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4-Dimethylaminopyridine 99%

Cas No. 1122-58-3
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Detail

4-Dimethylaminopyridine, commonly abbreviated DMAP, is a super-nucleophilic catalyst for acylation.


4-Dimethylaminopyridine is a new type of high-efficiency catalyst widely used in chemical synthesis. It has high catalytic ability in many types of reactions, such as acylation, alkylation, etherification, and so on, in the synthesis of organic synthesis, drug synthesis, pesticide, dyestuff, and fragrance, etc., and it has an extremely obvious effect on the improvement of yield.


4-Dimethylaminopyridine (DMAP) is a highly efficient catalyst widely used in organic synthesis. Its strong nucleophilicity and ability to activate various reagents make it an indispensable tool in the production of pharmaceuticals, agrochemicals, and specialty chemicals.


Chemical Characteristics

Melting point 112 °C
Boiling point 162 °C
density 0.906 g/mL at 25 °C
vapor pressure 0.169 hPa at 20 °C
refractive index n20/D 1.431
Fp 110 °C
storage temp. Store below +30°C.
solubility methanol: 50 mg/mL, clear
pkapKa (20°): 9.7
form prilled
color off-white to yellow
Odorcharacteristic odor
PH11 (60g/l, H2O, 20℃)
PH Range9.7 (10% aq soln)
Water Solubility 76 g/L (25 ºC)
Merck 14,3389
BRN 110354
Stability:Stable. Incompatible with acids, oxidizing agents.
LogP1.34 at 25℃
CAS DataBase Reference1122-58-3(CAS DataBase Reference)
NIST Chemistry Reference4-Pyridinamine, N,N-dimethyl-(1122-58-3)
EPA Substance Registry System4-(Dimethylamino)pyridine (1122-58-3)

Applications

  1. Catalyst in Organic Synthesis:
    DMAP is commonly used as a nucleophilic catalyst in acylation, esterification, and transesterification reactions, enabling higher yields and shorter reaction times.

  2. Pharmaceutical Industry:
    Acts as a key intermediate or catalyst in the synthesis of APIs and other bioactive compounds.

  3. Agrochemical Production:
    Facilitates the synthesis of herbicides, pesticides, and growth regulators.

  4. Polymer Chemistry:
    Used in the modification of polymers and preparation of functionalized materials.

  5. Research and Development:
    An essential reagent in academic and industrial research for exploring new synthetic pathways.


Mode of Action

DMAP enhances reaction rates by interacting with acylating agents, forming a highly reactive intermediate. This intermediate facilitates the transfer of acyl groups to nucleophiles, streamlining reactions like esterifications and amidations.


Safety and Handling

  • Protective Equipment:
    Use gloves, safety goggles, and protective clothing when handling DMAP. Work in a well-ventilated area or fume hood.

  • Storage:
    Store in a tightly sealed container, away from light, moisture, and incompatible substances like strong acids or oxidizing agents.

  • Hazards:

    • Inhalation: May cause respiratory irritation.

    • Skin Contact: Can cause irritation or allergic reactions.

    • Eye Contact: Risk of serious irritation.

    • Ingestion: Harmful if swallowed.

  • First Aid Measures:

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

    • Skin Contact: Wash thoroughly with soap and water.

    • Eye Contact: Rinse with water for at least 15 minutes and seek medical advice.

    • Ingestion: Do not induce vomiting; consult a doctor immediately.


Conclusion

4-Dimethylaminopyridine (DMAP) is a versatile and high-purity catalyst essential for various industrial and research applications. Its ability to accelerate reactions and improve yields makes it a valuable reagent in chemical synthesis. Proper storage and handling are crucial to ensure safety and maintain product integrity.


FAQ

1. What is the primary role of DMAP in chemical reactions?
DMAP acts as a nucleophilic catalyst, accelerating reactions like acylation and esterification.

2. Can DMAP be used in aqueous solutions?
Yes, DMAP is soluble in water and can be used in both aqueous and organic solvent systems.

3. What is the recommended storage condition for DMAP?
Store in a cool, dry place, away from light and moisture, in tightly sealed containers.

4. Is DMAP hazardous to handle?
Yes, DMAP can cause irritation and is harmful if ingested. Use appropriate safety precautions when handling.

5. How does DMAP improve reaction efficiency?
DMAP forms a reactive intermediate with acylating agents, facilitating faster and more efficient nucleophilic reactions.


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