I previously used data mining of crystal structures to explore the directing influence of substituents on aromatic and heteroaromatic rings. Here I explore, quite literally, a different angle to the hydrogen bonding interactions between a benzene ring and OH or NH groups.
Posts Tagged ‘benzene’
Exploring the electrophilic directing influence of heteroaromatic rings using crystal structure data mining.Tuesday, June 21st, 2016
This is a follow-up to the post on exploring the directing influence of (electron donating) substituents on benzene with the focus on heteroaromatic rings such indoles, pyrroles and group 16 analogues (furans, thiophenes etc).
- H.S. Rzepa, "Discovering More Chemical Concepts from 3D Chemical Information Searches of Crystal Structure Databases", Journal of Chemical Education, vol. 93, pp. 550-554, 2016. http://dx.doi.org/10.1021/acs.jchemed.5b00346
One of the delights of wandering around an undergraduate chemistry laboratory is discussing the unexpected, if not the outright impossible, with students. The >100% yield in a reaction is an example. This is sometimes encountered (albeit only briefly) when students attempt to recrystallise a product from cyclohexane, and get an abundant crop of crystals when they put their solution into an ice-bath to induce the crystallisation. Of the solvent of course! I should imagine 1000% yields are possible like this.