Chloral consists of two OH bonds on the same carbon, which is usually unstable, and leads to the evolution of a water molecule, and converts into an aldehyde. However, this is not observed in chloral, and there must be a reason for this.

I have come up with 2 possibilities:

  1. hydrogen bonding in chloral, although it is quite weak
  2. high EN of the chlorines, which results in a huge partial positive charge on C

Which reasoning, if any, is correct, and why does it dominate over the other?

  • 1
    $\begingroup$ Usually hydrogen bonding is used to explain the stability of chloral hydrate. $\endgroup$ – Shoubhik R Maiti Apr 13 at 19:47
  • 1
    $\begingroup$ As mentioned by you, the effect of two chlorine atoms is dominant $\endgroup$ – Maurice Apr 13 at 20:27
  • 3
    $\begingroup$ See where chloral is discussed in this earlier answer. $\endgroup$ – ron Apr 13 at 21:13