Products Description of 4-Dimethylaminopyridine CAS#1122-58-3
4-Dimethylaminopyridine (DMAP) functions as a highly potent nucleophilic catalyst for acylation reactions. Through resonance interaction between its electron donating dimethylamino substituent and the pyridine ring, the ring bound nitrogen atom is markedly activated for nucleophilic substitution. This effect substantially accelerates acylation and esterification reactions involving alcohols, amines and carboxylic acids, even for sterically bulky or poorly reactive substrates. Its catalytic activity is roughly 10⁴ to 10⁶ fold higher than pyridine. Given that acyl transfer reactions constitute a core conversion pathway in biological systems and synthetic organic chemistry alike, chiral DMAP derivatives are widely utilized as catalysts for asymmetric acyl transfer processes.
4-Dimethylaminopyridine Chemical Properties
| 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 |
| form | prilled |
| pka | pKa (20°): 9.7 |
| color | off-white to yellow |
| Odor | characteristic odor |
| PH Range | 9.7 (10% aq soln) |
| PH | 11 (60g/l, H2O, 20℃) |
| Water Solubility | 76 g/L (25 ºC) |
| Merck | 143389 |
| BRN | 110354 |
| Stability: | Stable. Incompatible with acids, oxidizing agents. |
| LogP | 1.34 at 25℃ |
| CAS DataBase Reference | 1122-58-3(CAS DataBase Reference) |
| NIST Chemistry Reference | 4-Pyridinamine, N,N-dimethyl-(1122-58-3) |
| EPA Substance Registry System | 4-(Dimethylamino)pyridine (1122-58-3) |
Safety Information
| Hazard Codes | T,C,T+,Xn,F |
| Risk Statements | 25-34-24/25-36/37/38-27-36-24-20-61-40-23/24/25-67-66-21/22-11-36/37-22-19 |
| Safety Statements | 36/37/39-45-28A-26-28-36/37-53-27-22-16 |
| RIDADR | UN 2811 6.1/PG 2 |
| WGK Germany | 3 |
| RTECS | US8400000 |
| Autoignition Temperature | 420 °C |
| Hazard Note | Toxic/Corrosive |
| TSCA | T |
| HazardClass | 8 |
| PackingGroup | II |
| HS Code | 29333999 |
| Toxicity | LD50 orally in Rabbit: 140 mg/kg LD50 dermal Rabbit 90 mg/kg |
Product Application of 4-Dimethylaminopyridine CAS#1122-58-3
It is used in water softening and the preparation of high-purity water, as well as in the refining of radioactive elements. It is also applied in iodine extraction from seaweed, antibiotic purification, and the treatment of industrial wastewater.
