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A chloro compound with M.F C_3H_3Cl shows the following properties (i) Decolourized bromine in C Cl_4 , (ii)Absorbed hydrogen catalytically, (iii)Gave a precipitate with ammoniacal cuprous chloride solution. Deduce the structure of the chloro compound.

Answer» <html><body><p></p>Solution :(i)Since compound (A) absorbs hydrogen catalytically and decolourizes bromine in `C Cl_4`, it <a href="https://interviewquestions.tuteehub.com/tag/must-2185568" style="font-weight:bold;" target="_blank" title="Click to know more about MUST">MUST</a> be an unsaturated compound. <br/> (<a href="https://interviewquestions.tuteehub.com/tag/ii-1036832" style="font-weight:bold;" target="_blank" title="Click to know more about II">II</a>)Since Compound (A) gives a precipitate with ammoniacal <a href="https://interviewquestions.tuteehub.com/tag/cuprous-2040167" style="font-weight:bold;" target="_blank" title="Click to know more about CUPROUS">CUPROUS</a> chloride, it must be a terminal alkyne. <br/> The only terminal alkyne with molecular <a href="https://interviewquestions.tuteehub.com/tag/formula-464310" style="font-weight:bold;" target="_blank" title="Click to know more about FORMULA">FORMULA</a> `underset"3-Chloro-1-propyne"(Cl-CH_2-C-=CH)` <br/> Step 1.To explain the reactions <a href="https://interviewquestions.tuteehub.com/tag/involved-7257329" style="font-weight:bold;" target="_blank" title="Click to know more about INVOLVED">INVOLVED</a> in the question <br/> (i)`underset"3-Chloro-1-propyne(A)"(Cl-CH_2-C-=CH)+ 2Br_2 overset(C Cl_4)to underset"1,1,2,2-Tetrabromo-3-chloropropane"(Cl-CH_2-CBr_2-CHBr_2)` <br/> (ii)`Cl-CH_2-C-=CH+2H_2 overset"Catalyst"to underset"1-Chloropropane"(Cl-CH_2-CH_2-CH_3)` <br/> (iii)`ClCH_2C-=CH+CuCl + NH_3 to underset"(Red ppt. )"(Cl-CH_2)-C-=C-Cu+NH_4Cl` <br/> Thus, the compound (A) is 3-chloro-1-propyne.</body></html>


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