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
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 107700-500G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 107700-100G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 107700-25G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 107700-5G
| assay | ≥99% |
| form | chips |
| crystalline powder | |
| flakes | |
| InChI | 1S/C7H10N2/c1-9(2)7-3-5-8 |
| InChI key | VHYFNPMBLIVWCW-UHFFFAOYSA |
| mp | 108-110 °C (lit.) |
| 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% |
| mp | 108-110 °C (lit.) |
| Storage Temp. | room temp |
| UNSPSC | 12352302 |