39405

4-(Dimethylamino)pyridine

purum, ≥98.0% (NT)

• Synonym(s): N,N-Dimethylpyridin-4-amine, DMAP
• Empirical Formula (Hill Notation): C₇H₁₀N₂
• CAS Number: 1122-58-3
• Molecular Weight: 122.17
• Beilstein/REAXYS Number: 110354
• EC Number: 214-353-5
• MDL number: MFCD00006418
• UNSPSC Code: 12352005
• PubChem Substance ID: 329755867
• NACRES: NA.22

Properties

• grade: purum
• Quality Level: 200
• assay: ≥98.0% (NT)
• form: crystals; pellets
• mp: 108-110 °C (lit.); 111-114 °C
• solubility: methanol: 0.1 g/mL, clear, colorless to almost colorless
• functional group: amine
• 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

Description

General description

4-(Dimethylamino)pyridine is generally employed as a catalyst in the acylation of amines, alcohols, enolates, and phenols. It can also be used in the esterification of carboxylic acids. It is known to exhibit good catalytic activity in non-polar solvents.

Application

4-(Dimethylamino)pyridine can be used:

• As a capping agent in the preparation of water-soluble gold nanoparticles.
• As an initiator in the polymerization of epoxy monomers.
• As an auxiliary reagent in the electroless preparation of gold nanotubes applicable in catalysis.
• As a catalyst in the preparation of γ- and δ-lactones via iodolactonization of γ,δ-unsaturated carboxylic acids.

A highly efficient catalyst for acylation reactions

Other Notes

Hypernucleophilic acylation catalyst. Review

Safety Information

• pictograms: GHS06,GHS08,GHS05,GHS09
• signalword: Danger
• hcodes: H301 + H331,H310,H315,H318,H370,H411
• pcodes: 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: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk_germany: WGK 3
• flash_point_f: 255.2 °F
• flash_point_c: 124 °C
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges