1 .

5 .

A .
G -

ethyl -
3 -

isopropyl octane a .
A B C
l l

b .
4- Sec -

butyl -
I -

propyl cyclohexane b .
C will have highest melting point because of its non branching pattern
-
.

c .
4- tert-butyl -

2. 5- dimethyl heptane c .
dipole dipole
-

Hsc

\ ,,tgOz
2 .
d .
→
£02 -14420
,

A
CHzCHCH3
'

CHzCHCHz
it CH3CH§H3
*¥Q
H H 6 .

- -

"

ta =yµ ¥yµ
' ' " "
fsoommetrric
H
it otb 't
t otb Hab
'

CHZCH, CH2CHz eclipsed HIT)

-

eclipsed CI ) anti staggered CI )

- , , ,
cis trans

CHSCHCH 's 6£
CHZOHCHZ
"' ' " " ' "" "s 'to OH
It Ho constitutional isomers
→

µ skeletal isomer
H H I
-

l Gt3 CHZ
H
H

eclipsed (E) staggered 1 gauche

staggered lgauche 6.3
(E) CTI )

b-
CHSCHCH , Fs
y ya
.
43 identical
(E) staggered is most stable
→
anti compounds

¥
-

,
" 't
i r because the bulky groups are directly
'
:c:'t:&. strain:
"" "" "
or
"
.
no

, .
*
→
configuration
diastereomers
3,
Trans - I -

isopropyl -
3- methyl cyclohexane
⑧ ④
V

"

a-HA '
' "'
lol Ii! → enantiomers

④ ⑤
conformation A- is more stable because the

less bulkier methyl group is in the axial position 6-6

e e
,

i. * ⑤ A*④
hence causing less stronger 1.3 dipole forces-

H BI N
¥ ISH
Br
configurational

( Jos
* *
→
⑤ diastereomers
than what conformation B. would have .

6.7
"
↳
"

*
'

4 .
cis -1 -

isopropyl
-

z -

methyl cyclohexane vs trans cuz →

tuna at isomers
( coinstintuetiosnat]
V

¥Ek CHS
a.

t÷÷④ !!
"
cis isopropyl methyl cyclohexane stable
I
-
1- - 3- is more
→ enantiomers
because both substituents are on equatorial

bonds , hence unable to generate 1,3 -

dipole

interactions .
7 .
I -

pent and
HO

l
Hz CNN ' '
'
CHS
H

a ,
t chiral center
HO ①
is
I
.

② * ③
Hz CNN
'
CHS
'
'

④
⑧
CH z

I.
of CHzCHzCHz
.

d
21=2
.

8 .

1. 740
I =

mL

I =
8-7

9 .

d)
)
BP : 91.2°C
exactly the same

MP : -

112°C
as CR) -

2- Bromobutane

optical rotation exactly the same as its enantiomer

b) A -
-
O because racemic mixtures have

optical rotation of 00 ,
hence resulting in

0 when substituted to formula of specific rotation

c) Substances w/ branching structures tend to have lower

melting pts . than straight drained structures

-
.
With this ,

it can be said that Fumaric acid is straight -

chained whereas

maleic acid is more branched .