Question:
Treatment of acetaldehyde with ethyl magnesium bromide and subsequent hydrolysis gives
Treatment of acetaldehyde with ethyl magnesium bromide and subsequent hydrolysis gives
Updated On: Jan 29, 2024
- $1$-butanol
- $2$-butanol
- $1$-propanol
- tert-butanol
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The Correct Option is B
Solution and Explanation
Grignard reagent reaction with aldehydes gives organo-metallic compounds that form tertiary alcohol upon hydrolysis treatment.
- Step 1: Acetaldehyde (ethanal) reacts with methyl magnesium bromide (Grignard Reagent) and results in an unstable adduct.
- Step 2: Hydrolysis of the product formed in the previous step gives us butanol-2 as the final product.
Ethyl magnesium bromide, CH3CH2MgBr, is a Grignard reagent. The reaction between ethyl magnesium bromide and acetaldehyde will result in butanol-2, a secondary alcohol, as the final product.
CH3CHO + CH3CH2MgB → CH3CH(OMgBr)CH2CH3
CH3CH(OMgBr)CH2CH3 + H2O → CH3CH(OH)CH2CH3 + Mg(OH)Br
Therefore, by reacting ethyl magnesium bromide with acetaldehyde, butanol-2 can be obtained.
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Concepts Used:
Uses of Aldehydes and Ketones
Uses of Aldehydes:
- Formaldehyde is a gas. With 40% solution in water, it forms Formalin which is used in preserving biological specimens.
- Formaldehyde is used in embalming, tanning, preparing glues and polymeric products, as germicides, insecticides, and fungicides for plants. It is also used in drug testing and photography.
- When reacted with phenol, formaldehyde forms Bakelite, which is used in plastics, coatings, and adhesives.
- Acetaldehyde is largely used for the production of acetic acid and pyridine derivatives.
- Benzaldehyde is used in perfumes, cosmetic products, and dyes. It is added to provide almond flavor to food products and also used as a bee repellent.
Uses of Ketones:
- The most common ketone is acetone which is an excellent solvent for a number of plastics and synthetic fibers.
- In the household, acetone is used as a nail paint remover and paint thinner.
- In medicine, it is used in chemical peeling and for acne treatments.
- Methyl ethyl ketone (MEK), chemically butanone, is a common solvent. It is used in the production of textiles, varnishes, plastics, paint remover, paraffin wax, etc.
- MEK is also used as a welding agent for plastics due to its dissolving properties.
- Cyclohexanone is another important ketone which is primarily used in the production of nylon.