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Acid halides and Acid anhydrides can also be used to make esters. Write balanced equations to show how ethyl ethanoate can be made from a) and acid halide and b) an acid anhydride. iv) Briefly outline...

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Acid halides and Acid anhydrides can also be used to make esters.
Write balanced equations to show how ethyl ethanoate can be made from a) and acid halide and b) an acid anhydride.
iv) Briefly outline the advantages and disadvantages of the different methods of making esters.
d) Explain how the haloform reaction can be used to distinguish between butan-2-one and propanal. Include a reaction mechanism for any reaction which occurs. If you have photographs of the iodoform experiment you may wish to include these.
Task 2
Haloalkanes
Produce a reaction scheme, including the reaction conditions, showing the main reactions of haloalkanes and how they can be used to produce other functional groups. You do not have to include every reaction we covered in class but you should include the following:
a) Nucleophilic substitution reactions: an example of an SN1 and an SN2 including the stereochemical consequences. Mark on your reaction scheme which is SN1 and which is SN2.
b) Elimination reactions: an example of an E1 and E2 reaction. Mark on your reaction scheme which is E1 and which is E2
c) An example of a Grignard reaction including how the Grignard reagent is used.
d) Ensure you identify cleary the type of compound formed in each reaction.
Task 3 Amines and Amides
a) Write a reaction mechanism to show how propanoyl chloride is converted to propanamide using ammonia.
b)i ) Amines can be used in the manufacture of azo dyes. The intermediate is an unstable diazonium ion. Write a balanced equation to show how phenylamine can be made into the diazonium ion.
ii) Show how the diazonium ion in i) can couple with phenol to form the azo compound.
Task 4
a) Devise a reaction scheme to make ethanol from propanoic acid. Several steps may be required. For each reaction include any reagents/catalysts and reaction conditions. Can you devise more than one route.
Answered Same Day Dec 23, 2021

Solution

Robert answered on Dec 23 2021
130 Votes
Solution:TTs220113_30633_16
(ii) CH3COCl + CH3CH2OH ----------- CH3COOCH2CH3 + HCl
Ethanoic acid chloride Ethanol Ethyl ethanoate Hydrochloric acid
(CH3CO)2O + CH3CH2OH ----------- CH3COOCH2CH3 + CH3COOH
Ethanoic acid anhydride Ethanol Ethyl ethanoate Ethanoic acid
(iv) Fischer esterification:
A ca
oxylic acid is refluxed with an alcohol in the presence of catalytic amount of an inorganic
acid ( H2SO4 is commonly used)
R1COOH + R2OH ----H2SO4 (CATALYST)------- R1COOR2 + H2O
Advantage: 1.Applicable to most of the ca
oxylic acids. 2. The method is simple. 3. By-product
is water in this method--- so it is environment friendly.
Disadvantage: 1. It is a slow and reversible reaction 2. It is most suitable for primary alcohol ---
since sulfuric acid is used as a catalyst in this reaction, secondary and tertiary alcohol when
used for esterification, elimination products (alkenes) may be obtained.
An ester may also be prepared by reacting an alcohol with an acid chloride or acid anhydride:
Examples: (ii) above.
Advantage: (i) It is a non-reversible reaction and yield is high (ii) It can be ca
ied out at room
temperature (iii) Useful for esters obtained from secondary and tertiary alcohols.
Disadvantage: (i) Both acid chloride and anhydride are very hygroscopic compounds. They can
eact with moisture to produce acids. Special care must be taken to ca
y out esterification with
these reagents in moisture free condition. (ii) These reagents...
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