39405
4-(Dimethylamino)pyridine
purum, ≥98.0% (NT)
Sinónimos:
N,N-Dimethylpyridin-4-amine, DMAP
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Fórmula empírica (notación de Hill):
C7H10N2
Número CAS:
Peso molecular:
122.17
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
214-353-5
Beilstein/REAXYS Number:
110354
MDL number:
Assay:
≥98.0% (NT)
Form:
crystals, pellets
Servicio técnico
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purum
Quality Level
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
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.
signalword
Danger
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
Clase de almacenamiento
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
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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E.F. Scriben
Chemical Society Reviews, 13, 129-129 (1983)
A. Hassner
Tetrahedron, 34, 2069-2069 (1978)
Assessment of 4-(dimethylamino) pyridine as a capping agent for gold nanoparticles
Gandubert VJ and Lennox RB
Langmuir, 21(14), 6532-6539 (2005)