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Task 3 C and D I will do thankyou - Task 1 LO 3.1 Acidity of Carbonyl Compounds a) Find Ka values for and order the following componds in order of acidity, most acidic first. i) Ethanol ii) propanone...

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Task 3 C and D I will do thankyou - Task 1 LO 3.1 Acidity of Carbonyl Compounds a) Find Ka values for and order the following componds in order of acidity, most acidic first. i) Ethanol ii) propanone (acetone) iii) ethyl ethanoat
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Task 1 LO 3.1 Acidity of Carbonyl Compounds a) Find Ka values for and order the following componds in order of acidity, most acidic first. i) Ethanol ii) propanone (acetone) iii) ethyl ethanoate iv) ethylacetoacetate. b) Draw the structures and identify the a carbons where appropriate. c) Draw the enol form of the compounds in a) which can have an enol form, and use this and the Ka values to explain the difference in acidity. Task 2 LO 3.1 Enols and Enolate Ions a) Draw the structures of 2 very stable enols, at least one of which should show Intra molecular hydrogen bonding. b) Halogenation reactions of carbonyl compounds can take place in acid or base. Draw reaction mechanisms for the following reactions. i) The reaction of propanone with bromine in the presence of a base. (include the intermediate enolate ion). ii) The reaction of propanal with bromine in the presence of an acid. (Include the enol intermediate step). Task 3 LO 3.1 Aldol Condensations a) Butanal can undergo an aldol addition reaction with itself in the presence of a base. Write a reaction mechanism to show this. b) In the presence of acid and heat the hydroxyl aldehyde produced can dehydrate. Draw the structure of this product. c) A crossed condensation reaction is much more useful as a synthetic route when one of the reactants does not have an a hydrogen. You carried out this type of reaction in class. Write a laboratory report including, a theory section, for the aldol condensation you carried out. You may wish to include any photographs you have taken. d) Critically evaluate the experiment you carried out. Task 4 LO 3.2 Condensation Reactions of Ester Enolate Ions. a) Esters with a hydrogens can undergo Claisen condensations. Give an example of a Claisen ester condensation, including the reaction conditions and choice of base. b) Malonic ester synthesis is a useful route for making carboxylic acids with different alkyl groups. Write a reaction mechanism including the...

Answered Same Day Dec 22, 2021

Solution

David answered on Dec 22 2021
126 Votes
Task 1 LO 3.1

Acidity of Ca
onyl Compounds

a) Find Ka values for and order the following compounds in order of acidity, most acidic first.

i) Ethanol ii) propanone (acetone) iii) ethyl ethanoate iv) ethylacetoacetate.

Answer

Ka of ethanol= 10-16
Ka of acetone= 10-19
Ka of ethylethanoate =10-23
Ka value of ethylaetoacteate= 10-9

Order of acidity
Ethylacetoacetate > ethanol >acetone >ethylethanoate

Acidity s proportional to Ka values.

) Draw the structures and identify the α ca
ons where appropriate.

Answer:
ï‚· Represents alpha C atoms
acetone
ethanol
ethylacetate
*
ethyl acetoacetate
*
*
*
*

c) Draw the enol form of the compounds in a) which can have an enol form, and use this and
the Ka values to explain the difference in acidity.

Answer:
Acetone and ethyl acetoacetate can have enol form.
They are given below.
ACETONE ENOL FORM

ethylacetoacetate
enol form


Task 2 LO 3.1

Enols and Enolate Ions

a) Draw the structures of 2 very stable enols, at least one of which should show Intra
molecular hydrogen bonding.

a) ethyl acetoacetate form a stable enol. There is intra molecular H bonding here. The
structure shown below.
ethylacetoacetate
enol form

) Another stable enol is given below.


) Halogenation reactions of ca
onyl compounds can take place in acid or base. Draw
eaction mechanisms for the following reactions.

i) The reaction of propanone with
omine in the presence of a base. (include the
intermediate enolate ion).
Bromination of propanone
Step 1 Abstraction of proton to form an enolate
enolate
Step 2 Displacement of Br- from Br2 by enolate

ii) The reaction of propanal with
omine in the...
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