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EEL - USP

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C C C C C<br />

C C C C C<br />

O<br />

O Na<br />

+<br />

_<br />

O<br />

P Cl<br />

Cl<br />

O<br />

Cl<br />

+ Na OPCl 2<br />

Simplificando as etapas posteriores:<br />

C C C C C O<br />

C C C C C<br />

O<br />

O<br />

O Na<br />

C C C C C O<br />

O<br />

Na<br />

Na<br />

+ P<br />

Cl<br />

-<br />

O Na +<br />

PO Na + Cl<br />

- +<br />

O Na<br />

P (ONa) 2 +<br />

C C C C C<br />

O<br />

O PO Na + + Cl<br />

Na<br />

C C C C C<br />

C C C C C<br />

Na<br />

Cl C C C C C<br />

4) Reação de cloretos de acila com HF, HI, HBr<br />

O<br />

O P<br />

+<br />

O<br />

+<br />

Cl<br />

Cl<br />

O<br />

Cl<br />

-<br />

-<br />

-<br />

+ P<br />

O Na +<br />

O Na +<br />

O Na<br />

O Na +<br />

-<br />

+<br />

O Na +<br />

Cl<br />

Cl<br />

P O Na +<br />

O Na +<br />

+ -3<br />

Na3 PO3<br />

Nessas reações ocorre um ataque nucleofílico da base fluoreto,<br />

brometo ou iodeto ao carbono da carbonila.<br />

R C<br />

R C<br />

O<br />

Cl<br />

O<br />

Cl<br />

+<br />

+<br />

F<br />

HI R C<br />

O<br />

R C Cl<br />

F<br />

O<br />

I<br />

+ HCl<br />

R C<br />

O<br />

F<br />

+<br />

Cl<br />

9

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