An unknown compound $A$ has the molecular formula $C_5H_9Cl$. It does not react with $Br_2 / CCl_4$. When treated with a strong base,it gives a compound $B$ with the molecular formula $C_5H_8$,which reacts with $Br_2 / CCl_4$. Ozonolysis of $B$ followed by treatment with dimethyl sulfide gives a compound with the molecular formula $C_5H_8O_2$. What is the structure of $A$?

  • A
    Cyclobutyl chloride with a methyl group
  • B
    $1-$chloro$-2-$methylcyclobutane
  • C
    $1-$chloro$-2-$ethylcyclopropane
  • D
    Cyclobutyl methyl chloride

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The major product is:

For the reactions given below:
$(I)$ Cyclohexyl chloride $\rightarrow$ Cyclohexyl cation + $Cl^-$,$\Delta H_1^{\circ}$
$(II)$ Cyclohex$-2-$enyl chloride $\rightarrow$ Cyclohex$-2-$enyl cation + $Cl^-$,$\Delta H_2^{\circ}$
$(III)$ Benzyl chloride $\rightarrow$ Benzyl cation + $Cl^-$,$\Delta H_3^{\circ}$
$(IV)$ Chlorobenzene $\rightarrow$ Phenyl cation + $Cl^-$,$\Delta H_4^{\circ}$
The correct decreasing order of enthalpies of reaction for producing the carbocation is:

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For the compounds $CH_3Cl$,$CH_3Br$,$CH_3I$,and $CH_3F$,the correct order of increasing $C$-halogen bond length is

$A$ $(C_{4}H_{8}Cl_{2})$ $\xrightarrow{\text{Hydrolysis at } 373 \text{ K}}$ $B$ $(C_{4}H_{8}O)$
$B$ reacts with hydroxylamine but does not give Tollen's test. Identify $A$ and $B$.

Consider the $S_N1$ solvolysis of the following halides in aqueous formic acid:
$(I)$ $CH_3-CH(CH_3)-CH(Br)-CH_3$
$(II)$ $CH_3-C(CH_3)(Br)-CH_3$
$(III)$ $C_6H_5-CH(Br)-C_6H_5$
$(IV)$ $C_6H_5-CH(Br)-CH_3$
Which one of the following is the correct sequence of the halides given above in the decreasing order of their reactivity?

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