Bansal Classes Organic Chemistry Study Material for IIT JEE

ORGANIC CHEMISTRY XII (ALL)

QUESTION BANK ON

ACIDITY, BASICITY H-BONDING & TA UTOMERISM

I

ACIDITY. BASICITY. H-BONDING & TAUTOMERISM Q. 1 (a) (b) (c)

Write equations showing the Lewis acid-base reaction that takes place when Methyl alcohol reacts with BF3. Methyl chloride reacts with AICI3. Dimethyl ether reacts with BF3. Which of the following are lewis acids & which are lewis bases? CH3

CH3

CH3 (d)

^/C?. 3

(C)(C6H5)3P:

(b) CH 3 -C®

(a) CH 3 CH 2 -N-CH :

(f) m

*(e) (CH3)3B

:Brf

Which would you expect to be the stronger acid? Explain your reasoning in each instance. CH2C1C02H or CHC^CO.H CC13C02H or CHC12C02H CH2FC02H or CH2FCH2C02H

' ,Jb) Jt) Q. 4 (a) (b) (c) (d) (e) (f) (g)

Write equations for the acid base reaction that would occur when each of the following compounds or solution are mixed. In each case label the stronger acid & stronger base,& the weaker acid & weaker base. NaH is added to CH3OH NaNH2is added to CH3CH2OH Gaseous NH3 is added to ethyl lithium in hexane NH4C1 is added to NaNH2 in liq. NH3 (CH3)3CONa is added to H 2 0 NaOH is added to (CH3)3 C-OH C2H5OH is added to a solution of HC = C~Na+ in liquid NHV

Q.5

CHjCHjMgBr + CH3C = CH

>A+B

Choose the member of each of the following pairs of compunds that is likely to be the stronger base. v

(a) NH 2 or NH3

( Jb)

o-

OH orH 2 0

J c ) O H or SH

O © 4

Choose the member of each of the following pairs of compunds that is likely to be the weaker base. 2 H 2 0 or H30® (C) CI", SH v , (b) H2S, HS- S ~ J d ^ F - , OH~ MTV, CH3

(CH3)3