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Chapter 12: PROBLEM 12.4 (page 459)

Question: Which alkene in each pair has the larger Heat of hydrogenation?

a.

b.

Short Answer

Expert verified

Answer

a.


b.

Step by step solution

01

Heat of hydrogenation

When (C=C) is broken and new (C-H) are formed, some energy is released out, known as the heat of hydrogenation.

The stability of alkenes is inversely proportional to the heat of hydrogenation.

02

Stability of alkenes

One of the factors that affect the stability of alkenes is substituents. The number of substituents and their position defines the stability of alkenes.

03

Determination of alkenes with larger heat of hydrogenation

a. Cis alkenes are less stable than trans alkenes due to steric hindrance; therefore, cis alkenes will have larger heat of hydrogenation.

Cis and trans alkene

b. As the number of substitutions increases, the stability increases as hyperconjugation increases.

Di and Tri substituted alkene

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Most popular questions from this chapter

Question: Oximene and myrcene, two hydrocarbons isolated from alfalfa that have the molecular formula C10H16, both yield 2,6-dimethyloctane when treated with H2and a Pd catalyst. Ozonolysis of oximene forms (CH3)2C=O, CH2=O, CH2(CHO)2and CH3COCHO. Ozonolysis of myrcene yields (CH3)2CO, CH2=O(two equiv), and HCOCH2CH2COCHO. Identify the structures of oximene and myrcene.

Question: Devise a synthesis of each compound from the indicated starting material, organic compounds containing one or two carbons, and any other required reagents.

Question: Draw the organic products formed in each reaction.

a.

b.

c.

d.

Question: How many rings and π bonds are contained in compounds A–C? Draw one possible structure for each compound.

a. Compound A has molecular formula C5H8 and is hydrogenated to a compound having molecular formula C5H10.

b. Compound B has molecular formula C10H16 and is hydrogenated to a compound having molecular formula C10H18 .

c. Compound C has molecular formula C8H8 and is hydrogenated to a compound having molecular formula C8H16.

Question: Draw the products formed in each oxidative cleavage.

a.

b.

c.

d.
See all solutions

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