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intro to oc
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Cards (12)
define stereoisomerism existence of
2 or more cmpds
w
same mol
AND
struct formula
but
diff spatial arrangement
of
atoms
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cis-trans condition 1.
restricted rotation
about a
bond
(
dbl bond
,
ring struct
) 2. for alkene: each
C atom
in
C=C
must be attached to
2 DIFF groups
for cyclic cmpd:
2
or
more C atoms
in
ring
each attached to
diff grps
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how cis-trans arise
c=c
cnt undergo
free rotation
unless
pi bond broken
, thus
restricted rot
abt c=c,
two mols cnt interconvert spontaneously
(
2 distinct cmpds
)
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do cis trans isomers have similiar chem and phy ppt? chem:
sim
phy:
diff
cis isomer
higher
bp:
slightly higher polarity
(
idid AND pdpd
, while trans only
idid
lower
mp:
packs poorly
in
lattice struct
as
2 bulky methyl grps located on same side of mol, larger dist btwn mols, weaker imf
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define enantiomerism a cmpd displays enan if it
forms a
non-superimposable mirror image, such cmps are also known as
chiral cmpds
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chiral cmpds features 1. no
POS
2. usually
one or more chiral centres
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mol w more than 1 chiral centre:
max 2n stereoisomers
if mol has x chiral centre & y dbl bond, max no. stereo is
2(x+y)
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eg. mol A has 4 stereoisomers, isomer 1 & 4 are not mirror images of eo and are called
diastereomers
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meso cmpd 1. has
more than 1 chiral centre
BUT has
POS
2. has
mirror images
that are
superimposable
3.
opt inactive
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electrophile:
e- deficient
species that is able to
accept an e- pair
from an
e- rich
atom, to
form a cov bond
may posses
empty low-lying orb
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nucleophile:
e- rich
species that is able to
donate an e- pair
to an
e-
deficient
atom, to
form a cov bond
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cis alkene
less
stable than trans alkene why?
steric strain
(from
repul of e clouds
) arising from
crowding btwn 2 alkyl grps
in the
cis
isomer
View source
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