medchem 6

Question 1

no optical rotation observed in

Answer 1

racemic mixtures

Question 2

in planer achiral carbonation, the addition of a nucleophile can occur in

Answer 2

• either direction
• it won’t have any preference
• 50% will have inversion of configuration and 50% retention of configuration

Question 3

loss of chirlaty occurs via

Answer 3

sn1 bc of the formation of the racemic mixture

Question 4

methyl chloride can react in sn2 w nucleophilic

Answer 4

nitrogen in guanine

Question 4

orga-halogens drugs have usually 2 electrophilic positions and can react w

Answer 4

guanine on one side ( intrastrand )of the dna , halides replaced by nitrogen on the same side of the dna strand, masks the portion of the dna interrupts the dna function

Question 5

orga-halogens drugs have usually 2 electrophilic positions and can react in inter strand and

Answer 5

• halides replaced by nitrogen on different sides of the dna strand
• dna can’t unravel during replication due to the crosslink fromed

Question 6

methylation is too — and is involved in — reaction by the transfer of — from an elctrophilic donor nucleophile

Answer 6

• toxic
• sn2
• ch3 group
• reagent used: ch3cl

Question 7

SAM aka s-adenosylmethionnie is a

Answer 7

-elctrophilic donor contains +ve chqarged sulfer w/ ch3 group
- when nucleophile attacks SAM it will become SAH and the leaving group is SAM ( aka nuclophile-ch3)

Question 8

biosythesis of adrenaline

Answer 8

• nucleophilic nitrogen of the starting material norepinephrine attacks the elctrophilic methyl carbon of the methylating agent SAM in sn2
• displacing the leaving group SAM with the product of the reaction is adrenaline( nh2-ch3) + SAH
• In effect SAM is biological equivalent to ch3cl