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Chapter 1: Q75P (page 49)

Explain why the following compound is not stable

Short Answer

Expert verified

The compound is not stable due to angle strain in its conformer along the triple bond. There is about 60掳 angle strain.

Step by step solution

01

Stability of a molecule

A compound becomes unstable due to the angle strain. Mostly this stained conformer is obtained for cyclic molecules.

02

Reason of unstability

The triple bond carbons are sp hybridized and the others carbons are sp3 hybridized orbitals. The most stable form of a cyclohexane is chair conformer. For sp orbitals, the angle becomes 180掳 and in case of the above structure, angle will be different and the angle can be calculated using Baeyer formula.

180o-(360o/n)

nin this formula is no of carbon atom in a compound.

For hexagon, the angle will be = 80o-(360o/6)=120o

The angle strain becomes (180掳-120掳) = 60掳 which is a huge angle strain for the sp carbon. So, for that reason, the above structure is unstable.

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Most popular questions from this chapter

Question: What is the hybridisation of indicated atoms in each of the following?

A tertiary amine reacts with hydrogen peroxide to form a tertiary amine oxide.

Tertiary amine oxides undergo a reaction similar to the Hofmann elimination reaction (Section 10.10), called a Cope elimination. In this reaction, a tertiary amine oxide, rather than a quaternary ammonium ion, undergoes elimination. A strong base is not needed for a Cope elimination because the amine oxide acts as its own base.

Does the Cope elimination have an alkene-like transition state or a carbanion-like transition state?

Use the symbol 未+and 未+to show the direction of polarity of the bond between carbon and oxygen.

CH3-OH

:(+)-Mandelic acid has a specific rotation of +158. What would be the observed specific rotation of each of the following mixtures?

a. 50% (-)-mandelic acid and 50% (+)-mandelic acid

b. 25% (-)-mandelic acid and 75% (+)-mandelic acid

c. 75% (-)-mandelic acid and 25% (+)-mandelic acid

Rank the bonds from the most polar to least polar.

a. C - O,C - F,C - N

b. C - Cl > C - Br > C - I

c. H - O,H - N,H - C

d. C - H,C - C,C - N
See all solutions

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