Exercicios Substituição nucleofilica (23/03/2012)
Autor: Orgânica II | Publicado: 2012-03-23T06:29:00-07:00

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1-&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;
&nbsp;Mostre os reagentes, orgânicos e inorgânicos,
necessários para converter o brometo de n-butila
em:



a)&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;
Iodeto
de n-butila

b)&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;
Cloreto
de n-butila

c)&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;
n-butil metil éter

d)&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;
álcool
n-butílico (n-butanol)

e)&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;
Pentanonitrila
(CH3CH2 CH2 CH2CN)





2-&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;
Coloque
em ordem crescente de reatividade nas condições de reação do tipo SN2.



a)&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;
2-bromo-2-metilbutano;
1-bromopentano; 2-bromopentano

b)&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;
1-bromo-3-metilbutano;
2-bromo-2-metilbutano; 3-bromo-2-metilbutano;





3-&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;
Explique
o fato de tanto o 2-pentanol como o 3-pentanol reagirem com HCl (gás) e ambos
formarem 2-cloropentano e 2-cloropentano.





4-&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;
Arranje
os alcoóis de cada grupo em ordem crescente de reatividade como se eles
estivessem reagindo com HBr (gás).



a)&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; 2-butanol; 2-metil-1-propanol;
2-metil-2-propanol

b)&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; 3-pentanol; 2-flúor-3-pentanol;
2,2-diflúor-3-pentanol; 1-flúor-3-pentanol.





5-&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;
Quais
os produtos esperados da reação entre o brometo de n-butila com:

a)&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;
NH3

b)&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;
C6H5NH2

c)&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;
NaCN

d)&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;
NaOC2H5

e)&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;
CH3COOAg

f)) &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;
NaSCH3



&nbsp;&nbsp;&nbsp;&nbsp; PS O solvente da reação é a dimetilformamida (procure a sua
fórmula nos livros ou na internet).