Question

Hydrolysis of; 3-methyl-4-cyclohexene-1,2-dicarboxylic anhydride to form a diacid.

1) Could someone please show me the reaction mechanism of Maleic Anhydride, picric acid and piperylene.
2) If you can please also include FMOs and correlation diagrams.
3) Would you know which isomer if piperylene would be more reactive? Trans or Cis?

Thankyou.

Answer 1

What the meaning of this question,

1. reaction mechanism of maleic anhydride with picric acid

It is cyclo addition, Diel's alder reaction, But here M.A. acts as dienophile and diene may be 1,3-butadiene/cyclopentadieneand may be take anthracene, here middle ring is involved.

BUt Benzene is aromatic does not act as conj. diene and like wise trinitro phenol also doesnot act as diene and ti will be inert with reaction of M.A.

Piperylene, trans form is more reactive, reacts with M.A. to give 3-4-cyclo........