Question

TA: ______________________________ 1) The iodoform test (NaOH, I2-KI) converts a methyl ketone (RCOCH3) to a triiodomethyl ketone (RCOCI3). The -CI3 group can then act as a leaving group to form iodoform CHI3. a) Suggest a mechanism for the conversion of RCOCH3 to RCOCI3. (Hint: What happens to a ketone in base?) b) Would the formation of ROCI3 work as well if the catalyst were HI? Yes or No? (Circle one) c) Describe how you came to your conclusion.

          TA: ______________________________
1) The iodoform test (NaOH, I2-KI) converts a methyl ketone (RCOCH3) to a triiodomethyl ketone (RCOCI3). The -CI3 group can then act as a leaving group to form iodoform CHI3.
a) Suggest a mechanism for the conversion of RCOCH3 to RCOCI3. (Hint: What happens to a ketone in base?)
b) Would the formation of ROCI3 work as well if the catalyst were HI?
Yes or No? (Circle one)
c) Describe how you came to your conclusion.

TA:
1) The iodoform test (NaOH, I2-KI) converts a methyl ketone (RCOCH3) to a triiodomethyl ketone (RCOCI3). The -CI3 group can then act as a leaving group to form iodoform CHI3.
a) Suggest a mechanism for the conversion of RCOCH3 to RCOCI3. (Hint: What happens to a ketone in base?)
b) Would the formation of ROCI3 work as well if the catalyst were HI?
Yes or No? (Circle one)
c) Describe how you came to your conclusion.

Added by Gregory H.

Chemistry: Structure and Properties

Nivaldo Tro 2nd Edition

Instant Answer

Solved by Expert Adi S

07/18/2023

Step 1

The ketone reacts with the hydroxide ion (OH-) from NaOH, which acts as a base. The oxygen in the ketone is protonated, forming an alkoxide ion (ROCOCH2O-). Show more…

Show all steps

Thanks for your feedback!

The iodoform test (NaOH, I2-KI) converts a methyl ketone (RCOCH3) to a triiodomethyl ketone (RCOCI3). The -CI3 group can then act as a leaving group to form iodoform CHI3. a) Suggest a mechanism for the conversion of RCOCH3 to RCOCI3. (Hint: What happens to a ketone in base?) b) Would the formation of ROCI3 work as well if the catalyst were HI? Yes or No? (Circle one) c) Describe how you came to your conclusion.