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
ORGANIC CHEMISTRY-EBOOK>I<
- Q4: Draw the Lewis structures for the cyanate ion (OCN) and the fulminate ion (CNO). Draw all possible resonance structures for each. Determine which form for each is the major resonance contributor.arrow_forwardIn the following molecule, indicate the hybridization and shape of the indicated atoms. CH3 N CH3 HÖ: H3C CI: ::arrow_forwardQ3: Draw the Lewis structures for nitromethane (CH3NO2) and methyl nitrite (CH3ONO). Draw at least two resonance forms for each. Determine which form for each is the major resonance contributor.arrow_forward
- Q1: Draw a valid Lewis structures for the following molecules. Include appropriate charges and lone pair electrons. If there is more than one Lewis structure available, draw the best structure. NH3 Sulfate Boron tetrahydride. C3H8 (linear isomer) OCN NO3 CH3CN SO2Cl2 CH3OH2*arrow_forwardQ2: Draw all applicable resonance forms for the acetate ion CH3COO. Clearly show all lone pairs, charges, and arrow formalism.arrow_forwardPlease correct answer and don't used hand raitingarrow_forward
- 9. The following reaction, which proceeds via the SN1/E1 mechanisms, gives three alkene products (A, B, C) as well as an ether (D). (a) Show how each product arises mechanistically. (b) For the alkenes, determine the major product and justify your answer. (c) What clues in the reaction as shown suggest that this reaction does not go by the SN2/E2 mechanism route? (CH3)2CH-CH-CH3 CH3OH 1 Bl CH3OH ⑧· (CH3)2 CH-CH=CH2 heat H ⑥③ (CH3)2 C = C = CH3 © СнЗ-С-Снаснз сна (CH 3 ) 2 C H G H CH 3 оснзarrow_forwardPlease Don't used hand raitingarrow_forward7. For the following structure: ← Draw structure as is - NO BI H H Fisher projections (a) Assign R/S configuration at all chiral centers (show all work). Label the chiral centers with an asterisk (*). (b) Draw an enantiomer and diastereomer of the above structure and assign R/S configuration at all chiral centers (again, show all work). (c) On the basis of the R/S system, justify your designation of the structures as being enantiomeric or diastereomeric to the original structure.arrow_forward
- Don't used Ai solutionarrow_forward1. For the following reactions, predict the major product. Show stereochemistry where appropriate. неу b) 7 HBr XV ROOR H₂504 c) N/ H20 H+2 d) ~ Pt c) f. MCPBA -> сна сла (solvent) (1)BH 3-THE (3) Надрон B177 H20 9)arrow_forwardFor the following reactions, predict the major product. Show stereochemistry where approarrow_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