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This question is about making a diester from cyclohexanol - AQA - A-Level Chemistry - Question 8 - 2021 - Paper 2

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This question is about making a diester from cyclohexanol. Step 1 Step 2 Step 3 Step 4 --- 08.1 State the type of reaction in step 1. Give the name of the reag... show full transcript

Worked Solution & Example Answer:This question is about making a diester from cyclohexanol - AQA - A-Level Chemistry - Question 8 - 2021 - Paper 2

Step 1

State the type of reaction in step 1.

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Answer

The type of reaction in step 1 is dehydration, specifically an elimination reaction where water is removed from cyclohexanol.

Step 2

Give the name of the reagent needed for step 1.

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Answer

The reagent needed for step 1 is concentrated sulfuric acid (H₂SO₄).

Step 3

State the reagents needed and give equations for step 2 and step 3.

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Answer

For step 2, the reagent needed is sodium hydroxide (NaOH). The equation for step 2 is:

extCyclohexene+NaOHextproduct ext{Cyclohexene + NaOH} \rightarrow ext{product}

For step 3, the reagent needed is ethanedioyl dichloride (ClCOCOCl). The equation for step 3 is:

extCyclohexane1,2diol+ClCOCOClextdiester ext{Cyclohexane-1,2-diol + ClCOCOCl} \rightarrow ext{diester}

Step 4

Give the name of the mechanism for this reaction.

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Answer

The mechanism for this reaction is nucleophilic addition-elimination.

Step 5

Complete the mechanism to show the formation of one ester link in the first step of this reaction.

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Answer

The mechanism involves the nucleophilic attack of the hydroxyl (-OH) group of cyclohexane-1,2-diol on the carbonyl carbon of ethanedioyl dichloride that leads to the formation of a tetrahedral intermediate, followed by elimination of HCl to form one ester link.

Step 6

Suggest why chemists usually aim to design production methods with fewer steps.

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Answer

Fewer steps in production methods are preferred because they reduce production time and costs, leading to higher efficiency in manufacturing processes.

Step 7

Suggest why chemists usually aim to design production methods with a high percentage atom economy.

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Answer

A high percentage atom economy is desirable as it minimizes waste and maximizes the use of reactants, thus making the process more sustainable and environmentally friendly.

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