If I were to rotate the front carbon clockwise by $60^\circ$, it would become achiral. But my text book says that it's chiral. Is it that rotating an individual atom about a sigma bond changes its conformation is that why we can't rotate it?
@J_B892 threo erthyro is old nomenclature...ignore it
@Abcd it should lead through S<sub>N</sub>1 because H+ is also there, all questions I have done like this which have H+ are through SN1.
@AvnishKabaj Funny thing: I got that exact same conformation in my test. it asked "which of the following molecules is meso?" and in it one of the answers was that :P
it just indicates to us that such question are pretty useless
From Clayden (Chapter 37 Rearrangements page 976):
Intramolecular reactions (including participation of a neighbouring group) that give three-,
five-, or six-membered rings are usually faster than intermolecular reactions.
It also gives the exact same example as your question:
...
@GaurangTandon You weren't taught NGP in resonance? If that's the case, then they left an important topic.
Anyway @GaurangTandon How does his answer not answer your question? What else are you looking for? Tell me so that I can answer that as an official answer...
If I were to rotate the front carbon clockwise by $60^\circ$, it would become achiral. But my text book says that it's chiral. Is it that rotating an individual atom about a sigma bond changes its conformation is that why we can't rotate it?
