Exercicios 22/04/2012
Autor: Orgânica II | Publicado: 2012-04-22T18:33:00-07:00

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1-&nbsp;&nbsp;&nbsp; Preveja os produtos principais das
seguintes reações:

a-&nbsp;&nbsp;&nbsp;&nbsp;
(CH3)2CHOC6H5&nbsp; + HI + aquecimento&nbsp; ----à

b-&nbsp;&nbsp;&nbsp;
(CH3)2CH-CHBrCH3&nbsp; +&nbsp;
EtO-Na+ EtOH ---à





&nbsp;&nbsp;&nbsp;&nbsp; 2-Explique a proporção dos produtos de
reação quando se usa H2O e NaOH/H2O:



CH3CH2CBr(CH3)2&nbsp;&nbsp; &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;+&nbsp; H2O
--à CH3CH2COH(CH3)2&nbsp; (64%) +



&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; CH3CH=C(CH3)2&nbsp;&nbsp;&nbsp; +&nbsp;&nbsp;
CH3CH2C(CH3)+CH2 &nbsp;(36% os dois alcenos)



Quando se NaOH/H2O forma-se somente 1% do
2-metil-2-butenol e 99% dos dois alcenos.





&nbsp;&nbsp;&nbsp;&nbsp; 3-Apresente o mecanismo para a formação do
produto de reação mostrado a seguir:



&nbsp;&nbsp;&nbsp; (C2H5)2N-CH2CHBrCH2CH3&nbsp;&nbsp;&nbsp; +&nbsp;&nbsp;
H2O/NaOH --à(C2H5)2N-CH(CH2OH)CH2CH3





4- Explique
a formação de todos os produtos da reação a seguir e dê os nomes (nomenclatura)
dos produtos:

(CH3)3C-CH(OH)CH3 +HBr
+H2O--à(CH3)3C-CH(Br)CH3
+(CH3)2C(Br)-CH(CH3)2&nbsp;&nbsp;&nbsp; 

(CH3)3C-CH=CH2&nbsp; + (CH3)2C= C(CH3)2&nbsp;&nbsp;&nbsp; + CH2=C(CH3)CH(CH3)2&nbsp;&nbsp;&nbsp; 





5- HOCH2CH2Cl
+ Ca(OH)2 &nbsp;&nbsp;----à Oxirano&nbsp; (Explique)





6- Forneça
uma explicação para as velocidades relativas dos substratos bromados com
etóxido de sódio na presença de etanol como solvente a temperatura de 55º C
(Condições de E2)



CH3CH2Br&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;
1,6 &nbsp;k2&nbsp; X&nbsp;&nbsp;
105

CH3CH2CH2Br&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;
5,3&nbsp;&nbsp; k2&nbsp; X&nbsp;&nbsp;
105

(CH3)2CHCH2Br&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;8,6&nbsp;&nbsp;&nbsp; k2&nbsp;
X&nbsp;&nbsp; 105

C6H5 CH2CH2Br&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; 561&nbsp; &nbsp;k2&nbsp; X&nbsp;&nbsp;
105





7-&nbsp; Explique como pode
se formar o bromoeteno a partir do 1,2-dibromoetano na presence de base?





8- O 2-Cloro-2-metilbutano reage com uma mistura de etanol
(60%)-água(40%) para fornecer 16% de produto de eliminação e 84% de produto de
substituição. Se a proporção&nbsp; de etanol
aumentar para 80% forma-se 33% de produto de eliminação e 67% de produto de
substituição, explique?





9- Explique porque solventes polares oxigenados favorecem as
reações de substituição em relação a eliminação?




10- O que assistência
anquimérica (basta procurar que acha).