Asked by ?? Th? Thanh Th?o on Sep 22, 2024

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Given the following heats of combustion per CH2 group within the structure, which cyclic alkane has essentially no angle strain? (Ref: long-chain Alkane = 659 kJ/mol)

A) cyclobutane = 686 kJ/mol
B) cyclopentane = 664 kJ/mol
C) cyclohexane = 659 kJ/mol
D) cycloheptane = 662 kJ/mol
E) cyclooctane = 663 kJ/mol

Angle Strain

A form of strain in a cyclic molecule when bond angles deviate from their ideal values, leading to extra energy stored in the compound.

Heats of Combustion

The amount of heat released when a compound undergoes complete combustion with oxygen under standard conditions.

Cyclic Alkane

A saturated hydrocarbon in which the carbon atoms are arranged in a ring, with the formula CnH2n.

  • Determine the most stable conformations of cycloalkanes and recognize the absence or presence of angle strain.
  • Explain the relationship between molecular structure and heat of combustion in cycloalkanes.
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CS
Christy Smith3 days ago
Final Answer :
C
Explanation :
Angle strain occurs when bond angles deviate from the ideal angles (109.5° for sp3 hybridization) in cyclic structures. The more deviated the bond angles, the higher the angle strain and energy required to maintain the structure.
In cyclic alkanes, the angle strain is directly proportional to the number of carbons in the ring. The larger the ring, the more strained the structure becomes, and the higher the energy required for combustion.
Of the given choices, cyclohexane has the lowest heat of combustion (659 kJ/mol), indicating that it has the least amount of angle strain. Therefore, the best choice is C.