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Chapter 9: Q9-9P c (page 276)

The pkaof acetone, CH3COCH3, is 19.3. Which of the following bases is strong enough to deprotonate acetone?

(c) NaHCO3(pkaof H2CO36.4)

Short Answer

Expert verified

Answer:

Not strong enough to deprotonate acetone due to less pkathen acetone.

Step by step solution

01

pka of acetone

pkais a number that describes the acidity of the molecule. Lower the value of pka stronger will be acidic and easily donate a proton and higher the value of pkaweaker will be the acid and stronger will be the conjugate base.

Acetone has high value of pkathen NaHCO3

02

pka of NaHCO3

pkaof NaHCO3is less than acetone, so that NaHCO3is the strong acid and the weak conjugate base than acetone due to weak conjugate base NaHCO3 not able to deprotonate the acetone.

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Most popular questions from this chapter

Question: Identify the reagents a鈥揷 in the following scheme:

How would you prepare the following carbonyl compounds starting from an alkyne (reddish-brown Br)?

b.

How would you prepare cis-2-butene starting from propyne, an alkyl halide, and any other reagents needed? This problem can鈥檛 be worked in a single step. You鈥檒l have to carry out more than one reaction.

The of acetone, pkaof acetone, CH3COCH3is 19.3. Which of the following bases is strong enough to deprotonate acetone?

(a)KOH (pkaof H2O 15.7)

What alkyne would you start with to prepare each of the following compounds by a hydroboration鈥搊xidation reaction?
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