General description
4-(Dimethylamino)pyridine 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.
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.
A highly efficient catalyst for acylation reactions
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC
Molecular Weight: 122.17. Empirical Formula: C7H10N2. Quality Level: 200. product line: ReagentPlus®. . Assay: ≥. 99%. form: chips, crystalline powder, flakes. mp: 108-110 . °C (lit.). solubility: H2O: 50 . mg/mL. storage temp.: room temp. SMILES string: CN(C)c1ccncc1. InChI: 1S/C7H10N2/c1-9(2)7-3-5-8-6-4-7/h3-6H,1-2H3. InChI key: VHYFNPMBLIVWCW-UHFFFAOYSA-N. Pictograms: GHS05,GHS06,GHS08,GHS09. Signal Word: Danger. Hazard Statements: H301 + H331 - H310 - H315 - H318 - H370 - H411. Precautionary Statements: P262 - P273 - P280 - P301 + P310 - P302 + P352 + P310 - P305 + P351 + P338. Hazard Classifications: Acute Tox. 2 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 1. Target Organs: Nervous system. Storage Class Code: 6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials. WGK: WGK 3. Flash Point(F): 255.2 °F. Flash Point(C): 124 °C. Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges.- UPC:
- 12352100
- Condition:
- New
- HazmatClass:
- Yes
- MPN:
- 107700-5G
- CAS:
- 1122-58-3
- Temperature Control Device:
- Yes
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