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Chapter 12: PROBLEM 12.3 (page 458)

Question: Draw all alkenes that react with one equivalent of H2 in the presence of a palladium catalyst to form each alkane. Consider constitutional isomers only

a.

b.

c.

Short Answer

Expert verified

Answer

a.

b.

c.

Step by step solution

01

H2 Palladium catalyst

H2Palladium catalyst is a solid catalyst used in the hydrogenation reaction of alkenes.

The reactant and the catalyst are in different phases; therefore, the reaction is termed heterogeneous catalysis.

02

Formation of alkanes from alkenes

Alkenes undergo a reduction reaction using a hydrogen palladium catalyst and form alkane.

The unsaturated carbon-carbon double bond is reduced to a saturated carbon-carbon single bond.

03

Reaction of alkenes in the presence of H2  palladium catalyst

Constitutional isomers of alkenes can result in the formation of identical alkanes.

a.


Formation of isopentane

from constitution isomer of 3-methyl-butene

b.

Formation of 1,1-dimethylcyclohexane

from constitutional isomers of dimethyl cyclohexene

c.

Formation of 1,1-dimethylcyclohexane

from constitutional isomers of dimethyl cyclohexene

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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: Complete the missing information for compounds A, B, and C, each subjected to hydrogenation. The number of rings and 蟺 bonds refers to the reactant (A, B, or C) prior to hydrogenation.

Question: a) What product is formed in Step [1] of the following reaction sequence?

(b) Draw a mechanism for Step [2] that accounts for the observed stereochemistry.

(c) What reaction conditions are necessary to form chiral A from prop-2-en-1-ol

Question: What alkene yields each set of oxidative cleavage products?

a.

b.
See all solutions

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