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Chapter 9: Q17E (page 263)

The following cycloalkyne is too unstable to exist. Explain

Short Answer

Expert verified

The linear geometry is distorted in the cyclopentyne and so the molecule is unstable.

Step by step solution

01

Stability of cyclic system with triple bonds

Alkynes are sp hybridized molecules. They have linear geometry and the bond angle is 1800. When the linear geometry is distorted, it results in angular strain and decreased stability. So when alkynes are present in cyclic structures they become unstable.

02

Stability of cyclopentyne

As from above figure we can observe that the triple bond is present in the ring. Triple bonded atom having linear hybridized orbitals. But due to cyclic systems linearity destroyed.

Hence cycloalkynes are less stable.

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Most popular questions from this chapter

Each of the following syntheses requires more than one step. How

would you carry them out?

(a)

(b)

Question: How would you carry out the following reactions?

Arrange the carbocations below in order of increasing stability.

A hydrocarbon of unknown structure has the formula C8H10. On catalytic hydrogenation over the Lindlar catalyst, 1 equivalent of H2 is absorbed. On hydrogenation over a palladium catalyst, 3 equivalents of H2 are absorbed.

(a) How many degrees of unsaturation are present in the unknown structure?

(b) How many triple bonds are present?

(c) How many double bonds are present?

(d) How many rings are present?

(e) Draw a structure that fits the data.

What products would you expect from the following reactions?

b.
See all solutions

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