Stereochemistry: BY: Sukmayani Citra K. Yulia Safitri Giyas Idayu Putri Ratna S

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STEREOCHEMISTRY

BY :
SUKMAYANI CITRA K.
YULIA SAFITRI
GIYAS IDAYU
PUTRI RATNA S.
THE OBJECTIVES

Making Fischer projection from a compund with a


C kiral atom,

Identifying R/S from a compound with a C kiral


atom, and

Be able to make molecule model.


TOOLS & MATERIALS

Tools
5 balls(black,
red, blue,
orange and
green)

4 valence
sticks
Assumption
• Black ball : C ciral atom
• Red ball : H atom
• Blue ball : NH2
• Green ball : CH2OH
• Orange ball : OH
PROCEDURES

Write atoms Arrange the


priority balls on sticks

Write and
conclude the Determine R/S
results
DATA
CH2OH OH

H OH H CH2OH

NH2 S NH2 R
DISCUSSIONS

• Stereochemistry is one of chemistry


knowledge which learn about molecule in three
dimensions space, it means atoms in a molecule
are arranged in a space to the others.
• Actually molecule shape in our nature is three
dimension but to learn it we use two dimension.
Two dimension structure is called Fischer
projection. It is found by Emil Fischer.
Fischer Projection for Compound
with 1 Atom C Kiral
A

C kiral atom
B C

D
B & C face to us but A and D behind to us.
How to Write Fischer Projection

a). If substituent
arrangement is b). If substituent
same. arrangement is not
same.
a. If substituent arrangement is same
1. Two projections show same compounds if
first projection is gotten with rotate second
projection 180o in paper area,
a d
d b b c
c a
(A) (B)
2. Two projections show a enantiomer
compound with other compound if first
projection is gotten with rotate second
compound 90o in paper area.
a c
c d b a
b d
(A) (B)
b. If substituent arrangement is
not same.
1). Two Fischer projections show same
compound if first projection is gotten with
change groups in second projection (bil.
Genap), A and D show same compound.
a c
c b d b a-c
d a ditukar
(A) (B)
a a
d b c-d c b
c changed d
2). Two Fischer projections show enantiomer
compound if first projectiond projection is
gotten with change group in second projection
about bil. (bilangan Ganjil)
a d
c b b a a-d
d c changed
A D
a a
b d b-c c d
c changed b
a
b-d c b
changed d (A)
A and D are enantiomer compound.
Cham-Prelog-Ingold
• To determine S/R (sinester/ dekster), we use
Cham-Prelog-Ingold. The method is :
1). Determined atom priority or group which is
bond in C kiral atom.
a (highest) – b – c – d (lowest)
1 2 3 4
2). The molecule is seen from antipode arrow
with atom/group which has low priority.
3). If a – b – c same with clock rotation so the
compound has R configuration (Rekter=right).
If a – b – c have different with clock rotation
so the compound has S configuration
(Sinester=left).
a a
d d
b c

a a

c b b c
R configuration S configuration
CONCLUSION
• Fischer projection :
A
C kiral atom
B C

D
A and D behind, B and C face to us
• If a – b – c same with clock rotation so the
compound has R configuration (Rekter=right).
If a – b – c have different with clock rotation
so the compound has S configuration
(Sinester=left).
• Molecule model to make Fischer projection
easy.
• There are 7 R configuration compounds and 9
S configuration compounds.
THANK YOU, any question???

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