Class notes
Vertiefte Organische Chemie (Lehramt)
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Zusammenfassung/Mitschrift Vertiefte Organische Chemie für Lehramtskandidaten (VOCLA)
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Stereochemie 1•
dreidimensionale Struktur chemischer Verbindungen :
Stereochemie
•
van't Hoff & Le Bet postulieren 1874 die Tetraedergeometrie
gesättigter c- Atome
•
Die Drehung um Einfach bindungen führt zu unterschiedlichen ,
drei -
dimensionalen Molekül anordnungen ,
die Konformation genannt
werden
>
Da die Bindungsdrehung beinahe frei ist ,
lassen sich
konformem nicht einzeln isolieren
(
Konstitution Konformation
dreidimensionale ,
Verknüpfung der Atome exakte
• •
,
•
zweidimensionale Beschrei -
räumliche Struktur
bang ausreichend •
dreidimensionale Beschreibung
+, „
„„„
„
¥ .
"
*
; „
H -
C -
H von > H C HR3 µ .
/
„
ATH out
.
( H)
I / I
/
Bindungen '
µ
Ctb H Hsc CH
H -
C -
H '
-
µ }
/ # H H c- c- Bindungsdeckung
H H
G
-
-
anti -
konformer gauche
-
konformer
H Iso -
Butan
M -
Butan
, Ethan
•
Die günstigste Konformation des Ethan wird erreicht ,
wenn die
H Atome
-
auf Lücke stehen >
gestaffelte Konformation lstaggered )
¥
H, ÄH H
H
H
hinteres C- Atom
( -
c >
.
Yy
Blick
!
H vorderes C- Atom
H H
H
Keilstrichdarstellung Newman -
Projektion
•
energetisch ungünstig ist , wenn die H Atome
-
zur
Deckung kommen
>
verdeckte Konformation =
elliptisch ledipsed )
H
, rtl "
C- ( HH >
3kcal MOI höher in
HHk unt >
d
H
.
H HH ¥ der Energie ( positiver)
ekliptisch
Torsion Potential
^ elliptische Konformation
t t t
E. f- °
|
°
:
+ Übergangszustand
( instabil )
n
✓ gestaffelte Anordnung
-55kt Sooo
'
=
Minimum
H C- c- H Diederwinkel
-
(sind jeweils konformer)
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