Which of the following reactions does not giv | vedclass

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(D) The reaction of cyclopentadiene with a haloform in the presence of a base $(HO^-)$ proceeds via the formation of a dihalocarbene intermediate,whic

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Cyclopentadiene + $CHFClBr, HO^-$

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(D) The reaction of cyclopentadiene with a haloform in the presence of a base $(HO^-)$ proceeds via the formation of a dihalocarbene intermediate,which undergoes a $[4+2]$ cycloaddition followed by ring expansion to form a benzene derivative.$(A)$ Cyclopentadiene + $CHCl_3, HO^-$ $\rightarrow$ Dichlorocarbene $(:CCl_2)$ $\rightarrow$ Chlorobenzene.$(B)$ Cyclopentadiene + $CHBrCl_2, HO^-$ $\rightarrow$ Bromochlorocarbene $(:CClBr)$ $\rightarrow$ The leaving group ability is $Br^- > Cl^-$. Thus,$Br^-$ leaves,forming chlorobenzene.$(C)$ Cyclopentadiene + $CHBr_2Cl, HO^-$ $\rightarrow$ Dibromocarbene $(:CBr_2)$ $\rightarrow$ Bromobenzene.$(D)$ Cyclopentadiene + $CHFClBr, HO^-$ $\rightarrow$ Chlorofluorocarbene $(:CFCl)$ $\rightarrow$ The leaving group ability is $Cl^- > F^-$. Thus,$Cl^-$ leaves,forming fluorobenzene.Therefore,reaction $(C)$ gives bromobenzene and reaction $(D)$ gives fluorobenzene. However,based on the provided options and the standard mechanism,$(D)$ specifically yields fluorobenzene because $Cl^-$ is a better leaving group than $F^-$,and $(C)$ yields bromobenzene. Given the question asks which does not give chlorobenzene,both $(C)$ and $(D)$ are technically correct. Assuming a single choice,$(D)$ is the most distinct case of forming a different halogenated benzene.

Which of the following reactions does not give chlorobenzene as a product?

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