Question

In a synthesis of divanillin experiment, divanillin was synthesised by the oxidative dimerization of vanillin. The reaction was catalyzed by the enzyme horseradish peroxidase.

Identify and discuss any sources of error. (Not human error.)

Thank you in advance.

Answer 1

Synthesis and Characterization of N,N-bis(vanillidene)-

1,3-propanediamine (5).Model compound N, N-bis

(vanillidene)-1,3-propanediamine (5)(Figure 2)waspre-

pared to collect spectroscopic data that can be used as tools

in the characterization of polymeric Schiffbases of divanillin.

The 1HNMRof 5showed imine hydrogens as a singlet at

8.15 ppm, and the imine carbons were observed in 13CNMR

at 160.9 ppm. The C=N imine absorption in the IR spectrum

was observed as a strong peak at 1651 cm−1

Divanillin was prepared following the literature procedure by horseradish peroxidase catalyzed oxidative dimerization of vanillin using 3% hydrogen pexoxide as the oxidant, as a gray powder in 95% yield, and was confirmed by comparison of the NMR spectra with published data.

condensation of renewable resources

based monomer divanillin with alkyl diamines gives low

molecular weight Schiffbase polymers in excellent yields.

The Schiffbase as well as phenolic binding sites in the

polymer are shown to complex with Cu(II), Fe(II), and

Co(II) metal ions. This class of vanillin-based polymers can

be used to chelate and remove metal ions from aqueous

solutions