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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

Using any alkyne needed, how would you prepare the following alkenes?

(c) 3-Methyl-1-pentene

How would you prepare cis-2-butene starting from propyne, an alkyl halide, and any other reagents needed? This problem can鈥檛 be worked in a single step. You鈥檒l have to carry out more than one reaction.

Give IUPAC names for the following compounds:

Propose structures for hydrocarbons that give the following products

on oxidative cleavage by KMnO4 or O3 :

Which of the following bases could be used to deprotonate 1-butyne?

(a)
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