4-(Dimethylamino)pyridine
ALDRICH/107700 - ReagentPlus®, ≥99%
Synonym: N,N-
CAS Number: 1122-58-3
Empirical Formula (Hill Notation): C7H10N2
Molecular Weight: 122.17
EC Number: 214-353-5
MDL Number: MFCD00006418
Linear Formula: C7H10N2
Product Type: Chemical
| assay | ≥99% |
| bp | 162 °C |
| concentration | ≤100% |
| form | chips |
| crystalline powder | |
| flakes | |
| functional group | amine |
| grade | reagent grade |
| InChI | 1S/C7H10N2/c1-9(2)7-3-5-8 |
| InChI key | VHYFNPMBLIVWCW-UHFFFAOYSA |
| mp | 108-110 °C (lit.) |
| pH | (10,23 at -0,1 g/l at 22 °C) |
| product line | ReagentPlus® |
| Quality Level | 200 ![]() |
| SMILES string | CN(C)c1ccncc1 |
| solubility | H2O: 50 mg/mL |
| storage temp. | room temp |
| Application: | 4-(Dimethylamino)pyridine can be used as a catalyst:• To synthesize 3,5-disubstituted 2,6-dicyanoaniline by reacting malononitrile, aldehydes, and β-nitroolefins. • For the acylation of alcohols with acid anhydrides under auxiliary base- and solvent-free conditions to synthesize corresponding esters. • In Baylis-Hillman reaction to form carbon-carbon bond by the coupling of an activated alkene with an aldehyde or ketone. |
| Application: | A highly efficient catalyst for acylation reactions |
| General description: | 4-(Dimethylamino)pyridine (DMAP) is a highly versatile nucleophilic catalyst for acylation reactions and esterifications. It is also employed in various organic transformations like Baylis-Hillman reaction, Dakin-West reaction, protection of amines, C-acylations, silylations, applications in natural products chemistry, and many others. |
| Legal Information: | ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany |
| Packaging: | 5 kg in fiber drum |
| Packaging: | 5, 25, 100, 500 g in glass bottle |
| Symbol | GHS06 |
| Signal word | Danger |
| Hazard statements | H301-H310-H315-H319-H335 |
| Precautionary statements | P280-P301 + P310 + P330-P302 + P352 + P310-P304 + P340 + P312-P305 + P351 + P338-P337 + P313 |
| Hazard Codes | T |
| Risk Statements | 24/25-36/37/38 |
| Safety Statements | 26-28-36/37/39-45 |
| RIDADR | UN 2811 6.1 / PGII |
| WGK Germany | 3 |
| Flash Point(F) | 230 °F |
| Flash Point(C) | 110 °C |
| Purity | ≥99% |
| bp | 162 °C |
| mp | 108-110 °C (lit.) |
| Storage Temp. | room temp |
| UNSPSC | 12352302 |


