3,5-dinitrophenyl isocyanate as reagent

[daylancita]

I have a doubt. Is 3,5-dinitrophenyl isocyanate a chiral or an achiral reagent?
In principe enantiomers derivatized with a chiral reagent must be separated with an achiral column in HPLC. Could they also be derivatized with a chiral column?

thanks for your help

Amelie

[tom jupille]

If you look at the structure (http://www.sigmaaldrich.com/thumb/struc ... 210046.gif) you will see that 3,5-dinitrophenyl isocyanate is achiral (non-chiral). Chiral compounds derivatized with it retain their original chirality. Separation of the enantiomers therefore requires a chiral column.

If you derivatize chiral compounds with another chiral compound, the products are diastereomers, which can (in principle) be separated on a non-chiral column.

[daylancita]

Thanks for taking time to anwer my question. It was clear

Have a nie day