CH 03 Practice Problems KEY
CH 03 Practice Problems KEY
CH 03 Practice Problems KEY
b) H#$! #$
c) %H3%H"OH! %H3%H"O
d) H3O
&
! H"O
e& HPO'
( H2PO'
1
. Which of these is not a *ewis acid?
a) +l#r3 b) #%l3 c& Ph3P
d) ,
&
e) +ll these choices are *ewis acids
-. .n the following reaction which che(ical species is acting li/e a nucleophile?
a) b) c&
d) two of these choices e) there is no nucleophile in this reaction
0. Which of the following organic co(pounds is the strongest acid?
a) %0H1" p1a 2 -" b) %H3%H3 p1a 2 -3 c) %H3%H"OH p1a 2 14
d) %H3%O"H p1a 2 - e& C)3CO2H pKa * 0
5. Which of the following correctl6 lists the co(pounds in order of decreasing acidit6?
a& H2O + HC CH + ,H3 + CH3CH3
b) H%%H 7 H"O 7 )H3 7 %H3%H3
c) %H3%H3 7 H%%H 7 )H3 7 H"O
d) %H3%H3 7 H%%H 7 H"O 7 )H3
e) H"O 7 )H3 7 H%%H 7 %H3%H3
"
4. 8an/ the bold$-aced h6drogens for the following co(pounds fro( (ost acidic to least acidic.
. .. ...
.9 9
H
H
OH
O
H
O
HO
CH
3
H
a) ... 7 .9 7 . 7 9 7 ..
b) .. 7 ... 7 9 7 .9 7 .
c) .. 7 9 7 ... 7 .9 7 .
d) 9 7 ... 7 .. 7 .9 7 .
e& III + I + I. + . + II
:. ;he basic species are arranged in decreasing order of basicit6 in the se<uence=
a) $
7 O%H3
7 )H"
7 %H3%H"
b) O%H3
7 %H3%H"
7 )H"
7 $
c& CH3CH2
+ ,H2
+ OCH3
+ )
d) )H"
7 %H3%H"
7 $
7 O%H3
e) )H"
7
O%H3
7 %H3%H"
7 $
)a
&
& )H3! the stronger base is=
a& ,a,H2 b) %H3OH c) %H3O)a
d) )H3 e) ;his is not an acid-base reaction.
13. Which of these bases is the strongest one which can be used (and retains its basic character)
in a<ueous solution?
a) O%H3
b) $
c& OH
d) %"H3O"
e) H?O
&
1 1
1 1
3
&
1 1
1 1
3
14. Which of the following will be stronger base (less stabiliBed)? Wh6?
NH NH
2
NH
2
Con4gate bases3
N
-
NH
-
NH
-
1 2 3
#ll componds ha0e the charge on the same electronegati0e atom1
Compond 1 has the charge on an sp
2
hybridi5ed nitrogen( this , is more
electronegati0e it 6ill stabili5e the charge better1 Most acidic compond( then 6ea7er
base1
Componds 2 and 3 ha0e the charge on sp
3
hybridi5ed nitrogen1
Compond 2 has an al7yl grop on the alpha carbon that donates electron density it
destabilizes the charge ma7es the compond less acidic8
compond 3 does not ha0e this e--ect then con4gate base 3 is more stable1
9he least stabili5ed "more destabilized& base 6ill be the stronger base( so the order goes
-rom more basic to less basic "that is3 less acidic to more acidic&3
NH
NH
2
NH
2
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