Which one is the correct order of acidity?

Question

Which one is the correct order of acidity? (A) CH≡ CH>CH3-C≡ CH>CH2=CH2>CH3-CH3 (B) CH≡ CH>CH2=CH2>CH3-C≡ CH>CH3-CH3 (C) CH3-CH3>CH2=CH2>CH3-C≡ CH>CH≡ CH (D) CH2=CH2>CH3-CH=CH2>CH3-C=CH>CH≡ CH

Tardigrade Admin · Accepted Answer

Solution; Acidic nature propto s % propto (1/+ I) undersets %C H≡ underset oversets p50 %C H> underset+ IC H3-C≡ underset oversets p50 %C H>CH2= underset oversets p33 %C H2>CH3- underset oversets p25 %C H3

Q. Which one is the correct order of acidity?

$C H \equiv C H > C H_{3} - C \equiv C H > C H_{2} = C H_{2} > C H_{3} - C H_{3}$

$C H \equiv C H > C H_{2} = C H_{2} > C H_{3} - C \equiv C H > C H_{3} - C H_{3}$

$C H_{3} - C H_{3} > C H_{2} = C H_{2} > C H_{3} - C \equiv C H > C H \equiv C H$

$C H_{2} = C H_{2} > C H_{3} - C H = C H_{2} > C H_{3} - C = C H > C H \equiv C H$

Solution; Acidic nature $\propto s % \propto \frac{1}{+ I}$

$s % C H \equiv 50% s p C H > + I C H_{3} - C \equiv 50% s p C H > C H_{2} = 33% s p C H_{2} > C H_{3} - 25% s p C H_{3}$

Q. Which one is the correct order of acidity?

CH≡CH>CH3​−C≡CH>CH2​=CH2​>CH3​−CH3​

CH≡CH>CH2​=CH2​>CH3​−C≡CH>CH3​−CH3​

CH3​−CH3​>CH2​=CH2​>CH3​−C≡CH>CH≡CH

CH2​=CH2​>CH3​−CH=CH2​>CH3​−C=CH>CH≡CH

Solution; Acidic nature ∝s%∝+I1​ s%CH​≡50%sp​CH​>+ICH3​​−C≡50%sp​CH​>CH2​=33%sp​CH2​​>CH3​−25%sp​CH3​​

$C H \equiv C H > C H_{3} - C \equiv C H > C H_{2} = C H_{2} > C H_{3} - C H_{3}$

$C H \equiv C H > C H_{2} = C H_{2} > C H_{3} - C \equiv C H > C H_{3} - C H_{3}$

$C H_{3} - C H_{3} > C H_{2} = C H_{2} > C H_{3} - C \equiv C H > C H \equiv C H$

$C H_{2} = C H_{2} > C H_{3} - C H = C H_{2} > C H_{3} - C = C H > C H \equiv C H$

Solution; Acidic nature $\propto s % \propto \frac{1}{+ I}$

$s % C H \equiv 50% s p C H > + I C H_{3} - C \equiv 50% s p C H > C H_{2} = 33% s p C H_{2} > C H_{3} - 25% s p C H_{3}$