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Question #44344

Difficulty: 8/10 | 🟢 Free

The Question

Consider the halomethanes \ce{CH3F} (Molecule 1) and \ce{CH3I} (Molecule 2) at 298 K. Let sXs_{X} represent the fractional s-character of the carbon hybrid orbital directed towards the halogen atom, pHp_{H} represent the fractional p-character of the carbon hybrid orbital directed towards a hydrogen atom, and θ\theta represent the H-C-H bond angle. Assuming molecular geometry is strictly governed by electronic orbital rehybridization (Bent's Rule) and neglecting steric repulsion, which of the following correctly represents the relationship between these parameters for the two molecules?

Options

  • A.

    sX1<sX2s_{X1} < s_{X2} ; pH1<pH2p_{H1} < p_{H2} ; θ1>θ2\theta_1 > \theta_2

  • B.

    sX1>sX2s_{X1} > s_{X2} ; pH1>pH2p_{H1} > p_{H2} ; θ1<θ2\theta_1 < \theta_2

  • C.

    sX1<sX2s_{X1} < s_{X2} ; pH1>pH2p_{H1} > p_{H2} ; θ1<θ2\theta_1 < \theta_2

  • D.

    sX1>sX2s_{X1} > s_{X2} ; pH1<pH2p_{H1} < p_{H2} ; θ1>θ2\theta_1 > \theta_2

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Correct Answer

Step-by-Step Solution

Explanation

How the Examiner Thinks

Exception_Exposure

Learn to identify edge cases and boundary exceptions that JEE examiners hide in math problems.

Concepts Behind This Question

Bent's Rule|C-X Bond Polarization and Polarizability|Hybridization and Geometry

Why This Question Is Tricky

Common Mistakes

This question targets the 'Chemical Exception' where students assume all sp3sp^3 hybridized carbons have identical 109.5∘109.5^\circ bond angles and 25% s-character per bond (simple VSEPR theory).

The hidden variable is the redistribution of s and p character driven by substituent electronegativity (Bent's Rule).

Students often fall into the trap of either ignoring this rehybridization or incorrectly assuming that a larger halogen (Iodine) will sterically force a larger H-C-H angle.

By explicitly constraining the problem to electronic effects, it forces the student to trace the conservation of orbital character: highly electronegative F steals p-character, leaving s-character for the C-H bonds, which consequently opens up the H-C-H angle.

Quick Facts About This Question

Question Information

SubjectChemistry
ChapterChemical Bonding and Molecular Structure - Class 11 Part 1
ConceptBent's Rule
Difficulty8
Cognitive Load7
Target Solve Time160 sec
AccessFree