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Chapter 9: Q56 E-b (page 286)

Which of the following bases could be used to deprotonate 1-butyne?

(b)

Short Answer

Expert verified

The base of sodium methylsulfphonylmethylide will deprotonate 1- butyne.

Step by step solution

01

Dimethyl sulfoxide

Dimethyl sulfoxide is also called DMSO. It is an organometallic compound its chemical formula is (CH3)2SO. It is used as an organic solvent in the synthesis of various compounds. It is a polar aprotic solvent and it is a colourless liquid. It has a higher boiling point and lower melting point.

02

Structure of DMSO and its applications

The structure of DMSO is:

Dimethyl sulfoxide has various applications such as:

  • It is most commonly used in medicines. In analgesics, the use of DMSO is very frequent due to its property to act as an anti-inflammatory and it also act as an antioxidant.
  • It is also used in many chain reactions and also used in DNA templates.
03

Explanation

As we know that a base will be able to deprotonate any other acid or not it totally depends on the value of conjugate acid of that base. If the value of conjugate acid of that base will be higher it will be a weak acid and the base of that conjugate acid will be able to deprotonate any other acid.

In the case of sodium methylsulfphonylmethylide, it is conjugate acid is dimethyl sulfoxide whose value is 35 which is higher than the value of 1- butyne i.e. value = 15.

Hence, sodium methylsulfphonylmethylide will deprotonate 1- butyne.

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Most popular questions from this chapter

Question: Each of the following syntheses requires more than one step. How

would you carry them out?

(a)

b)

What alkynes would you start with to prepare the following ketones?

Question:Using any alkyne needed, how would you prepare the following alkenes?

(c) 3-Methyl-1-pentene

How would you carry out the following conversions? More than one

step is needed in each case.

Using any alkyne needed, how would you prepare the following alkenes?

(a) trans-2-Octene

See all solutions

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