Two questions about Claisen Condensation: 1) Why is Claisen Condensation not catalytic? 2) You form the...
Two questions about Claisen Condensation:
1) Why is Claisen Condensation not catalytic?
2) You form the beta-keto ester 2 times. Add acid at the last step to form the 2nd beta-keto ester. Why?
Homework Answers
1)A reaction only occurs in a catalytic manner if one of its starting material comes back after the reaction. Here in this reaction a strong base is used to form the enolate by taking the enolizable alpha hydrogen of the ester but the base is not reproduced at any stage the end of the reaction so the reaction can not be done in catalytic manner.
2) In step 3 we see that one beta keto ester is forming but with that a strong R'-O- group is also formed which is a strong base so it will take away the enolizable hydrogen of the beta keto ester that is formed (which is more acidic as compared to the initial starting material) so we are left with enolate which can further undergo the same type of condensation so we add an acid so that we get the desired product and can avoid multi condensation.
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Two questions about Claisen Condensation:
1) Why is Claisen Condensation not catalytic?
2) You form the...
The Claisen condensation converts 2 molecules of an ester into a ?-keto ester. The reaction starts...
The Claisen condensation converts 2 molecules of an ester into a
?-keto ester. The reaction starts with the ester in an
alkoxide/alcohol solution and is worked up with acid to form the
neutral ?-keto ester product.
Please show what goes in each box!! What I put shown below are
all incorrect.
The Claisen condensation converts 2 molecules of an ester into a β-keto ester. The reaction starts with the ester in an alkoxide/alcohol solution and is worked up with acid...
The Claisen condensation converts 2 molecules of an ester into a ?-keto ester. The reaction starts...
The Claisen condensation converts 2 molecules of an ester into a
?-keto ester. The reaction starts with the ester in an
alkoxide/alcohol solution and is worked up with acid to form the
neutral ?-keto ester product.
Step 3. Draw the
ester-containing intermediate produced from step 2 and draw the
next reactant or reagent, if applicable. Add curved
arrows.
Step 4. Draw the
ester-containing intermediate produced from step 3 and draw the
next reactant or reagent, if applicable. Add curved
arrows....
The Claisen condensation converts 2 molecules of an ester into a β-keto ester. The reaction starts...
The Claisen condensation converts 2 molecules of an ester into a
β-keto ester. The reaction starts with the ester in an
alkoxide/alcohol solution and is worked up with acid to form the
neutral β-keto ester product.
BE Map. The Claisen condensation converts 2 molecules of an ester into a B-keto ester. The...
BE Map. The Claisen condensation converts 2 molecules of an ester into a B-keto ester. The reaction starts with the ester in an alkoxide/alcohol solution and is worked up with acid to form the neutral B-keto ester product. Show the curved-arrow mechanism for the Claisen condensation of ethyl ethanoate treated with ethoxide ion. :0: :0: 1. -OCH2CH/CH3CH2OH 2 2. H30* Mechanism Tutorial Step 1a. Classify step Mechanism steps can be classified into a few key processes. Knowing these key processes...
The Claisen condensation converts 2 molecules of an ester into a B-keto ester. The reaction starts...
The Claisen condensation converts 2 molecules of an ester into a B-keto ester. The reaction starts with the ester in an alkoxide/alcohol solution and is worked up with acid to form the neutral B-keto ester product. :0 O: 1. -OCH2CH3/CH3CH20H 2 2. H30 OH Show the curved-arrow mechanism for the Claisen condensation of ethyl ethanoate treated with ethoxide ion. Include all formal charges and nonbonding electrons. In each step, draw only the species that react in that step. If an...
Fill in the blanks. The base to form the enolate of the ester in a Claisen condensation must match the __________ side of the ester because of NaOH is used, _______________ occurs instead of enolate formation.
Fill in the blanks. The base to form the enolate of the ester in a Claisen condensation must match the __________ side of the ester because of NaOH is used, _______________ occurs instead of enolate formation.I think the first answer is alcohol? I'm not sure about that and what the answer is for the 2nd blank.
Choose the correct answer and explain why you choose that answer. -Page 2 4. The Claisen...
Choose the correct answer and explain why you choose that
answer.
-Page 2 4. The Claisen condensation produces which of these? a- An α-keto ester b.AB-keto ester C, A β-hydroxy ester d. A B-hydroxyaldehyde e. A B-di ketone 5. Which compound could be prepared using a Michael reaction? 0 0 o 1 CCH3 СОС2HS a. I d. IV e. v Part 2 t. The product (s) of the reaction of 2 mol of ethyl butanoate sodium ethoxide is(are) : b....
In its simplest form the Claisen condensation involves the enolate anion of an ester behaving as...
