Class notes

CHEM 123- Set 11 Notes

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Course
CHEM 123 (CHEM123)

Institution
University Of British Columbia (UBC )

Notes for set 11 of chem123 at ubc; includes Fischer projections, relationship between compounds (enantiomers and diastereomers), and specific rotations

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Uploaded on May 19, 2022
Number of pages 1
Written in 2021/2022
Type Class notes
Professor(s) Richard kil
Contains All classes

relationship
between
compounds
stereoisomers
chiral
chirality
enantiomers
diastereomers
specific rotation
optically pure
inactive
active
fischer projections

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set 11

☐
relationship between compounds
I> chiral molecules
1
identical ↳ enantiomers
* •
same physical prope
it it •
rotate light in eq
II directions
diff conformations & not

{
-

clockwise rotat
related
2
Stereoisomers rot
+0 Rts
-

counter -

cc

same MF & connectivity but 3D atom orientation
↳
atom

differs specific rotation :
↳

molecule for an op
A enantiomers ( optical isomers ) (R →
s)
•
mixture of enan
•
2 non -

superimposable stereoisomers
rotation =

ex OH
.
OH

q = spec rot
(% (t ) )( of )-
.
.

(t)

( R) butan -2-01 ( s) butan -2-01
types of solutions
-

D
-

a a
mirrored
÷ chir
optically pure pure
:
into
page ,

÷ a
0"
active mixture
optically
:
OH 2

( not I :|
CI mirrored OH mirrored
about y É about ✗ -

chi
3
optically inactive no
:
axis
axis

A racemic
±
01-1
A
ex ( R) and CS ) -
Carlone has
H .

H
I +50.40 % S carrone

pF•
- =

"
→" lol

µ specific
Br R -
carrone rotat

\
S +720 let ✗
carvone =
-

B diastreomers

but all stereo centres 50.4 =
1×7172 ) +
(I -

✗ 71
• some not
change
ex ,
OH OH 50.4 =
7211 -

72 + 72 ✗
I =
✗
=
0.85 =
85% S

I ⑥ 15% R
OH OH

125,35 ) pentane -2,3 diol 12s ,3R ) pentane -2,3 diol D Fischer projections
- -

- -

COOH
H COOH
µ

o•ÉAaH
1K §g4H HO

'm
"
" " ' µ
" "
d Hf OH
) ¥ ,

,

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