2,4-Dichloropyrimidine (CAS: 3934-20-1): Properties, Applications, and Safety

2,4-Dichloropyrimidine, a halogenated pyrimidine derivative, has gained importance in the pharmaceutical and agrochemical industries due to its reactivity and role as an intermediate in organic synthesis. In this article, we explore the essential properties, applications, and safety considerations of 2,4-Dichloropyrimidine (CAS No. 3934-20-1).


Chemical Identity

  • Chemical Name: 2,4-Dichloropyrimidine

  • CAS Number: 3934-20-1

  • Molecular Formula: C4H2Cl2N2

  • Molecular Weight: 149.98 g/mol

  • Synonyms: Pyrimidine, 2,4-dichloro-; 2,4-Dichloro-1,3-diazine


Structure and Physical Properties

2,4-Dichloropyrimidine features a six-membered aromatic ring containing two nitrogen atoms at positions 1 and 3, with chlorine atoms substituted at positions 2 and 4.

  • Appearance: White to off-white crystalline solid

  • Melting Point: 36–38 °C

  • Boiling Point: ~207 °C

  • Solubility: Soluble in common organic solvents such as ethanol, ether, and chloroform; slightly soluble in water

  • Density: ~1.45 g/cm³

  • Reactivity: The chlorine atoms in positions 2 and 4 are reactive toward nucleophilic substitution, making this compound a valuable intermediate.


Applications of 2,4-Dichloropyrimidine

1. Pharmaceutical Intermediates

2,4-Dichloropyrimidine is a versatile building block in the synthesis of a wide range of pharmaceutical agents, particularly in antiviral, anticancer, and antibacterial drug development.

  • Used to synthesize kinase inhibitors

  • Found in some tyrosine kinase receptor antagonists

  • Precursor for drugs acting on the central nervous system

2. Agrochemical Industry

It is also employed in the production of herbicides, fungicides, and insecticides.

  • Intermediate for pyrimidine-based agrochemicals

  • Enables synthesis of systemic and contact-based crop protection agents

3. Chemical Research

Researchers use this compound in designing new heterocyclic compounds due to its reactive dichloro-substitution, facilitating functionalization at specific positions.

  • Suitable for creating libraries of substituted pyrimidines in medicinal chemistry

  • Valuable for click chemistry and combinatorial chemistry


Handling and Safety

Like many halogenated aromatic compounds, 2,4-Dichloropyrimidine should be handled with care. The following are general safety guidelines:

Hazards

  • Irritant: May cause skin, eye, and respiratory irritation

  • Toxicity: Avoid ingestion, inhalation, or prolonged skin contact

  • Combustibility: Combustible; avoid exposure to flame or high heat

Personal Protective Equipment (PPE)

  • Wear safety goggles, gloves, and protective clothing

  • Use in a well-ventilated fume hood

  • Avoid generating dust or aerosol

Storage

  • Store in a cool, dry, well-ventilated place

  • Keep container tightly closed

  • Protect from light and incompatible materials like strong oxidizers

First Aid Measures

  • Inhalation: Move to fresh air, seek medical attention if symptoms persist

  • Skin contact: Wash with soap and water

  • Eye contact: Rinse with plenty of water, get medical advice

  • Ingestion: Do not induce vomiting; consult a poison control center


Environmental Impact

2,4-Dichloropyrimidine is not highly water-soluble, but care must be taken to prevent its release into the environment. Proper waste disposal according to local regulations is essential.


Conclusion

2,4-Dichloropyrimidine (CAS 3934-20-1) plays a critical role in modern chemical synthesis, especially in pharmaceuticals and agrochemicals. Due to its chemical reactivity and utility in producing high-value bioactive molecules, it remains a popular choice among chemists. However, safe handling and storage practices must be strictly followed to ensure environmental and personal safety.