Question

please (TYPE) the answer, I do not want handwriting  

Describe the success of oxidation of borneol to camphor. Be specific!!! Use the melting point, IR and 1H NMR to support the reflection.

Answer 1

By checking the melting point of the product ; you can judge whether the oxidation is successful or not.

The melting point of borneol is: 208 C

The melting point of camphor is: 175 C

The best way to judge the sucess of the reaction is to analyse the spectroscopic data.

Infrared spectroscopy (IR) : The starting material is borneol that contains -OH group and it gives a broad signal at 3600 cm^-1.

The product loses -OH group which is converted to carbonyl. So the IR spectra of the product does not contain any peak at 3600 cm-1. Rather you will get a new sharp peak for carbonyl streching at around 1750 cm-1.

1H NMR:

Borneol contains 18 Hs and you will get 18 Hs in the 1H NMR. The -OH peak appears as a broad signal due to H -bonding.

Camphor has 16Hs in its 1H NMR and the -OH peak ( broad signal) disappears.