4-(Dimethylamino)pyridine is a useful nucleophilic catalyst for various reactions viz. esterifications with anhydrides, the Baylis-Hillman reaction, hydrosilylations, tritylation and Steglich rearrangement. It is also an effective catalyst for transesterification of beta-keto esters and silylation of alcohols.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
4-(Dimethylamino)pyridine is a useful nucleophilic catalyst for various reactions viz. esterifications with anhydrides, the Baylis-Hillman reaction, hydrosilylations, tritylation and Steglich rearrangement. It is also an effective catalyst for transesterification of beta-keto esters and silylation of alcohols.
Solubility
Soluble in methanol, benzene, ethyl acetate, chloroform, methylene chloride, acetone, and acetic acid. Slightly soluble in ether, diisopropyl ether, cyclohexane, hexane, and water.
Notes
Incompatible with oxidizing agents and acids.
RUO – Research Use Only
General References:
- Ma, Z.; Jia, X.; Zhang, G.; Hu, J.; Zhang, X.; Liu, Z.; Wang, H.; Zhou, F. pH-Responsive Controlled-Release Fertilizer with Water Retention via Atom Transfer Radical Polymerization of Acrylic Acid on Mussel-Inspired Initiator. J. Agric. Food Chem. 2013, 61 (23), 5474-5482.
- Doganci, E.; Gorur, M.; Uyanik, C.; Yilmaz, F. Synthesis of AB3-type miktoarm star polymers with steroid core via a combination of Click chemistry and ring opening polymerization techniques. J. Polym. Sci., Part A: Polym. Chem. 2014, 52 (23), 3390-3399.