Class notes
Rotation About a bond - Organic Chemistry
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- Institution
Condensed class notes from lectures about bond rotation. Includes types of strain, energy levels, and conformations.
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↳ g. FREEly BoundsMoms a moreCore Roe About (o)
May
Signed
no
· Bu NOT DOUBLE Or
TRULE Bowds .
This is Due To THE Difference in
HYBRIDED
androg
MORECULAR ORBUAL OB op e n s
overup
GEOMETRIES
.
& conformations EvD to End,
scroung
Rotation A b o r THE Bord .
Pi(i) Bowds
forming
Overlap side Bod
By side
Ragid
,
I more WITH RESTRICTED
MOTION .
DIFFERENT ROTATONAS
ARRANGEMENTS
AROUND A
STYM
(O) Bond ARE CALLED Conform strows
&-
NEWMAN
PROJECTIONS
ARE A
way O
Fursuserting
This Roscom Differen Conformers
may BE
Higher ab
I
G
.
or Commer
Newman
Entergy Depending
ou Stream .
CHs'
O Bond
ROTATION
&
projections
:
H Cl3
THE ACOM CLOSEST TO THE TORSIONAL STRAIN H
H
-
Depends on Torsow Dihedral Bonds of
The Bowd
Angle
Between
Angle
This is the
engle
Each Acor
Smogle
NEWER IS WHME THE HOM or . on .
Farther from THE NEWER WHEN TORSTONA STRAM Is MonrMAL THE
SPECIES is MORE STABLE And is Lower
Energy
is ,
Conformo n conformatron
STAGGERED
THE MoCH MORE SABLE THE THE
is
ECLIPSED due
If H
LOWER And Less Represe forces
Energy
To MS
H
-
I H
H
If H H H
STERIC Strain
H It
FROM
RESULTS HAN JER WAAL'S REPULSIONS BETWEEN ELECTRON CLOUNS Of ACOMS ON THE
ECLOSED Bowd of Clouds ACOMS THAT ARE
sogg GETHER
ERED TS
SINGLE
.
MERPENEDRAOn ELECTROw occurs The CLOSE TO
BodED
CH3cH3
ECLIPSE BUT NOT
DIRECTLY
I HH
Z
Highest Energy
HCH3 HCH3
CH3 HCH3
# CH3
If CH3CH3
↓
H
CHz
Chy
H H
GAUCHE
·
It
H
As
↓ Ano;
CH3
H It H
It
HH
H I
H H
CH3 CHz H HH
STERR CH3
STRAM
............
AntipEriPlanar Gauche Partially Eclipsed
TOTALLY ECLIPSED
TORsrow
ANGLE
Cyclohexane
:
Strato no
Cyclic MOLECULES Multiple conformations for 6-membered
Frogs
. Mast S t a b l e
LOWEST conformation firp"
Energy-dhre "Ring
CyclopropANE : Axist
.
CyclotExsure car
Equatorial
60 of I of u s
Angle
Strain Because 60 °
Through
°
Torstow > lots log -
intrest in an
poss
:
Angle ↓ I
Bands!
Ring-forp
different conformations :
High Energy KCAL Actually Yeforms
- + 36 The ORBNALs in THE
,
HALFCHAR HAlfCHAM
CYCLOBUTANE : ↑
> ALL C-H Bonds COMPLETELY ECLIPSED
underst
lit
HAS STRAM A TORSTONAL STRAM BUT CAN
PLANAR BY
ANGLE
WHEN MAMAZEM Nose :
COS US TRANS C
Assuming Buxterfly
conformarow :
Cyclopentane
:
al UNDERSTAND
CAUSES
STRA
FOR NEWMA
Bonds
TWIST-Bor/ TWIST-BOA ↓ CHARS
.
LKE HAS WHEN PLANAR DUE ECLIPSEDC-I
CYCLOBOXM E , TORSTONA STRAM TO
themte Envelope conformation :
By
Assuming
Ctr
CHAN
CHAR
CHz)
, H
H
WHEN SUBSTMENTS ARE In
Equatorial POSTON THE
SpECIES
flagpole
is MORE Stable Reduces MTERACTIONS Preferrentral to
HzC
.
.
OCHz
HAVE SUBSTENT Love PARS ARE
LARGER Equatorial
LITTLE STErr UNLESS present
.
VERY
.
MORE STERR Ch3
MTERACTIONS STRAN BECAUSE THE
Roup
of
PART TEMETH -
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