In its simplest form the Claisen condensation involves the enolate anion of an ester behaving as a nucleophile towards a neutral molecule of the same ester. Illustrate the mechanism of the reaction using ethyl acetate, CH3CO2CH2CH3, as the ester. [5 marks] (b) What base would you use in the reaction ? Explain your choice. [2 marks] Name and give the formula of a reagent that you could use to convert benzyl alcohol, C6H5CH2OH, into benzaldehyde, C6H5CHO. In the carbonyl group,...
2. Consider the following esters. (a) Two of these esters are converted to B-keto esters in...
2. Consider the following esters. (a) Two of these esters are converted to B-keto esters in good yield on treatment with sodium ethoxide and subsequent acidification of the reaction mixture. Which two? Write the structure of the Claisen condensation product for each one. (2) (b) One ester is capable of being converted to a B-keto ester on treatment with sodium ethoxide, but the amount of B-keto ester that can be isolated after acidification of the reaction mixture is quite small....
synthesis show how the immune could be prepared from benzene propanoic acid and dimethylamine. More than...
synthesis show how the immune could be prepared from benzene
propanoic acid and dimethylamine. More than one synthetic
transformation will be necessary
give all possible structures of the product C 10 H 1203 form
by intermolecular placing condensation of the keto Ester shown
below
ps * Bookmarks Gmail YouTube Maps Ch15: Oxidation o. 5. Synthesis: Show how the amine could be prepared from benzene, propanoic acid and dimethyl amine. More than one synthetic transformation will be necessary. You have unlimited...
The Claisen condensation converts 2 molecules of an ester into a
?-keto ester. The reaction starts with the ester in an
alkoxide/alcohol solution and is worked up with acid to form the
neutral ?-keto ester product.
Please show what goes in each box!! What I put shown below are
all incorrect.
The Claisen condensation converts 2 molecules of an ester into a β-keto ester. The reaction starts with the ester in an alkoxide/alcohol solution and is worked up with acid...
The Claisen condensation converts 2 molecules of an ester into a
?-keto ester. The reaction starts with the ester in an
alkoxide/alcohol solution and is worked up with acid to form the
neutral ?-keto ester product.
Step 3. Draw the
ester-containing intermediate produced from step 2 and draw the
next reactant or reagent, if applicable. Add curved
arrows.
Step 4. Draw the
ester-containing intermediate produced from step 3 and draw the
next reactant or reagent, if applicable. Add curved
arrows....
The Claisen condensation converts 2 molecules of an ester into a
β-keto ester. The reaction starts with the ester in an
alkoxide/alcohol solution and is worked up with acid to form the
neutral β-keto ester product.
BE Map. The Claisen condensation converts 2 molecules of an ester into a B-keto ester. The reaction starts with the ester in an alkoxide/alcohol solution and is worked up with acid to form the neutral B-keto ester product. Show the curved-arrow mechanism for the Claisen condensation of ethyl ethanoate treated with ethoxide ion. :0: :0: 1. -OCH2CH/CH3CH2OH 2 2. H30* Mechanism Tutorial Step 1a. Classify step Mechanism steps can be classified into a few key processes. Knowing these key processes...
The Claisen condensation converts 2 molecules of an ester into a B-keto ester. The reaction starts with the ester in an alkoxide/alcohol solution and is worked up with acid to form the neutral B-keto ester product. :0 O: 1. -OCH2CH3/CH3CH20H 2 2. H30 OH Show the curved-arrow mechanism for the Claisen condensation of ethyl ethanoate treated with ethoxide ion. Include all formal charges and nonbonding electrons. In each step, draw only the species that react in that step. If an...
Choose the correct answer and explain why you choose that
answer.
-Page 2 4. The Claisen condensation produces which of these? a- An α-keto ester b.AB-keto ester C, A β-hydroxy ester d. A B-hydroxyaldehyde e. A B-di ketone 5. Which compound could be prepared using a Michael reaction? 0 0 o 1 CCH3 СОС2HS a. I d. IV e. v Part 2 t. The product (s) of the reaction of 2 mol of ethyl butanoate sodium ethoxide is(are) : b....
2. Consider the following esters. (a) Two of these esters are converted to B-keto esters in good yield on treatment with sodium ethoxide and subsequent acidification of the reaction mixture. Which two? Write the structure of the Claisen condensation product for each one. (2) (b) One ester is capable of being converted to a B-keto ester on treatment with sodium ethoxide, but the amount of B-keto ester that can be isolated after acidification of the reaction mixture is quite small....
synthesis show how the immune could be prepared from benzene
propanoic acid and dimethylamine. More than one synthetic
transformation will be necessary
give all possible structures of the product C 10 H 1203 form
by intermolecular placing condensation of the keto Ester shown
below
ps * Bookmarks Gmail YouTube Maps Ch15: Oxidation o. 5. Synthesis: Show how the amine could be prepared from benzene, propanoic acid and dimethyl amine. More than one synthetic transformation will be necessary. You have unlimited...
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