Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
Question
Book Icon
Chapter 5, Problem 34P

(a)

Interpretation Introduction

Interpretation:

The number of alkenes used to prepare methylcyclopentane by hydrogenation process has to be predicted.

Concept introduction:

  • The amount of heat released in a hydrogenation reaction is known as heat of hydrogenation(ΔH0).
  • The most stable alkene has the smallest heat of hydrogenation.
  • The stability of an alkene increases as the number of alkyl substituents bonded to its sp2 carbon increases.
  • The stability of an alkene increases as the number of hydrogen bonded to its sp2 carbon decreases.
    • Catalytic hydrogenation is the process of addition of hydrogen to a compound in the presence of a catalyst.  The most common metal catalyst is palladium, which is used as a powder absorbed on charcoal to maximize its surface area.  The metal catalyst is required to weaken the very strong HH bond.
    • A meso compound is a molecule with multiple stereocentres that is super imposable on its mirror image.

(b)

Interpretation Introduction

Interpretation:

Most stable alkene has to be identified.

Concept introduction:

The amount of heat released in a hydrogenation reaction is known as heat of hydrogenation(ΔH0).

The most stable alkene has the smallest heat of hydrogenation.

The stability of an alkene increases as the number of alkyl substituents bonded to its sp2 carbon increases.

The stability of an alkene decreases as the number of hydrogen bonded to its sp2 carbon decreases.

(c)

Interpretation Introduction

Interpretation:

The alkene which has the smallest heat of hydrogenation has to be identified.

Concept introduction:

The amount of heat released in a hydrogenation reaction is known as heat of hydrogenation(ΔH0).

The most stable alkene has the smallest heat of hydrogenation.

The stability of an alkene increases as the number of alkyl substituents bonded to its sp2 carbon increases.

The stability of an alkene decreases as the number of hydrogen bonded to its sp2 carbon decreases.

Blurred answer
Students have asked these similar questions
What other alkene is also formed along with Y in Sample Problem 9.3? What alkenes would form from X if no carbocation rearrangement occurred?
A hydrocarbon of unknown structure has the formula C8H10. On catalytichydrogenation over the Lindlar catalyst, 1 equivalent of H2 is absorbed. Onhydrogenation over a palladium catalyst, 3 equivalents of H2 are absorbed.(a) How rnany degrees of unsaturation are present in the unknown?(b) How many triple bonds are present?(c) How many double bonds are present?(d) How many rings ar e present?(e) Draw a structure that fits the data.
The 1,2‑dibromide is synthesized from an alkene starting material. Draw the alkene starting material. Clearly, show stereochemistry of the alkene.

Chapter 5 Solutions

Essential Organic Chemistry (3rd Edition)

Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning