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12 grade chemistry others

How will you bring about the following conversions in not more than two steps?

1. Propanone to Propene

2. Benzoic acid to Benzaldehyde

3. Ethanol to 3-Hydroxybutanal

4. Benzene to m-Nitroacetophenone

5. Benzaldehyde to Benzophenone

6. Bromobenzene to 1-Phenylethanol

7. Benzaldehyde to 3-Phenylpropan-1-ol

8. Benzaldehyde to α - Hydroxyphenylacetic acid

9. Benzoic acid to m-Nitrobenzyl alcohol

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1 Year agoGrade
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1 Answer

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ApprovedApproved Tutor Answer1 Year ago

To achieve the conversions you've listed, we can utilize specific chemical reactions and reagents that facilitate the transformation of one compound into another. Here’s a concise guide for each conversion, detailing the steps involved.

1. Propanone to Propene

To convert propanone (acetone) to propene, you can perform an elimination reaction:

  • Use a strong base like potassium hydroxide (KOH) to induce an elimination reaction (dehydration) of propanone, resulting in propene.

2. Benzoic Acid to Benzaldehyde

This transformation can be achieved through:

  • Decarboxylation of benzoic acid using soda lime (a mixture of NaOH and CaO) to yield benzaldehyde.

3. Ethanol to 3-Hydroxybutanal

To convert ethanol to 3-hydroxybutanal, follow these steps:

  • First, oxidize ethanol to acetaldehyde using an oxidizing agent like PCC (Pyridinium chlorochromate).
  • Then, perform a reaction with a suitable reagent (like a Grignard reagent) to add a carbon chain, yielding 3-hydroxybutanal.

4. Benzene to m-Nitroacetophenone

This conversion involves two key reactions:

  • Nitration of benzene using a mixture of concentrated nitric and sulfuric acids to form nitrobenzene.
  • Then, perform an acylation reaction (Friedel-Crafts acylation) with acetic anhydride to yield m-nitroacetophenone.

5. Benzaldehyde to Benzophenone

To convert benzaldehyde to benzophenone, you can use:

  • A Friedel-Crafts acylation reaction where benzaldehyde reacts with benzene in the presence of a Lewis acid (like AlCl3) to form benzophenone.

6. Bromobenzene to 1-Phenylethanol

This transformation can be achieved through:

  • First, perform a nucleophilic substitution reaction with magnesium to form a Grignard reagent.
  • Then, react this Grignard reagent with formaldehyde followed by hydrolysis to yield 1-phenylethanol.

7. Benzaldehyde to 3-Phenylpropan-1-ol

To achieve this conversion, follow these steps:

  • First, reduce benzaldehyde to benzyl alcohol using a reducing agent like NaBH4.
  • Then, perform a chain elongation reaction (like a Grignard reaction with propyl bromide) to yield 3-phenylpropan-1-ol.

8. Benzaldehyde to α-Hydroxyphenylacetic Acid

This conversion can be done using:

  • First, perform a reaction with a Grignard reagent to form a tertiary alcohol.
  • Then, oxidize this alcohol to yield α-hydroxyphenylacetic acid.

9. Benzoic Acid to m-Nitrobenzyl Alcohol

To convert benzoic acid to m-nitrobenzyl alcohol, you can use:

  • Nitration of benzoic acid to form m-nitrobenzoic acid.
  • Then, reduce m-nitrobenzoic acid to m-nitrobenzyl alcohol using a reducing agent like lithium aluminum hydride (LiAlH4).

Each of these conversions utilizes specific chemical reactions that are well-established in organic chemistry, allowing for efficient transformations between the compounds listed. Understanding the underlying mechanisms can help in mastering these conversions and applying them in practical scenarios.