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Síntese Orgânica - Introdução
Síntese Orgânica - Introdução
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Aug 20, 2010
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pt
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Aug 20, 2010
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Slide 3
à quando ingd
a dos produtos ind
Fe outros comtipostos aid
os os anos@Mmnilhares de novos
da Oni processo de obtençäo de co:
AN La Wapples transformagáo química e1
& acdes químicas em sequéncia.
a Criaçäo de um campo de gy
Und projeto de síntes
imento$ a respeito de métodos sintéticos,
ge análise (IV, RMN, eic.), entre outr
a foi introduzido por E. J. Col
nsével, hoje, para qualqug
Slide 4
NH,*NCO>
nto da Quimica ad
Slide 5
ativaffrustrada de preparacáo da quiking
aminho para o o y
Slide 6
Penicilina
intese da Reserpina
Sintese do Dodecaedrano
R. Willstate (1915)
R. Robinson (1917)
R.B. Woodward (1945)
J.C. Sheehan (19
R.B. Woodw
L. Paquete (19
Slide 7
+
Me OH Me ”
Palitoxina
Slide 8
2 mv
, partir de mater
i comercialmg
Slide 9
3) A de-¿málogó We
com atividad e biológ icf
+
Slide 11
D cogcentna .
uire Uma carga parcial
negativo adquire carga
H,C—CH,
ethane
nonpolar
Slide 12
rai os eléfrons do hidrogé
SS
E 0 produto das magnitudes, ee
eletrostáticas: esu) e a dist:
A unidade de medi
1x108 esu cm
Dipole moment
Slide 13
Formula
He
eb
HF
HCl
HBr
HI
Bl
and negative
sd Sy)
Formula
Slide 14
H=19D | u=39D
chloromethane hlor acetonitrile
Slide 15
es, are characterized
eldurrangement of ato
TROWSIO
Carbon-Carbon
bonds are gen
xy)
Slide 16
orogen from an 4
ALKYL GROUP.
CHy—
Methyl group
CH,CH, CH,CH,— or C3H;—
Ethane Ethyl group
>H,CH,CH
Propane
“HCH, CH SHES or CH¿CH
Propane Isopropyl group
Methyl
Ethyl others
CH,CH,CH, Propyl an be
CH,CHCH esignated by R.
Slide 17
or CcHs— or Ph— or d— or Ar—(if ring substituents are present)
Ways of represent enyl group
methyl hydrogg
inzyl p
—CH5— or (E )}-CH— or CC, — or Bn—
Ways of representing a henzyl grou
N
Slide 18
HS
|
HH
A L alkyl
chloride
Slide 19
CH,CH 1
+ Ethane Ethyl
Slide 20
= This is a differgÚ y
alcohols
Slide 22
General formu
Slide 23
cue
Acetamide
Slide 24
Functional
Ñ bond
These names are
Alkene Alkyne | Aromatic
Ethy
Haloalkane
Alcohol
H,OH
Dimethyl eth
Slide 25
Aldehyde
RNH,
R,NH
RN
ethylamine
Methyl acetate
Nitrite
nenitrile
Acetonitrile
Slide 26
these are nucleophiles because they
have a pair of electrons to share
Slide 27
Ht CH,CH) BH;
‘Br° RO:
AA
these are electrophiles because they
can accept a pair of electrons
these are electrophiles because
they are seeking an electron
www.qmelink.com
Slide 28
Introduçäo à Sintese Organica 20/08/2010
Electrophilic Addition of HBr to Alkene
# $
CH¿CH=CHCH;z + H—Br CH¿CH cu + Br — CH,;CH—CHCH;
H Br H
a carbocation 2-bromobutane
an alkyl halide
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Slide 29
um par de elétrons
>.
to de um elétron
EN
Slide 30
Utilizaçäo dé Sétas curvas
CH,;CH=CHCH, + H—Br —> CH;CH A + ¿Br
H
ae + Bn —> CHsCH—CHCHs
H Br H
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Slide 31
correct
CH; 0H — CH;
HA
[correct
[incorrect]
5)
|
CH;
CHAS H — CH,—Ö—-H + H
|
H
\
[incorea]
ww.gmelink.com
Slide 32
Introduçäo à Sintese Orgánica
CH;CH=CHCH; + H~Br: — CHHÈH—CHCH, +
correct
CH¿CH=CHCH, + H—Br — CH,;CH—CHCH; +
|
H
H
incorrect
= Mata]
yo
¡OH
ll I
+ CH;CCH; — CH;CCH; + H™
www.qmelink.com
Slide 33
the highest
energy state
free energy on the reaction
of the pathway
reactants
free energy
of the
products
>
oO
=
©
£
©
y
o
te
ira
Slide 34
im. Nova@2002; Vol. 25,
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