Interpretation:
The amounts of stereoisomeric
Concept Introduction:
>During catalytic hydrogenation, one hydrogen atom gets attached to each of the double bonded carbon atoms.It is a stereospecific syn addition;both hydrogensadd to the same face of the double bond.
>In catalytic hydrogenation, the stereo selectivity depends on the direction from which hydrogen atoms are transferred from the catalyst to the double bond.
>In the stereochemical reactions of cycloalkenes, the product of syn addition is formed exclusively even though it is less stable stereoisomer.
>The stereoisomer in which the bulky substituents occupy maximum equatorial sites is less stable.
Want to see the full answer?
Check out a sample textbook solutionChapter 8 Solutions
Organic Chemistry - Standalone book
- Following are structural formulas and heats of combustion of acetaldehyde and ethylene oxide. Which of these compounds is more stable? Explain.arrow_forwardWhen cyclohexane is substituted by an ethynyl group, -C=CH, the energy difference between axial and equatorial conformations is only 1.7 kJ (0.41 kcal)/mol. Compare the conformational equilibrium for methylcyclohexane with that for ethynylcyclohexane and account for the difference between the two.arrow_forwardHow many possible stereoisomers can be written for 1-ethyl-3- methylcyclohexane? O 2 O4 8arrow_forward
- ∆H° values obtained for a series of similar reactions are one set of experimental data used to determine the relative stability of alkenes. Explain how the following data suggest that cis-but-2-ene is more stable than but-1-ene (Section 12.3A).arrow_forwardPredict the relative stabilities of alkenes and cycloalkenes based on their structure and stereochemistry.arrow_forwardWrite structural formulas for all ketones with the molecular formula C6H12O and give each its IUPAC name. Which of these ketones are chiral?arrow_forward
- Disregarding stereoisomers, draw the structures of all alkenes with molecular formula C5H10. Which ones can exist as cis–trans isomers?arrow_forwardIf a catalyst could be found that would establish an equilibrium between 1,2-butadiene and 2-butyne, what would be the ratio of the more stable isomer to the less stable isomer at 25°C? CH,=C=CHCH, CH,C=CCH, AG° = -16.7 kJ (-4.0 kcal)/molarrow_forward(1) Predict the outcome of the addition of HBr to (a) trans-2-pentene, (b) 2-methyl-2-butene, and (c) 4-methylcyclohexene. How many isomers can be formed in each case?arrow_forward
- ΔH° values obtained for a series of similar reactions are one set ofexperimental data used to determine the relative stability of alkenes. Explain how the cis-but-2-ene is more stable than but-1-enearrow_forwardWhich products are formed when hydrobromic acid is added to (a) trans-2-hexene, (b) 2-methyl- 2-pentene, and (c) 4-methylcyclohexene, and how many regioisomers can be formed in each case?arrow_forwardThe alcohol given below yields three alkene products upon dehydration. Which of the products will be present in the highest quantity?arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning