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JEE Chemistry
Acetone

Frequently Asked Questions

Acetone is a simple, symmetrical ketone with the molecular formula CH3COCH3. It is widely used as a solvent in nail polish removers, cleaning agents, and in the production of plastics and synthetic fibers.

Acetone is a symmetrical ketone because its carbonyl group (C=O) is flanked by two identical methyl groups (-CH3).

Acetone is polar due to the presence of the carbonyl group, which creates a dipole moment. However, it can also dissolve non-polar substances, making it a versatile solvent.

Yes, acetone is highly flammable with a flashpoint of −20∘C. Care should be taken when handling it near open flames or heat sources.

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Acetone

1.0Introduction to Acetone

Acetone, also known as propanone (CH3COCH3​), is the simplest and most well-known example of a symmetrical ketone. In a symmetrical ketone, the carbonyl group (C=O) is flanked by two identical alkyl groups. In the case of acetone, these groups are methyl groups (-CH3​). General Properties of acetone are-

Chemical Formula: CH3COCH3

IUPAC Name: Propan-2-one
Common Name: Acetone

2.0Structure of Acetone

Acetone Structure

3.0Properties of Acetone

  1. Physical Properties of Acetone

Property

Details

Appearance

Colorless liquid with a distinct, sweet odor.

Boiling Point

56.05∘C

Melting Point

−94.8∘C

Density

0.791 g/cm3

Solubility

Completely miscible with water, alcohol, and most organic solvents.

  1. Chemical Properties of Acetone

Property

Details

Polar Solvent

Highly polar due to its carbonyl group (C=O).

Flammability

Highly flammable with a flashpoint of −20∘

Reactivity

- Reacts with oxidizing agents to form acetic acid or carbon dioxide.


- Undergoes aldol condensation in the presence of a base or acid to form mesityl oxide.

  1. Polarity and Solvent Properties:
  • Acetone is a polar molecule due to the electronegative oxygen atom in the carbonyl group.
  • It is an excellent solvent for organic and some inorganic compounds, dissolving polar and nonpolar substances.

4.0Chemical Reactions of Acetone

  1. Oxidation: Strong oxidizing agents can oxidize acetone to form acetic acid (CH3COOH), carbon dioxide, and water. 

CH3COCH3  +  [O]  → CH3COOH 

  1. Reduction: Acetone undergoes reduction to form isopropanol when treated with reducing agents like sodium borohydride (NaBH4​) or hydrogen in the presence of a nickel catalyst. 

CH3COCH3 + 2[H] → CH3CHOHCH3

  1. Aldol Condensation: In the presence of a base or acid, acetone undergoes aldol condensation to form β-hydroxy ketones, which dehydrate to α,β-unsaturated carbonyl compounds. 

2CH3​COCH3​NaOH​CH3​C(OH)CH2​COCH3​heat​CH3​C=CHCOCH3​+H2​O

  1. Reaction with Grignard Reagents: Acetone reacts with Grignard reagents (RMgX) to form tertiary alcohols. 

CH3​COCH3​+RMgX→(CH3​)2​C(OH)R

  1. Reaction with Ammonia Derivatives: Acetone reacts with ammonia derivatives (e.g., hydrazine, hydroxylamine) to form corresponding imines, hydrazones, or oximes.
  • Oxime Formation: CH3​COCH3​+NH2​OH→CH3​C=NOHCH3​
  1. Reaction with Halogens: In the presence of a base, acetone reacts with halogens like bromine or iodine to form halogenated compounds.
  • Haloform Reaction:

Haloform Reaction of acetone

  1. Reaction with Alcohols (Hemiacetal and Acetal Formation): Acetone reacts with alcohols in the presence of acid catalysts to form hemiacetals and acetals. 

Reaction of acetone with alcohol

5.0Preparation of Acetone

Acetone (CH3COCH3CH​) can be prepared by various methods. Important industrial and laboratory techniques are:

  1. By Dehydrogenation of Isopropanol:

Production of acetone by Dehydrogenation of Isopropanol

  1. By Oxidation of Propylene:
    CH3​CH=CH2​+Pd(II)Cl2​+H2​O→CH3​C(O)CH3​+Pd(O)+2HCl
  2. Industrially (Cumene Process): Acetone is produced as a by-product during the manufacture of phenol.

Preparation of acetone by Cumene Process

6.0Uses of Acetone

  1. Solvent: Widely used as a solvent for paints, coatings, varnishes, and adhesives due to its ability to dissolve organic compounds.
  2. Chemical Intermediate: Used in the production of methyl methacrylate (for plastics) and bisphenol A (for polycarbonate plastics).
  3. In Pharmaceuticals: Utilized as a solvent in drug formulations.
  4. Cleaning Agent: Commonly used in laboratory and household cleaning for removing grease, oil, and adhesives.
  5. Nail Polish Remover: A primary ingredient in many nail polish removers.

7.0Health and Safety

Toxicity: Acetone is moderately toxic; prolonged exposure can cause irritation to the eyes, skin, and respiratory system.

Safety Measures:

  • Use in well-ventilated areas.
  • Avoid contact with open flames as it is highly flammable.

Also Read:-

Curtis Rearrangement

Atomic Structure PYQs with Solution

Thermodynamics and Gasesous State PYQs with Solutions

Cyanide Process

Periodic Table PYQs with Solutions

State Function

Table of Contents


  • 1.0Introduction to Acetone
  • 2.0Structure of Acetone
  • 3.0Properties of Acetone
  • 4.0Chemical Reactions of Acetone
  • 5.0Preparation of Acetone
  • 6.0Uses of Acetone
  • 7.0Health and Safety