ochem 2

- ----- ----




Problem 5 { 20 points}

Write condensed structural formulas (showing all hydrogens) for the following
compounds:

1. 1-phenyl-1-pentyne
L1 \


C; - . G -C n:£ \. -rot 1


o
2. 3-phenyl-1-pentyne , \-




Cr\;:;'C--c.~ ~ :
3. 5-phenyl-1-pentyne




4. 1-bromo-2-butyne



, '



5. 3-chloro-6-ethyl-4-methyl-nitrobenzene f\!O
J z
~(~-,~ j

~ \ (C~
6. meta-dibromobenzene .6( C-t-\'3
I .
(~I ,
~~(
7.ortho-diiodobenzene




-- --- 6 --

8. para-difluorobenzene



\
,.,-
y
9. ethylbenzene




10. hexamethylbenzene
( \-\':3
\ ... t \-"\'?
en b --,
,/
\1 b
(0 0
- r'H ~

Problem 6 { 10 points}

Write the condensed structural formula (showing all hydrogens) for each of the
following compounds. Identify every chiral carbon with an asterisk.
~
1.3-methylhexane
1-1
I (
H
rJ.-O~,IH I- ,
,I I- '"' .I I - "'" I
r~' "- - ,--\ 1_- - C .
, I \ \
r"' H H 1-1



2. 2,2,3-trimethylpentane, -t

~ -1'- ~ \'
~ c- ( c- (' - C
t
,-I ' H'
\ ~t 1-'\
,

C
,..L C- 1-1
3. 4-isopropyl-3-methylhj3ptane J
~
I



I H, t ~ t\
I I \



r (-C-c.-C (
- C-
I
{'
(
~- ('--- - -\
P '-l
\- I t>-1

I
J.1 - C--
I -c - c- \.I
I I \
1-1-
\-'/ 1.1
7


_a-

Problem 7 { 10 points} BONUS

Identify and name the functional group in each of the following:

1 . CH3COCH3

-e-hrt-y
2. CH3CH20CH3
-e-Vvye r

3. CH3CH2COOCH3

-eS1'C.yo

4. CH3CH2COOH

()J(Oh 01

5. CH3CH2CHO
oJ..d-eYryo~

6. CH3CH20H

oj to nO'