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4-Dimethylaminopyridine (DMAP) is a derivative of pyridine with the chemical formula (CH3)2NC5H4N. This colourless solid is of interest because it is more basic than pyridine, owing to the resonance stabilisation from the NMe2 substituent.
Because of its basicity, DMAP is a useful nucleophilic catalyst for a variety of reactions such as esterifications with anhydrides, the Baylis-Hillman reaction, hydrosilylations, tritylation, the Steglich rearrangement, Staudinger synthesis of β-lactams and many more. Chiral DMAP analogues are used in kinetic resolution experiments of mainly secondary alcohols and Evans auxiliary type amides.
PRODUCT NAME | 4-Dimethylaminopyridine | ||
CAS No.: | 1122-58-3 | ||
Synonyms | |||
Formula: | C7H10N2 | Molecular Weight: | 122.16800 |
PSA: | 16.13000 | LogP: | 1.14760 |
Structure:
Description
Appearance & Physical State: | white to yellow crystalline powder |
Density: | 1.012 g/cm3 |
Melting Point: | 108-113ºC |
Boiling Point: | 162ºC (50 mmHg) |
Flash Point: | 110ºC |
Refractive Index: | n20/D 1.431 |
Water Solubility: | 76 g/L (25 ºC) |
Stability: | Stable. Incompatible with acids, oxidizing agents. |
Storage Condition: | Store in dark |
Vapor Pressure: | 0.431mmHg at 25°C |
Symbol: | |
Sign: | Danger |
hazard declaration: | |
hazard declaration add: | |
waring notice: | P280; P301 + P312 + P330; P302 + P352 + P312; P304 + P340 + P312; P305 + P351 + P338; P337 + P313 |
RTECS: | US8400000 |
Hazard Class: | 8 |
Safety Statements: | S26-S28-S36/37/39-S45 |
HS Code: | 2933399090 |
Packing Group: | II |
WGK Germany: | 3 |
RIDADR: | UN 1760/2811 |
Risk Statements: | R24/25; R34 |
Hazard Codes: | T |
Certificate of Analysis
ProductName: 4-Dimethylaminopyridine
Cas: 1122-58-3
Batch No.: 20130315
MFG Date: Mar.15.2013
Analysis Date: Mar.15.2013
Inspect Item | Quantity Standard | Inspection Result |
Appearance | White or light yellow crystals | White crystals |
Content | ≥99.0% | 99.39% |
Water | ≤0.5% | 0.19% |
Conclusion | In accordance with enterprise standard |
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