Confguration Flashcards
Enantiomers
Non-superimposable mirror images
D/- compounds
Rotate polarised light clockwise
L/+ compounds
Rotate polarised light anti-clockwise
If a compound has n chiral centres how many stereoisomers does it have
2^n
Steric strain
Interpenetration of van der Waal’s forces of substituants
Chiral resolving agents for molecules containing basic group
Chiral carboxylic acid which forms diastereomeric salt
Chiral resolving agents for neutral molecules with reactive group
Aldehydes/ketones = diols/hydrazones
Alcohols = phthalic anhydrides
Chiral resolving agents for carboxylic acids
Chiral base
Trans decalins
Structurally rigid and can’t flip
Inductive effect
Neighbouring groups/atoms can push/pull electrons in sigma bonds towards/away from them causing a dipole in the C-X bond
Mesomeric effect
Donation/withdrawal of electrons via pi-bonds causing polarisation of C-X bond
Sn2 only
Methyl and primary alkyl halides
Secondary alkyl halides
Sn2 if not too sterically hindered
Tertiary alkyl halides
Sn1
Burgi-Dunitz trajectory
107 degrees