The bond energy for a \(C-H\) bond is about 413 \(\mathrm{kJ} / \mathrm{mol}\) in \(\mathrm{CH}_{4}\) but 380 \(\mathrm{kJ} / \mathrm{mol}\) in \(\mathrm{CHBr}_{3}\) . Although these values are relatively close in magnitude, they are different. Explain why they are different. Does the fact that the bond energy is lower in \(\mathrm{CHBr}_{3}\) make any sense? Why?

Short Answer

Expert verified
The difference in bond energy between the C-H bond in CH₄ and CHBr₃ can be attributed mainly to factors like electronegativity difference, size and shielding effect, and steric effect. In CHBr₃, the presence of larger, more electronegative bromine atoms nearby the C-H bond influences the bond strength by inducing electron cloud distortion, increasing the shielding effect, and causing steric repulsions. These factors contribute to a weaker C-H bond in CHBr₃ compared to the C-H bond in CH₄, hence the lower bond energy in CHBr₃ makes sense.

Step by step solution

01

Understanding bond energy

Bond energy is the amount of energy required to break a chemical bond between two atoms. It is affected by factors such as the type and size of atoms, the distance between them, and their neighboring atoms' influence.
02

Analyzing the molecular structure of CH₄

CH₄ (methane) is a simple, symmetrical molecule with four hydrogen atoms bonded to a central carbon atom. The four C-H bonds in CH₄ are all single bonds with equal bond lengths and bond strengths.
03

Analyzing the molecular structure of CHBr₃

CHBr₃ is called Bromoform, which contains one hydrogen atom and three bromine atoms bonded to a carbon atom. The molecule is more complex than CH₄, with different bond lengths and electronegativities between carbon and its bonded atoms.
04

Factors contributing to the difference in C-H bond energy

The difference in bond energy between the C-H bond in CH₄ and CHBr₃ can be attributed mainly to the following factors: 1. Electronegativity difference: In CH₄, the carbon and hydrogen atoms have a small difference in electronegativity, causing a bond polarity. In CHBr₃, the carbon-bromine bond is even more polar due to the larger electronegativity difference between the atoms, which induces electron cloud distortion in the C-H bond, decreasing its strength. 2. Size and shielding effect: The bromine atoms in CHBr₃ are much larger than the hydrogen atoms in CH₄. As a result, the electron cloud in the C-H bond can experience more shielding from the large electron cloud of the bromine atoms, reducing the bond strength. 3. Steric effect: Due to the bulky size of bromine atoms, the bond strength of the C-H bond may be affected by the repulsive forces between the electron clouds of the hydrogen and bromine atoms. So steric effect can also contribute to a lower bond energy in CHBr₃ than in CH₄.
05

Does the lower bond energy in CHBr₃ make sense?

Yes, the lower bond energy of the C-H bond in CHBr₃ does make sense because of the factors mentioned above. The presence of larger, more electronegative bromine atoms nearby the C-H bond influences the bond strength by inducing electron cloud distortion, increasing the shielding effect, and causing steric repulsions. All these factors contribute to a weaker C-H bond in CHBr₃ compared to the C-H bond in CH₄.

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