5-Bromo-2,4-Dichloropyrimidine and Benzoic Acid: Chemical Properties, Applications, and Synthesis

5-Bromo-2,4-dichloropyrimidine and benzoic acid are two essential compounds in organic chemistry. Their unique chemical properties make them valuable in pharmaceuticals, agrochemicals, and material sciences. This article explores their properties, applications, and synthesis, highlighting their significance in various industries.

5-Bromo-2,4-Dichloropyrimidine and Benzoic Acid: Chemical Properties, Applications, and Synthesis

5-Bromo-2,4-dichloropyrimidine and benzoic acid are two essential compounds in organic chemistry. Their unique chemical properties make them valuable in pharmaceuticals, agrochemicals, and material sciences. This article explores their properties, applications, and synthesis, highlighting their significance in various industries.

Chemical Properties

5-Bromo-2,4-Dichloropyrimidine

  • Molecular Formula: C4HBrCl2N2

  • Molecular Weight: 227.87 g/mol

  • Appearance: Off-white to pale yellow crystalline solid

  • Melting Point: ~90-95°C

  • Solubility: Sparingly soluble in water; soluble in organic solvents like DMSO and ethanol.

Key Functional Groups:

  1. Pyrimidine Ring: A six-membered aromatic heterocycle containing two nitrogen atoms.

  2. Halogen Substituents: Bromine at position 5 and chlorine at positions 2 and 4, enhancing its reactivity.

Benzoic Acid

  • Molecular Formula: C7H6O2

  • Molecular Weight: 122.12 g/mol

  • Appearance: White crystalline solid

  • Melting Point: 121-123°C

  • Solubility: Moderately soluble in water; highly soluble in organic solvents like ethanol and acetone.

Key Functional Groups:

  1. Carboxylic Acid (-COOH): Confers acidity and reactivity with bases.

  2. Benzene Ring: Provides aromaticity and stability.

Applications

5-Bromo-2,4-Dichloropyrimidine

This compound’s halogenated pyrimidine structure makes it a versatile building block in organic synthesis.

Pharmaceutical Industry

  • Used in synthesizing antiviral and anticancer agents.

  • Acts as an intermediate in creating kinase inhibitors.

Agrochemicals

  • Forms the basis for synthesizing herbicides and pesticides.

Material Sciences

  • Useful in developing advanced polymers and liquid crystals.

Benzoic Acid

This compound is widely utilized due to its simplicity and reactivity.

Food Industry

  • Preservative (E210) to prevent microbial growth.

Pharmaceutical Industry

  • Starting material for producing benzoyl peroxide, a key acne treatment.

  • Utilized in the synthesis of various drugs.

Industrial Applications

  • Precursor in manufacturing dyes, plastics, and resins.

Synthesis

Synthesis of 5-Bromo-2,4-Dichloropyrimidine

  1. Starting Materials: Pyrimidine derivatives are brominated and chlorinated using reagents like bromine and phosphorus pentachloride.

  2. Reaction Conditions: Requires controlled temperatures and inert atmospheres to prevent side reactions.

  3. Purification: Typically involves recrystallization or column chromatography.

Synthesis of Benzoic Acid

  1. Industrial Synthesis: Produced via the partial oxidation of toluene using oxygen or air, catalyzed by cobalt or manganese compounds.

  2. Laboratory Synthesis: Hydrolysis of benzoyl chloride or oxidation of benzyl alcohol with strong oxidizing agents like potassium permanganate.

Conclusion

Both 5-bromo-2-4-dichloropyrimidine and benzoic acid are indispensable in modern chemistry. Their diverse applications underscore their importance across multiple industries, from pharmaceuticals to agrochemicals. Understanding their properties and synthesis paves the way for innovative applications and enhanced efficiency in chemical manufacturing.

Triflic anhydride, also known as trifluoromethanesulfonic anhydride, has the chemical formula C2F6O3S2.

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