medchem 3 Flashcards
2 chiral centres give rise to
4 steriosimers ( rr,ss, rs, sr )
Fischer projection is most useful for molecules with
more than 2 chiral centres
diasteriosmers have
same configuration in one and opposite configuration in another. they have different physical and chemical properties ( melting, boiling, solubility). Specific angles of rotation won’t be equal and have different effects on plan of polarised light.
tartaric acid has
- three sterioisomers instead of 4
- 2 asymmetric centres w/ same substituents
- has chiral centres but is achiral ( so inactive )
Compounds that have 2 chiral centres but are achiral are called
meso compounds ( inactive and have the opposite configuration and have plane of symmetry )
thalidomide
- used to induce sleep and prevent nausea during pregnancy
- side effects: teratogen and may cause foetal abnormalities
- r- isomer: sedative properties
- s- isomer: birth defects
- Ada approved for leprosy
isomers with different bond pattern are called
consitiutional or structural
isomers with the same bond pattern
stereoisomers ; different by bond rotation about single bonds.
yes: conformational
no: configurational.