Looks like I forgot to share this one. The standard pedagogy for hydration of chloral is that the Cl atoms make the carbon more delta+. We were a bit surprised (initially) to find this isn’t the case. Sorry textbook authors!!!!
pubs.acs.org/jceda8/artic...
pubs.acs.org
Rethinking Organic Chemistry: Enhancing Pedagogies
to Explain the Relative Reactivity of Aldehydes and Ketones
Abstract. In this work, we explore the structure
and charge distribution
within carbonyl compounds. It is routine in textbook explanations
to attribute the