An organic compound \({ C }_{ 8 }{ H }_{ 18 }\) on monochlorination gives a single monochloride.Write the structure of the hydrocarbon.

Give the IUPAC names of the following compounds:
(i) CH₃CH(Cl)CH(Br)CH₃
(ii) CHF₂CBrClF
(iii) ClCH₂C \(\equiv \) CCH₂Br
(iv) (CCl₃)₃CCl
(v) CH₃C(p-ClC₆H₄)₂CH(Br)CH₃
(vi) (CH₃)₃CCH= C(Cl)C₆H₄I-p

Explain why
(a) vinyl chloride is unreactive in nucleophilic substitution reactions?
(b) neo-pentyl bromide undergoes nucleophilic substitution reaction very slowly?
(c) 3-bromocyclohexene is more reactive than 4-bromocyclohexene in hydrolysis with aqueous NaOH?
(d) tert-butyl chloride reacts with aqueous sodium hydroxide by S_N1 mechanism while n-butyl chloride reacts by S_N2 mechanism?

An organic compound 'A' having molecular formula C₄H₈ on treatment with dil.  H₂SO₄ gives 'B'. 'B' on treatment with conc.  HCl and anhydrous ZnCl₂ gives 'C' and on treatment with sodium ethoxide gives back 'A'. Identify the compounds 'A', 'B' and 'C' and write the equations involved.

Complete the following reactions:
(i) \(CH_3CH_2OH \xrightarrow{SOCI_2}'A' \xrightarrow{KCN} 'B'\)
(ii) \(CH_3-CH-CH_3 \xrightarrow{PCl_5} 'A' \xrightarrow{AgCN}'B' \\ \quad \quad \quad \ \ | \\ \quad \quad \quad \ OH\)
(iii) \(CH_3CH_2\xrightarrow{AgNO_2}\ 'A'\)
(iv) (CH₃)₂CHCI + CH \(\equiv \) CNa \(\rightarrow\) 'A'
(v) \(CH_3CH_2CH_2Cl+CH_3​​​​​​​COOAg \rightarrow \ 'A' +\ 'B'\)
(vi) \(2(CH_2)_2CHBr + 2Na \xrightarrow{dry \ ether}\)