Lab 7: Alkyl Halides By Substitution And NaI+AgNO3

Question 1

NaI test:

Answer 1

• SN2
• 1>2»3
• in acetone
• Na not a strong enough base to dissociate thus, I attacks at same time Halogen leaves
• • test: precipitates

Question 2

AgNo3 test:

Answer 2

• SN1
• 3>2»1
• Ag is a strong enough Lewis acid to dissociate
• ethanol

-+ test: alkyl chloride= white precipitate
Alkyl bromide= yellow precipitate

Question 3

Reflux

Answer 3

State of boiling liquid whose vapors are continually returned by condensation, typically used to hold reactions at the boiling point of the solvent for extended periods of time without evaporation

Question 4

Wash the organic layer with sodium bicarbonate

Answer 4

• to neutralize HCl
• created CO2 gas build up so caution is needed

-OH not good because not a strong enough acid to prevent elimination products

Question 5

E1 competes with SN1

Answer 5

E1 is reversible: markovnikov addition of HCl to Allene regenerated carbonation intermediate

SN1 irreversible: since the addition of chloride to carbocation is irreversible, E1 doesn’t interfere with SN1