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ACIDS AND BASES 45
3.5 Which would be the strongest acid?
(a) CH3CH2CH2CO2H (b) CH3CH2CHFCO2H (c) CH3CHFCH2CO2H
(d) CH2FCH2CH2CO2H (e) CH3CH2CH2CH2OH
3.6 Which would be the weakest base?
(a) CH3CO2Na (b) CF3CO2Na (c) CHF2CO2Na (d) CH2FCO2Na
3.7 What acid-base reaction (if any) would occur when NaF is dissolved in H2SO4?
3.8 The pKa of CH3NH +
3 equals 10.6; the pKa of (CH3)2NH2
+ equals 10.7. Which is the
stronger base, CH3NH2 or (CH3)2NH?
3.9 Supply the missing reagents.
hexane
CH3CH2C CH +
CH3CH2C CD LiOD+
(b)
(a)
CH3CH2C CH3CH3C Li+ +−
3.10 Supply the missing intermediates and reagents.
T2O
LiOT+
(c)
(b)
CH3CHCH2OT
CH3
LiBrCH3Br 2 Li+ +
(a)