because it is free from steric strains.
To give:
The product formed when the diol shown reacts with one equivalent of acetic anhydride.
Trending nowThis is a popular solution!
Chapter 27 Solutions
Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
- Using what we have learned in CHEM 2310 and up through class on 1/31, propose a series of reaction steps to achieve the transformation below. Be sure to show all reagents and intermediates for full credit. You do not need to draw mechanism arrows, but you do need to include charges where appropriate. If you do not put your group name, you will get half credit at most. ? Brarrow_forwardDraw a mechanism for the formation of 2-bromovanillin using bromonium ion as the reactive electrophile.arrow_forwardNonearrow_forward
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning