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Chemical Bonding and Molecular Structure question

2008 · Shift 0 · Q27
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  5. /2008 · Shift 0 · Q27

Chemical Bonding and Molecular Structure question

2008 · Shift 0 · Q27

JEE MainChemistryChemical Bonding and Molecular StructureMCQ+4 / −1
The bond dissociation energy of B - F in BF3BF_3BF3​ is 646 kJ mol-1 whereas that of C - F in CF4CF_4CF4​ is 515 kj mol-1. The correct reason for higher B - F bond dissociation energy as compared to that of C - F is
  1. A
    stronger σ\sigmaσ bond between B and F in BF3BF_3BF3​ as compared to that between C and F in CF4CF_4CF4​
  2. B
    significant pπ−pπp\pi - p\pipπ−pπ interaction between B and F in BF3BF_3BF3​ whereas there is no possibility of such interaction between C and F in CF4CF_4CF4​
  3. C
    lower degree of pπ−pπp\pi - p\pipπ−pπ interaction between B and F in BF3BF_3BF3​ than that between C and F in CF4CF_4CF4​
  4. D
    smaller size of B - atom as compared to that of C- atom.
View written solutionFree

Correct answer: B

  1. Identify the bonding in both molecules

    • In BF3BF_3BF3​, boron is sp2sp^2sp2 hybridised and forms three σ\sigmaσ bonds with fluorine.
    • Boron has only 6 electrons around it in BF3BF_3BF3​, so it is electron-deficient.
    • Each fluorine has lone pairs, and one of these lone pairs can overlap with the empty unhybridised 2p2p2p orbital on boron.

    Hence, in BF3BF_3BF3​ there is back bonding: F→BF \rightarrow BF→B involving pπ−pπp\pi - p\pipπ−pπ overlap.

  2. Effect of back bonding in BF3BF_3BF3​

    This pπ−pπp\pi - p\pipπ−pπ back donation gives partial double-bond character to the B−FB-FB−F bonds. Therefore:

    • bond length decreases,
    • bond strength increases,
    • bond dissociation energy becomes higher.

    So the unusually high bond dissociation energy of B−FB-FB−F in BF3BF_3BF3​ is due to this extra π\piπ-bonding contribution.

  3. Now consider CF4CF_4CF4​

    • In CF4CF_4CF4​, carbon is sp3sp^3sp3 hybridised and already has a complete octet.
    • There is no vacant low-energy 2p2p2p orbital on carbon available to accept lone-pair donation from fluorine.
    • Therefore, effective pπ−pπp\pi - p\pipπ−pπ back bonding like that in BF3BF_3BF3​ is not possible.

    Thus, the C−FC-FC−F bonds in CF4CF_4CF4​ are essentially only strong σ\sigmaσ bonds, without the additional strengthening due to back bonding.

  4. Evaluate the options

    • A: Incorrect. The main reason is not a stronger σ\sigmaσ bond in BF3BF_3BF3​; rather it is the extra pπ−pπp\pi-p\pipπ−pπ interaction.
    • B: Correct. BF3BF_3BF3​ has significant pπ−pπp\pi-p\pipπ−pπ interaction, while CF4CF_4CF4​ does not.
    • C: Incorrect. This states the opposite of the true situation.
    • D: Incorrect. Boron is not smaller than carbon in a way that explains this trend, and size is not the key reason here.
  5. Final answer

    B\boxed{\text{B}}B​

  6. Comparison with stored correct answer

    Stored correct answer = B.

    My derived answer also = B. Hence, they agree.

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