CHEM 1304
Chapter 24 Problem Set 2
1. Draw and name 12 isomers that have the formula C6H12.
2. Complete and balance the following.
allne
a. CH3CH=CH2 + HCl ¾® CH3CHC-CH3
b. CH3CH=CHCH3 + Br2 ¾® Br
CHzCHBr-CHCH,
c. CH3CºCH + 2 HBr ¾® J
CH CHz-CHBr
d. CH3CºCCH3 + 2 F2 ¾® CHICFz-CFyCH 3
2 anew
6
e. 1,3-cyclohexadiene + excess chlorine gas ¾® CHLD-CHzCHD-CHzCHzCH3
L
Gly
CHy CH2CH CH2CH2CHz
=
i
=
+
AlCl3
f. 1,4-dimethylbenzene + chlorine gas ¾¾¾®
Cy CHzC
3. Name the following.
city
I 234
a. CH2CH2 d. CH3CHCH2CH3
propamide
Br Br NH2
bromethane
5
b. e. H I
CH3
1 2
2
>nS6
CH3CHCH2CHCHCH3 3
CH2CH3 CH3
1
, 3-pentadiene
1- etryl -
4
, 5-dimetiginexane
c. f. CH3
CH3
23us4
HC CCH2CHCH2CH3
CH3CH CHCH2CCH3 123456
CH3
of-methyl-1-nexyme
5 , 5-dimethyl-2-nexer
4. Draw structural formulas for the following:
--
&
a. trans-3-hexene
b. iodobenzene
9) it H
It City +Hs,
c. 2,3,4-trimethylhexane I
d. 2-pentyne
e. 1,2,3-triethylcyclohexane E
C)
H-C-C
1- H I
CEC - C
d) H-C-
- - H
Checks
I
it i it
-
Leck
e) ci , CH
CHEM 1304
5. For the following compound, write a complete, fully expanded structural formula (with all C-H
bonds, etc. clearly shown). Also, circle all the chiral carbon atoms.
CCHy O
2 CHy
O
O 1
C
- coc
C
-
Gett
-
1 · 3 &
12
& 4 O
it city ch
·
CN
5
6. In the structure above, give the approximate bond angles in degrees and hybridization for each of
the numbered carbons.
Atom Bond angle Hybridization
C1 120 SP2
C2 In Spe
C3 198 Spr
C4 120 Spr
C5 120 Spe
I .
Cuttir
H A H CH3 H I H
, CH 3
=
y
,
I &
i
7
q
H
H P c c
=
+
c C C
-
- - -
-
-
-
H I
&
Hi I ii
H CH2 W
H
it
conditure
2
,
c H
H-4
=
4 4 e
- - -
-
H I
Hi
&
+ -
H
4
HHHH
,
-
it
4 4
= -
I
7
c
I
-
Ch
C
I
-
H ungrove
I Cr CH2
H
C C C C
-
- - -
H -
it wit
&
C2
I
CH 3
C
-
C
-
C -
H
H -
i
cits CH3 CH3
C =
c
-
C -
# it
