39405
4-(Dimethylamino)pyridine
purum, ≥98.0% (NT)
동의어(들):
N,N-Dimethylpyridin-4-amine, DMAP
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크기 선택
제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C7H10N2
CAS 번호:
Molecular Weight:
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
InChI key
VHYFNPMBLIVWCW-UHFFFAOYSA-N
InChI
1S/C7H10N2/c1-9(2)7-3-5-8-6-4-7/h3-6H,1-2H3
SMILES string
CN(C)c1ccncc1
grade
purum
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
Quality Level
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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
저장 등급
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
E.F. Scriben
Chemical Society Reviews, 13, 129-129 (1983)
4-Dimethylamino-pyridine (DMAP)
Grondal C
Synlett, 2003(10), 1568-1569 (2003)
Assessment of 4-(dimethylamino) pyridine as a capping agent for gold nanoparticles
Gandubert VJ and Lennox RB
Langmuir, 21(14), 6532-6539 (2005)
Homopolymerization of epoxy monomers initiated by 4-(dimethylamino) pyridine
Dell'Erba IE and Williams RJ
Polym. Eng. Sci., 46(3), 351-359 (2006)
4-(Dimethylamino) pyridine-catalysed iodolactonisation of γ, δ-unsaturated carboxylic acids
Meng C, et al.
Organic & Biomolecular Chemistry, 13(24), 6766-6772 (2015)
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