Question

Which of the following compound, on reaction with excess of RMgX, gives 3 moles of alkane (R-H)?

• A. $HC\equiv C-\underset{OH}{\underset{|}{C}}H-COOH$
• B. $C{H}_3-C\equiv C-\underset{OH}{\underset{|}{C}}H-COOH$
• C. $HC\equiv C-\underset{OC{H}_3}{\underset{|}{C}}H-COOH$
• D. $C{H}_2=CH-\underset{OH}{\underset{|}{C}}H-COOH$

Answer 1

The correct option is A $HC\equiv C-\underset{OH}{\underset{|}{C}}H-COOH$

$HC\equiv C-\underset{OH}{\underset{|}{C}H}-COOH\stackrel{3R-MgX}{\to }{}^{⊝}C\equiv C-\underset{O^{⊝}}{\underset{|}{C}}H-CO{O}^{⊝}+3R-H$