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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

Occasionally, a chemist might need to invert the stereochemistry of an alkene鈥攖hat is, to convert a cis alkene to a trans alkene, or vice versa. There is no one-step method for doing an alkene inversion, but the transformation can be carried out by combining several reactions in the proper sequence. How would you carry out the following reactions?

(a)tran-5-decene鈫�?cis-5-decene

(b)cis-5-decene鈫�?trans-5-decene

What alkynes would you start with to prepare the following ketones?

Let be a group and assume that for each positive integer i , Ni is a normal subgroup of G. If every element of can be written uniquely in the form ni1 .ni2 ...nikwith i1 < i2 < ... < ik and nij鈭�Nij , prove that G鈮�鈭�i=1 Ni (see Exercise 34). [Hint: Adapt the proof of Theorem 9.1 by defining f(a1, a2...) to be the product of those ai that are not the identity element.]

There are seven isomeric alkynes with the formulaC6H10 . Draw and name them.

What products would you expect from the following reactions?

b.
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