130 likes | 255 Views
4 different groups but 5 bonds bonds to P. plane of symmetry. theoretically chiral. Problem 1(3.9) Naproxen. 97% e nantiomeric e xcess (+/S isomer) or 97% o ptical p urity. Which is S isomer? What is the % of S & R in the mix?. S -R S+R. ee = 97% =. (100%).
E N D
4 different groups but 5 bonds bonds to P plane of symmetry theoretically chiral
Problem 1(3.9) Naproxen 97% enantiomeric excess (+/S isomer) or 97% optical purity Which is S isomer? What is the % of S & R in the mix? S-R S+R ee = 97% = (100%)
Ibuprofen (problem 2) S isomer is very active, R is slowly converted to S Which is R, which is S?
Problem 3 prozac - S isomer significantly more active, which is S?
(problem 4) R-ketamine is hallucinogenic S-ketamine anaesthetic Which is R, which is S?
(problem 5) Darvon 2S,3R-propoxyphen analgesic Novrad antitussive - 2R,3S Which is which?
(problem 6) Thalidimide R-sedative, anti-inflammatory, Crohn’s disease S -teratogenic, Assign R and S.
problem 1(3.9) Naproxen 97% enantiomeric excess (+/S isomer) S-R S+R ee = 97% = (100%) S 97% pure, 3% mix (S + R) 3% mix, 1.5%S + 1.5%R 97+1.5%S = 98.5%S, 1.5%R R
Ibuprofen (problem 2) R S S isomer is very active, R is slowly converted to S Which is R, which is S?
Problem 3 R prozac - S isomer significantly more active, which is S? S
R-ketamine is hallucinogenic S-ketamine anaesthetic Which is R, which is S? (problem 4) pull CO forward CH2 to back S 1 2 3 R
(problem 5) Darvon 2S,3R-propoxyphen analgesic Novrad antitussive - 2R,3S Which is which? rotate 4’s to back S R
S R (problem 6) Thalidimide R- sedative, anti-inflammatory, Crohn’s disease S -teratogenic, assign R and S.