22.data show isomeria
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Transcript of 22.data show isomeria
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ISOMERIACONDIÇÕES: Mesma Fórmula Molecular. eEX. H3C C CH3
O
OH3C CH2 C
H
SÃO ISÔMEROS
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ISOMERIA PODE OCORRER:
1. ISOMERIA ESPACIAL OU ESTEREOISOMERIA.
DIVIDE-SE:A. ISOMERIA GEOMÉTRICA
B.ISOMERIA ÓPTICA
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A. ISOMERIA GEOMÉTRICA:
CONDIÇÕES:• DEVERÁ HAVER DUPLA
LIGAÇÃO ENTRE CARBONOS.
• OS LIGANTES DE CADA CARBONO DA DUPLA DEVEM SER DIFERENTES.
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CADEIA ABERTA
CADEIA FECHADA ( BAYERIANA )
C CX
Y
W
Z
X = Y/
Z = W/
Z
X
Y
W
W
Z
X
Y
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IDENTIFIQUE ONDE HÁ ISOMERIA GEOMÉTRICA
H3CC C
H
CH3
HI.
H3CC C
H
H
HII.
C CH HIII.CH3
H
CH3
HIV.
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TIPO DE ISÔMEROS GEOMÉTRICOS
A. ISÔMERO CIS: Ligantes simples no mesmo plano.
B. ISÔMERO TRANS: Ligantes simples em planos opostos.
cis trans
EX.H3C
C
CH3
CH H
EX.H3C
C
CH3
CH
H
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IDENTIFIQUE OS ISÔMEROS CIS E TRANS
Ácido fumárico
H3CC
CH3
H3C
CH2
CCH3CH2
A . CH3
H
CH3
HB .
C CH
HC .
HOOC
COOHH3C
CCH3
H3C
CH2
CH
D .
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GORDURA TRANS – ALTAS DOSES PODEM PREJUDICAR A
SAÚDE
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ISOMERIA E - Z ABERTA E CÍCLICA
CONDIÇÕES:
C C
a
b
d
eEX . a = b = d = e///
C Ca a
bd
a
b
d
e
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IDENTIFIQUE ONDE HÀ ISOMERIA GEOMÉTRICA OU E - Z
C CH H
CH2 CH2 CH3H3C
A . C C
H CH3
BrB .
Br
H H
OH OHC . C C
H
CH2 CH3
H3C
H3C
D .
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ISOMERIA ÓPTICA
CONDIÇÕES:PRESENÇA DE CARBONOASSIMÉTRICO.
C
a
bd
e
a = b = d = e///
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IDENTIFIQUE OS CARBONOS ASSIMÉTRICOS.
C H
H
H
H
A .
C
H
H3C
OH
B . Cl
CCC C
HH
H H
H
H
CH3OH
C .
O
H
H2CD .
OC
OH OHOH OH
CHCH CH
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TIPO DE ISÔMEROS ÓPTICOSANTÍPODAS ÓPTICOS
A.ISÔMERO DEXTRÓGIRO ( d+)
B. ISÔMERO LEVÓGIRO ( l- )d+ DESVIA O PLANO DE LUZ PARA À DIREITA .l- DESVIA O PLANO DE LUZPARA À ESQUERDA .
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TALIDOMIDA UM CASO DE ISOMERIA ÓPTICA
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ANALISANDO UMA SUBSTÂNCIA ORGÂNICA
LUZ
PRISMA POLARÍMETRO DE NICOL
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FÓRMULA QUE DETERMINA O Nº. DE ISÔMEROS OPTICAMANTE
ATIVOS ( Le Bel e Van’t Hoff )
X = Nº. I.O.A n = Nº. C assimétricos diferentes
X = 2nX = 21 = 2 I.O.ALogo d+ e 1 l- é uma mistura racêmica
X=2n
C
H
H3CEX .
OH OH
OC*
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MISTURA RACÊMICA OU RACEMATO
Mistura de d+ e l- com a mesmaproporção 50% d+ e 50% l-
OBS: O nº. de mistura racêmicaserá sempre a metade do nº. I.O.A
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