1answer.
Ask question
Login Signup
Ask question
All categories
  • English
  • Mathematics
  • Social Studies
  • Business
  • History
  • Health
  • Geography
  • Biology
  • Physics
  • Chemistry
  • Computers and Technology
  • Arts
  • World Languages
  • Spanish
  • French
  • German
  • Advanced Placement (AP)
  • SAT
  • Medicine
  • Law
  • Engineering
ryzh [129]
3 years ago
12

Two steps in a synthesis of the analgesic ibuprofen include a carbonyl condensation reaction, followed by an alkylation reaction

. identify intermediates a and b in the synthesis of ibuprofen.

Chemistry
2 answers:
svetlana [45]3 years ago
5 0

The intermediate a is \boxed{{\text{diethyl 2 - }}\left( {{\text{4 - isobutylphenyl}}} \right){\text{malonate}}}.

The intermediate b is \boxed{{\text{diethyl 2 - }}\left( {{\text{4 - isobutylphenyl}}} \right){\text{ - 2 - methylmalonate}}}.

Further explanation:

Carbonyl condensation reaction is the reaction between two carbonyl-containing reactants, one of which must possess an alpha hydrogen atom. The reaction involves the removal of an alpha hydrogen atom by a base. The enolate anion formed from this removal attacks the carbonyl carbon of the second molecule.The result is the formation of a new carbon-carbon bond between the carbonyl carbon atom of one molecule and the alpha-carbon atom of another carbonyl molecule.

Alkylation is defined as the transfer of an alkyl group from one molecule to another. The alkyl group can be transferred in the form of alkyl carbocation, a free radical, a carbanion or a carbene. An alkyl group can be added to benzene molecule by an electrophile aromatic substitution reaction called the Friedel‐Crafts alkylation reaction.

Ibuprofen is the derivative of propionic acid in which one hydrogen atom at position 2 is substituted by a 4-(2-methylpropyl) phenyl group.

Synthesis of ibuprofen form carbonyl condensation and alkylation reaction is as follows:

1. Ibuprofen is synthesized by reacting ethyl 2-(4-isobutylphenyl) acetate with base and diethyl carbonate. In this, the base reacts with the acidic proton to form enolate anion.The enolate anion reacts with diethyl carbonate to generate an intermediate diethyl 2-(4-isobutylphenyl) malonate. This step is the carbonyl condensation reaction.

2. The intermediate 2-(4-isobutylphenyl) malonate reacts with base again and forms enolate. The enolate with treatment with methyl iodide produces an intermediate diethyl 2-(4-isobutylphenyl)-2-methylmalonatediethyl. This step is an alkylation reaction.

3. The second intermediate diethyl 2-(4-isobutylphenyl)-2-methylmalonate on hydrolysis give ibuprofen.

Hence, the intermediate a is diethyl 2-(4-isobutylphenyl) malonate and the intermediate b is diethyl 2-(4-isobutylphenyl)-2-methylmalonate. The synthesis of ibuprofen is shown in the image attached.

Learn more:

1. Calculate number of solutes brainly.com/question/8054051.

2. How many moles of Cl are there in 8 moles of CCl4 brainly.com/question/2094744

Answer details:

Grade: Senior school

Subject: Chemistry

Chapter: Chemical reactions

Keywords: Carbonyl condensation, Alkylation, Friedel‐Crafts alkylation reaction, Ibuprofen, ethyl2-(4-isobutylphenyl) acetate, diethyl 2-(4-isobutylphenyl) malonate and diethyl 2-(4-isobutylphenyl)-2-methylmalonate.

Tresset [83]3 years ago
4 0
Ibuprofen is synthesized by reacting ethyl 2-(4-isobutylphenyl)acetate with base, the base abstracts the acidic proton and enolate is formed which on reaction with diethyl carbonate generates diethyl 2-(4-isobutylphenyl)malonate (A). diethyl 2-(4-isobutylphenyl)malonate on treatment with Base again looses the acidic proton and forms enolate. The enolate with treatment with Methyl Iodide yields diethyl 2-(4-isobutylphenyl)-2-methylmalonate (B). diethyl 2-(4-isobutylphenyl)-2-methylmalonate on hydrolysis give Ibuprofen.

You might be interested in
What is the missing number in the sequence 3,5,9,_,15,23,33
balu736 [363]

Answer:

In every sequence even numbers are added in order.

3, 5, 9, 15, 23, 33

6 0
3 years ago
Read 2 more answers
When studying atoms, scientists can ignore the
vekshin1

When studying atoms, scientists can ignore <u>the Gravitational</u> force between charged particles that make up  the atoms because it is many millions of times smaller than other forces in the atom.

Explanation:

Scientists can ignore the gravitational force because the gravitational force is considered to be negligible as compared to the other forces due to its smaller value.We all know that the gravitational force is directly proportional to the mass of an object which  result in  a small force value.When the value of this small force is compared to the value of the electrical force between protons and electrons in atoms the we can say that the electrical force is million times stronger than the gravitational force

Thus we can say that scientists can ignore <u>the Gravitational</u> force between charged particles that make up  the atoms because it is many millions of times smaller than other forces in the atom.

3 0
3 years ago
Which of the following Period 4 elements has the most metallic characteristics?
stealth61 [152]
The scale of most metal characteristics goes from the bottom left-hand corner.

The least metallic is the top right-hand.

So then that means that

Calcium-YES, second column
Germanium-No, to far, in the middle
Arsenic-Non-metal,
Bromine, same for this

Calcium
8 0
3 years ago
Read 2 more answers
A balanced chemical equation must have the same number of which of these on both sides of the equation?
andrew11 [14]
A balanced equation must have the same number of atoms on the both sides of equation.
4 0
3 years ago
Which of the following is an example of convection?
Dovator [93]

Answer:

<h3>C. hot air rising and cooler air failing. </h3>

Explanation:

<h3>Please mark my answer as a brainliest. That is the correct answer. ❤❤❤❤</h3>
3 0
3 years ago
Other questions:
  • Did I get the answer correct, and could someone possibly explain?
    14·1 answer
  • An alarm clock is placed in a sealed container without any air. Describe what you will observe concerning the mechanical waves a
    8·1 answer
  • How many electrons does a single hydrogen gain or lose in the following reaction? H 2 + O 2 → H 2 O
    14·2 answers
  • How did I get the sand out the mixture ?
    12·2 answers
  • As the heart contracts, oxygenated blood is pumped from the left atrium to the left ventricle through which valve?
    12·1 answer
  • A student completed a lab report. Which correctly describes the difference between the “Question” and “Hypothesis” sections of h
    6·2 answers
  • What is an orbital? This is the question.
    10·1 answer
  • Which statements describing chemical and nuclear reactions are true?
    5·1 answer
  • What is co-wolent bond?<br><br>​
    15·1 answer
  • Please answer this question​
    12·2 answers
Add answer
Login
Not registered? Fast signup
Signup
Login Signup
Ask question!