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1.

6 WORKSHEET

A. Conformation
1) Staggered Explain
conformation stable than
-
Newman worse
H -> staggered is more
H H H
due to H
Eclipsed conformation. This is
H
the steric hindrance and stabilization

staggered
of conformation by ↑

H
H H hyper conjugation
H
H H
cethane)
Eclipsed Explain
-> Eclipsed conformation is less stable errman Scorse
I H
hydrogen atoms
due to the position of
A HH H

around carbon thatforces them

closer with each other


to become

This increase of
amount steric
the
H H
H H molecule H H
strain in the

Cethanel
2) Ethane (C1-C2 bond) Potential energy diagram
->
staggered
H ECK] /mol kcal/mol

to
2.9
H

expec

H
H
Propane (C1-C2 bond) Potential energy diagram
H
H ECK] /mol

·
H
H

H CH3
Butane (C2-C3 bond) Potential energy diagram

"
E(K7/molL k(al/mol
H ------------------

"
21
5

I
H H
into
iso who soo

CH3
3)

It H

It
H
4) 1-methylcyclohexane (through C5-C4) Explain
is more
(through C1-C2) -> equatorial conformation
stable because ithas less

torsional strain. When methyl


is in equatorial position,
it
the distance between
is
with Hydrogen atoms
much bigger
1,2-dimethylcyclohexane (through C5-C4) Explain
(through C1-C2)
9aee? n ntenhet" raen
-> not

to
are axial position, it tends
in
more unfavorable interaction
have
the
between the axial atoms
on
in
same side. Ifthe substituentare
are farther
equatorial position, they
away from each other and thus helps
in
increasing the conformation stability

1,3-dimethylcyclohexane (through C3-C4) Explain


(through C1-C6) Ce, e) conformation more stable
->

is
it has less torsional strain.
because

When
methyl are in equatorial
are farther away
Position, they helps
atoms. This
with hydrogen
with hydrogen
avoid interaction
the
thus
and
increase
atom
of
stability conformation
1,4-dimethylcyclohexane (through C5-C4) Explain
Ce, e) conformation
->
is more stable
(through C1-C2)
than Ca, a conformation because

it has less torsional strain. When

methyl are in the equatorial


farther away
position, they are
hydrogen atoms. This help
with
avoid interaction with
increases
hydrogen atom and thus
the stability conformation
of
B. Optical Isomerism
1) a) b)
F 200H


B ~

Cl
⑧ H NH 2

H
~ Br ④
Absolute configuration : S Absolute configuration : R
2) H a)Mirror image H -> The object and its mirror

image were a pair of

Br H H Br
enantiomers

CH3 CH3

OCHS b)Mirror image


OCH3 ->
The object and its mirror

image were a pair of

H OH HO H
enantiomers. This compound
is optically active
el Cl
DATE LECTURER’S SIGNATURE/STAMP

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