Problem: Select the keyword or phrase that will best complete each sentence. Key terms:addition        a base removes        weaker        enol        keto        thermodynamic        stronger        an acid adds        acyl substitution        kineticThe tautomer _______ has a C=O and an additional C-H bond.In comparing two enolates, the one with more substituents around the C=C double bond is lower in energy and is called the  _______ enolate. When a base is added to a carbonyl without an electronegative atom (as with aldehydes and ketones), an enolate is formed. This enolate undergoes nucleophilic  _______. The formation of an enolate is an acid-base equilibrium, so the  _______  the base, the more enolate that forms.A  _______ enolate is formed with a strong, nonnucleophilic base in a polar aprotic solvent at low temperatures.Nucleophilic  _______ occurs when there is an electronegative atom on the carbonyl carbon (as with carboxylic acids and their derivatives).The  _______  tautomer has an O-H group bonded to a C=C.Enolates are formed when  _______ a proton on the α carbon to a carbonyl group.In comparing two enolates, the one that is formed more rapidly is called the  _______ enolate.

FREE Expert Solution

1) The tautomer keto has a C=O and an additional C-H bond.

2) In comparing two enolates, the one with more substituents around the C=C double bond is lower in energy and is called the thermodynamic enolate. 

3) When a base is added to a carbonyl without an electronegative atom (as with aldehydes and ketones), an enolate is formed. This enolate undergoes nucleophilic  Addition

4) The formation of an enolate is an acid-base equilibrium, so the stronger the base, the more enolate that forms.

5) A  weaker enolate is formed with a strong, nonnucleophilic base in a polar aprotic solvent at low temperatures.


View Complete Written Solution
Problem Details

Select the keyword or phrase that will best complete each sentence. 

Key terms:

addition        a base removes        weaker        enol        keto        thermodynamic        

stronger        an acid adds        acyl substitution        kinetic


The tautomer _______ has a C=O and an additional C-H bond.

In comparing two enolates, the one with more substituents around the C=C double bond is lower in energy and is called the  _______ enolate. 

When a base is added to a carbonyl without an electronegative atom (as with aldehydes and ketones), an enolate is formed. This enolate undergoes nucleophilic  _______. 

The formation of an enolate is an acid-base equilibrium, so the  _______  the base, the more enolate that forms.

A  _______ enolate is formed with a strong, nonnucleophilic base in a polar aprotic solvent at low temperatures.

Nucleophilic  _______ occurs when there is an electronegative atom on the carbonyl carbon (as with carboxylic acids and their derivatives).

The  _______  tautomer has an O-H group bonded to a C=C.

Enolates are formed when  _______ a proton on the α carbon to a carbonyl group.

In comparing two enolates, the one that is formed more rapidly is called the  _______ enolate.


Frequently Asked Questions

What scientific concept do you need to know in order to solve this problem?

Our tutors have indicated that to solve this problem you will need to apply the Enolate concept. You can view video lessons to learn Enolate. Or if you need more Enolate practice, you can also practice Enolate practice problems.