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Composti Carbonilici - ITIS E. Divini

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4. Addizione di Alcoli: Formazione di Acetali<br />

R<br />

Meccanismo:<br />

1) Attacco nucleofilo al carbonile catalizzato da acido (1 eq di alcool)<br />

R<br />

2) S N 1 CA (1 eq di alcool):<br />

OH<br />

C<br />

C O<br />

OR"<br />

emiacetale<br />

R'<br />

H<br />

O<br />

OH<br />

H -H<br />

R C R'<br />

R<br />

C R'<br />

O<br />

••<br />

H R"<br />

R"OH<br />

••<br />

OH 2<br />

R' H R C R'<br />

OR"<br />

••<br />

R"OH<br />

••<br />

R<br />

C<br />

O<br />

R'<br />

R"<br />

H<br />

R<br />

O<br />

C<br />

OR"<br />

R<br />

emiacetale<br />

gen. instabile<br />

R"<br />

R'<br />

C<br />

-H<br />

OH<br />

OR"<br />

R'<br />

R<br />

OR"<br />

C<br />

OR"<br />

acetale<br />

R'<br />

22

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