How will you bring about the following conversions?
$(i)$ Ethanol to but$-1-$yne
$(ii)$ Ethane to bromoethene
$(iii)$ Propene to $1-$nitropropane
$(iv)$ Toluene to benzyl alcohol
$(v)$ Propene to propyne
$(vi)$ Ethanol to ethyl fluoride
$(vii)$ Bromomethane to propanone
$(viii)$ But$-1-$ene to but$-2-$ene
$(ix)$ $1-$Chlorobutane to $n-$octane
$(x)$ Benzene to biphenyl.

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(N/A) $(i)$ $CH_3CH_2OH \xrightarrow{SOCl_2, \text{Pyridine}} CH_3CH_2Cl + SO_2 + HCl$; $HC \equiv CH + NaNH_2 \xrightarrow{\text{Liq. } NH_3} HC \equiv C^{-}Na^{+}$; $CH_3CH_2Cl + HC \equiv C^{-}Na^{+} \to CH_3CH_2C \equiv CH + NaCl$
$(ii)$ $CH_3-CH_3$ $\xrightarrow{Br_2/UV\ light} CH_3-CH_2Br + HBr$ $\xrightarrow{KOH(alc), \Delta} CH_2=CH_2$ $\xrightarrow{Br_2/CCl_4} BrCH_2-CH_2Br$ $\xrightarrow{KOH(alc), \Delta} CH_2=CHBr$
$(iii)$ $CH_3-CH=CH_2 + HBr$ $\xrightarrow{\text{Peroxide}} CH_3-CH_2-CH_2Br$ $\xrightarrow{AgNO_2} AgBr + CH_3-CH_2-CH_2NO_2$
$(iv)$ Toluene $\xrightarrow{Cl_2/UV\ light} \text{Benzyl chloride}$ $\xrightarrow{NaOH(aq)} \text{Benzyl alcohol}$
$(v)$ $CH_3-CH=CH_2$ $\xrightarrow{Br_2/CCl_4} CH_3-CH(Br)-CH_2Br$ $\xrightarrow[\Delta]{2KOH(alc)} CH_3-C \equiv CH$
$(vi)$ $CH_3-CH_2-OH$ $\xrightarrow{PCl_5} CH_3-CH_2-Cl$ $\xrightarrow{AgF} CH_3-CH_2-F$
$(vii)$ $CH_3-Br$ $\xrightarrow{KCN(alc)} CH_3-CN$ $\xrightarrow{CH_3MgBr} CH_3-C(CH_3)=NMgBr$ $\xrightarrow{H_3O^{+}} CH_3-CO-CH_3$
$(viii)$ $CH_3CH_2CH=CH_2$ $\xrightarrow{HBr} CH_3CH_2CH(Br)CH_3$ $\xrightarrow{KOH(alc), \Delta} CH_3CH=CHCH_3$
$(ix)$ $2CH_3CH_2CH_2CH_2Cl + 2Na \xrightarrow{\text{dry ether}} CH_3(CH_2)_6CH_3 + 2NaCl$
$(x)$ Benzene $\xrightarrow{Br_2/Fe, \text{dark}} \text{Bromobenzene}$ $\xrightarrow{Na, \text{dry ether}} \text{Biphenyl}$

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Match the following lists:
List-$I$List-$II$
$(A)$ Benzene$1$. Phosgene
$(B)$ Ethylene$2$. Silver mirror
$(C)$ Acetaldehyde$3$. Mustard gas
$(D)$ Chloroform$4$. $(4n + 2) \pi$ electrons
$5$. Carbylamine

Which one of the following compounds will be most reactive for $S_N1$ reactions?

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Match List-$I$ with List-$II$:
| List-$I$ | List-$II$ |
| :--- | :--- |
| $A$. $C_6H_5Cl + CH_3Cl + 2Na \rightarrow C_6H_5CH_3 + 2NaCl$ | $I$. Wurtz-Fitting reaction |
| $B$. $2C_6H_5Cl + 2Na \rightarrow C_6H_5-C_6H_5 + 2NaCl$ | $II$. Fitting reaction |
| $C$. $C_6H_5N_2^+Cl^- \xrightarrow{Cu_2Cl_2} C_6H_5Cl + N_2$ | $III$. Sandmeyer reaction |
| $D$. $C_2H_5Cl + NaI \rightarrow C_2H_5I + NaCl$ | $IV$. Finkelstein reaction |

Which product would be expected to predominate in the given reaction?

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The product $(B)$ of the above reaction is:

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