Some Important Questions Related to stereochemistry

chiral and achiral molecules in each of

ai .

Identify
the pair of
following compounds :
a
H H
c) Chiral →
"
Br ""

on H§%fpn Achiral →
b

ctlza, Rory,
a
chime →
on
"
ii,
Achiral b

÷É=É"ñ
cii, 4µm a
→

#
the 41
,
*
⑨ a b
④ chiral a
Ciii →

Achiral →
b
CHzytcth.CH , qhgtgazay.BR
Br
⑨ ④
9£ molecules chiral ?
Which of the following are

ehlorobulane
① 2-
dihydroxy propanol2,3 -

Bromoehloroiodomelhane Cia 2- acid

Ciii,
Rdc
brouropwpanoic
a

C) 2- Chloro
+
butane
chiral
(¥g-cHz④d
⑨ b

cii] 2,3 -

dihydroxy propanol µ -
ÉÉÉ- µ

by toy
"
chiral

Ciii) Bromochloroiodomelhane in
µ - c- a
*
chime ¥
if 2-
bromopropanoic acid ✓

* ÉÉ
*
on
chiral
-
-

born
.
 shown
91 What
type of isomerism is
by lactic acid ?
Ms chiral centre or stereo centre .

µ
19%011 optical isomerism .

oh

91 acids of molecular formula

Carboxylic (a) ↳ H ,☐0z
and (b) ↳Hsoztbr are
optically active .
What
i

fo€Y¥%:m
rgers
are their structures ? -az-uz-←m
Airs ?
④ G- Hioo , 8
etljctlz § É - -

oh

us
IÉ
.

(b) CsHs0Br :
* og
g- bor
-
 Butanol inactive Give
(1)
optically
is
QI -2 -

.
reason .

(→ dextro rotatory
A¥ 41 2- Butanol rotates the
→
: -

plane
clockwise
C) →
levorotatory
(a) polarised light
in
(1) → Racemic mixture
direction

anti-clockwise polarised light

f) -
2- Butanol rotates the
plane in
④
direction .

(1) contains
2- Butanol
equal amount of (a) 443
-

enantiomers so the overall rotation of plane

polarised light is zero .

optically inactive
:c Butanol
ft ) -
2- is
 '

AE Compound A' with molecular formula GHqBr is

{
treated with Kott solution The rate of this
aq
.
.

Swt the concentration the

reaction depends of
upon
compound only When another
'
A
optically
'

active isomer B of treated

'
this
'

compound was

sw2{
with aq . Koll solution the ,
gate of reaction
was
found to be
dependent on concentration of
KOH both
compound
and .

④ Write down the structural formula of both compounds

'
A
'
and '
B
'

which
cii ) Out of these two
compounds ,
one will be
converted to the
product with invented
configuration .
 from Q info : -
A
undergoes
I
Swt & B →

1
SNZ
p=k[R✗3EkotD
A = 3° Rx
! B. = 1° Rx
F- KERX]
Mot formula GHqBr FH
:
,

A
Hg F-
Br
compound -

undergoes
Swzrxn
but
CH
, µ easily
it
optically
is
B is isomer of A : -

CHIEF
chiral C- atm
inactive
Possible str it of
i. .

of B. is not
optically active
A.
isomer

91541 H Br isomer of D- &

optically active
-
.

(b) ↳
Inversion of configuration takes
place in Sw 2 mechanism
mn

with inverted
: .

Compound 13 will
give
the
product
configuration .
qt An
.

opticallyheads active
compound having molecular formula
with Kott to racemic
call , g- Br giveinvolved
a mix
of
products .
Write the
mechanism for this
reaction
.(Product
.

An G- His Br
Undergoes Swloxn is

)
-

Racemic
f. mix .

3°R×( active
in ,
optically )
Br
4541-959
-

4¥11,
Mech :-[a, formation of Carbocation : -

in,
Czyz
-
Effigy ↳ 1W )
,
SH , -
+
c. + Br
-

↳ g-
ÉzHs-
 of
by Attack
Nucky
-1%-2 MTH & (Racemic
↳
up guy
- -

on )
mixture
dates
.

4115

Of .

Propose mechanism of the reaction

taking place
when

C- s -
2- Bromo octane reacts with sodium
hydroxide
to form ( t) -
Octane 2- of
-