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Which one of the following C-H bonds is ...

Which one of the following C-H bonds is the wekest for homolytic fission ?

A

`CH_(3)-H`

B

`(C_(6)H_(5))CH_(2)-H`

C

`C_(6)H_(5)-H`

D

`(C_(6)H_(5))_(3)C-H`

Text Solution

AI Generated Solution

The correct Answer is:
To determine which C-H bond is the weakest for homolytic fission, we need to analyze the stability of the resulting carbon free radicals formed after the bond breaks. The stability of free radicals is influenced by the number of alkyl groups attached to the carbon atom and the presence of resonance. ### Step-by-Step Solution: 1. **Understanding Homolytic Fission**: - Homolytic fission refers to the breaking of a chemical bond where each atom involved in the bond retains one of the shared electrons, resulting in the formation of two free radicals. 2. **Identifying Free Radical Stability**: - The stability of carbon free radicals follows a general trend: tertiary > secondary > primary > methyl. This means that the more substituted the carbon atom is, the more stable the free radical will be. 3. **Analyzing the Given Options**: - We need to evaluate the C-H bonds in the provided options. The options likely include: - A primary C-H bond - A secondary C-H bond - A tertiary C-H bond - A C-H bond in a compound with resonance (like a phenyl group). 4. **Evaluating Each Option**: - **Primary C-H Bond**: Forms a primary free radical, which is the least stable. - **Secondary C-H Bond**: Forms a secondary free radical, which is more stable than a primary free radical. - **Tertiary C-H Bond**: Forms a tertiary free radical, which is even more stable. - **C-H Bond with Resonance**: If the bond is attached to a carbon that has resonance (like in a phenyl group), the resulting free radical can be stabilized by resonance, making it very stable. 5. **Conclusion**: - Since the stability of the free radical is inversely related to the strength of the C-H bond, the weakest C-H bond for homolytic fission will be the one that forms the most stable free radical. - Therefore, the C-H bond that is part of a structure with multiple phenyl groups (which can delocalize the unpaired electron) will be the weakest. ### Final Answer: The weakest C-H bond for homolytic fission is the one associated with the carbon that has three phenyl groups attached. ---

To determine which C-H bond is the weakest for homolytic fission, we need to analyze the stability of the resulting carbon free radicals formed after the bond breaks. The stability of free radicals is influenced by the number of alkyl groups attached to the carbon atom and the presence of resonance. ### Step-by-Step Solution: 1. **Understanding Homolytic Fission**: - Homolytic fission refers to the breaking of a chemical bond where each atom involved in the bond retains one of the shared electrons, resulting in the formation of two free radicals. 2. **Identifying Free Radical Stability**: ...
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MHTCET PREVIOUS YEAR PAPERS AND PRACTICE PAPERS-BASIC PRINCIPLES AND TECHNIQUES IN ORGANIC CHEMISTRY-EXERCISE 2
  1. When CH(3)Cl undergoes homolytic bond-fission

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  2. Which one of the following C-H bonds is the wekest for homolytic fissi...

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  3. In which of the following ways does the hydride ion tend to function ?

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  4. Most stable radical is

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  5. Select the incorrect statement .

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  6. Dehydrobromination (-HBr) of the following in increasing order is

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  7. The structural formula of 2-oxo-3-methyl-(N-bromo) butanamide is

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  8. Indicate the wrongly named compound

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  9. The most stable carbanion is

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  10. The most stable free radical among the following is

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  11. CH(3) overset(*) H(2) disproportionates to

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  12. Additionof HCI to 3,3 dimethyl but-1-ene yields two products, one of w...

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  13. Basic strength of CH-=overset(Theta)C(l), CH(2)=overset(Theta) CH(II) ...

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  14. Electrophile overset(o+)(NO(2)) attacks the following In which ca...

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  15. Major organic product fomred from the following sequence of reactions ...

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  16. Among the following, which is least acidic ?

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  17. In which of the following compounds, does the substituent not exert it...

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  18. When acidified sodium extract of organic compound is treated with acet...

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  19. The formation of yellow precipitate by the addition of solution of amm...

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  20. In Carius tube, the compound ClCH(2)COOH was heated with fuming HNO(3)...

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