Suzuki

Question 1

General Procedure:
- add reactants and … system with … –> have condenser with septum and balloon on .., needle should touch …
- reflux with N2 balloon for 1 hr
- cool to room T, add …, and stir
- extract with … 2x, as well as with …, and …
- add … and Na2SO4 to organic extract. Swirl for 10 min
- filter through … bed and …
- add … to crude solid and warm to dissolve crystals. Allow it to recrystallize and vacuum filter. Wash with cold hexane
obtain MP, IR, and NMR

Answer 1

flush; nitrogen; side arm; bottom of flask; water; ethyl acetate; Na2CO3; brine; activated charcoal; celite; rot. evap; hexane

Question 2

anaerobic conditions required bc O2 …, preventing a rxn from occurring

Answer 2

oxidizes Pd catalyst

Question 3

PPh3 …

Answer 3

activates catalyst

Question 4

Na2CO3 activates the … and kicks out the …

Answer 4

boronic acid; halide

Question 5

Na2CO3 used in extraction is meant to

Answer 5

neutralize boronic acid

Question 6

brine is …, which takes out …

Answer 6

saturated NaCl; traces of water

Question 7

activated charcoal gets rid of

Answer 7

unwanted color

Question 8

celite gets rid of

Answer 8

charcoal

Question 9

the recrystallization process gets rid of

Answer 9

triphenyl oxide

Question 10

diethyl ether

Answer 10

clarifies the solution

Question 11

e- withdrawing group is on …, e- releasing group is on …

Answer 11

aryl halide; boronic acid

Question 12

ligand here is

Answer 12

PPh3

Question 13

PPh3 … active catalyst and helps with … and …

Answer 13

stabilizes; oxidative addition; reductive elimination

Question 14

e- withdrawing group on aryl halide facilitates the

Answer 14

rate limiting oxidative addition step

Question 15

n-PrOH is the

Answer 15

solvent

Question 16

activated charcoal also helps to get rid of excess

Answer 16

Pd

Question 17

(toxicity) aryl halide: … and … irritation

Answer 17

skin; eye

Question 18

(toxicity) aryl boronic acid: … sensitization; … nad … irritation

Answer 18

respiratory; skin; eye

Question 19

(toxicity) n-propanol: … and skin …, eye …

Answer 19

skin corrosion; sensitization; daage

Question 20

(toxicity) palladium acetate: …, serious ..

Answer 20

.skin corrosion; eye damage

Question 21

(toxicity) triphenylphosphine: … and … irritation, skin sensitization, respiratory sensitation

Answer 21

skin; eye

Question 22

(toxicity) sodium carbonate: … and … irritation

Answer 22

skin; eye

Question 23

(toxicity) ethyl acetate: … and … irritation, skin sensitissation

Answer 23

skin; eye

Question 24

(toxicity) diethyl ether: acute toxicity, … and … irritation; skin sensitization

Answer 24

skin; eye