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Chapter 12: Q37E (page 354)

Identify all the acidic hydrogens (pKa<25) in the following molecules:

Short Answer

Expert verified

Acidic hydrogens in (a)

Acidic hydrogens in (b)

Acidic hydrogens in (c)

Acidic hydrogens in (d)

Acidic hydrogen in (e)

Acidic hydrogen in (f)

Step by step solution

01

Step 1(a): Acidic hydrogen in molecule (a)

Acidic hydrogens are those which are attached to the 伪-carbon that has electron withdrawing group or bonded to the electronegative atom.

The electron withdrawing group and acidic 伪-hydrogens in the given compound are shown below,

The acidic hydrogens in the compound shown below are bold,

Acidic hydrogens in (a)

02

Step 2(b): Acidic hydrogen in molecule (b)

The electron withdrawing group and acidic 伪-hydrogens in the given compound are shown below,

The acidic hydrogen in the compound shown below are bold,

Acidic hydrogens in (b)

03

Step 3(c): Acidic hydrogen in molecule (c)

The electron withdrawing group and acidic 伪-hydrogens in the given compound are shown below,

The acidic hydrogen in the compound shown below are bold,

Acidic hydrogens in (c)

04

Step 4(d): Acidic hydrogen in molecule (d)

The electron withdrawing group and 伪-hydrogens in the given compound are shown below,

The acidic hydrogen in the compound shown below are bold,

Acidic hydrogens in (d)

05

Step 5(e): Acidic hydrogen in molecule (e)

The electron withdrawing group and acidic 伪-hydrogens in the given compound are shown below,

The acidic hydrogen in the compound shown below are bold,

Acidic hydrogen in (e)

06

Step 6(f): Acidic hydrogen in molecule (f)

The electron withdrawing group and acidic 伪-hydrogens in the given compound are shown below,

The acidic hydrogen in the compound shown below are bold,

Acidic hydrogen in (f)

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Most popular questions from this chapter

In light of the nitrogen rule mentioned in Problem 12-17, what is themolecular formula of pyridine, M+=79?

Assume that you are carrying out the dehydration of 1-methyl cyclohexanol to yield 1-methyl cyclohexene. How could you use infrared spectroscopy to determine when the reaction is complete?

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Assign Cahn鈥揑ngold鈥揚relog rankings to the following sets of substituents

a.鈭�CH=CH2,鈭�CH(CH3)2,鈭�C(CH3)3,鈭�CH2CH3

b.鈭�CO2CH3,鈭�COCH3,鈭�CH2OCH3,鈭�CH2CH3

c.鈭�CO2CH3,鈭�COCH3,鈭�CH2OCH3,鈭�CH2CH3

d.鈭�CO2CH3,鈭�COCH3,鈭�CH2OCH3,鈭�CH2CH3,鈭�CO2CH3,鈭�COCH3,鈭�CH2OCH3,鈭�CH2CH3
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