Sprout
Bluelight Crew
Get you. So even although intuitively it looks all exposed there on the 4- position, the Fluorine is so enthralled with all those electrons from the one-and-a-half bonds in the ring (you didn't seriously think they were really neatly-alternating single and double bonds, did you?) it knows which side its bread is buttered, so to speak, and isn't so likely to be persuaded to go swanning off as might a heavier halogen?
That figures.
It also makes diclazepam a tad more off-putting, knowing that a -Cl on the ring is more likely to come adrift and wreak its own brand of halogen havoc than an -F.
Oh, yeah, and when a scientist describes a mechanism of destruction as "beautiful", they don't usually mean from the point of view of whatever is on the receiving end of it .....
On the molecular level it is far from exposed, simply we use a 2-D skeletal representation of a 3-dimensional structure held in place by the opposing charges of the nuclei. The electrons are the ultimate atomic currency - supply and demand in negatively charged species donating their excess to the positively charged species and tying up all their potential energy in the bonds they form.
In the aromatic ring the 3-D nature is the most significant - the electrons aren't bound by typical pairing, rather they rise above the carbon cage and form a cloud of charge density in the Pi orbital and are held in a delocalised arrangement which is much more energetically stable.
Tacking the incredibly dense covalency of a C-F bond at a locale very few molecules can get within an atomic mile of renders it a permanent addition.
Eh, Cl- is much less energetic and reactive than F- due to the relative charge (-1) being mitigated by the massive increase in the atomic radius (35.5ish g/mol), a dense concentration of electrostatic interaction reacts much more readily than that of the electrons being distant from the protons. Besides, your cellular integrity relies on the movement of Chloride ions across chemogradients and its downstream electrochemical chain reaction (Na2+, K+ channel pumps).
Surely that relies on the afflicted not being a scientist, right? I love the elegant simplicity of chucking a metabolic hand grenade right into the nuclear reactor core under the guise of it being the enriched Uranium of an ever so slightly different shade to that which you chuck in day in, day out.
