Home
Class 11
CHEMISTRY
Explain: a. Cyclopropane has the grea...

Explain:
a. Cyclopropane has the greatest ring strain, yet is readily synthesised.
b. Rings with more than six C atoms are stable but difficult to synthesise, nonetheless can be better achived at a very low concentraction of reactants.

Text Solution

Verified by Experts

Formation of cyclic compounds by interamolecular cyclisation depends on the following factors:
1. Thermal stability, which is determind by ring strain. The decreasing order of thermal stability of cyclic ring is: 6 gt 7, 5 gt 8, 9gtgt4gt3.
2. Probability of bringing together the terminal C atoms (the entropy factor) decreases with increase in chain length. The decreasing order of entropy (probability) of ring closure is:
3 gt 4 gt 5 gt 6 gt 7 gt 8 gt 9.
Ease of synthesis (net effect of two facrors):
5 gt 3, 6 gt 4, 7, 8, 9.
a. Therefore, in the synthesis of cyclopropane, the entropy factor is more favourable than thermal stabililty.
b. In the synthesis of ring with more than six C atoms, thermal or ring stability factor is outweighed by the more important and unfavourable entropy factor, hence it is difficult to synthesise. When the concention of reactants is vry low (i.e., dilute solution), the collision between chains decreases which minimises the intermolecular side reactions of chain lengthening and cyclisation leading to the formation of rings with more than six C atoms. For example,
Promotional Banner

Topper's Solved these Questions

  • ALKANES AND CYCLOALKANES

    CENGAGE CHEMISTRY ENGLISH|Exercise SOLVED EXAMPLES|19 Videos
  • ALKANES AND CYCLOALKANES

    CENGAGE CHEMISTRY ENGLISH|Exercise EXERCISES|24 Videos
  • ALKENES AND ALKADIENES

    CENGAGE CHEMISTRY ENGLISH|Exercise Single correct Answer|14 Videos

Similar Questions

Explore conceptually related problems

Intramolecular aldol condensation : The aldol condensation also offer a convenient way to synthesize molecules with five and six membered ring.This can be done by an intramolecular aldol condensation using a dialdehyde, a keto aldehyde or a diketone as the substrate.The major product is formed by the attack of the enolate from the ketone side of the molecule that adds to the aldehyde group.The reason the aldehyde group undergoes addition preferentially may arise from the greater reactivity of aldehyde towards nucleophilic addition.In reaction of this type five membered rings from far more readily than seven membered rings and six membered rings are more favourable than four or eight membered rings when possible. The true statement about the major product of CH_3-oversetOoverset(||)C-CH_2-CH_2-CH_2-CH_2-oversetoverset(O)(||)C-H in reaction with aq.NaOH followed by heating is.