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Sigma-Aldrich

4-(Methylamino)pyridine

98%

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About This Item

Empirical Formula (Hill Notation):
C6H8N2
CAS Number:
1121-58-0
Molecular Weight:
108.14
MDL number:
MFCD00152625
UNSPSC Code:
12352100
PubChem Substance ID:
24851695
NACRES:
NA.22

Quality Level

100

Assay

98%

form

solid

bp

100 °C/0.1 mmHg (lit.)

mp

124-125 °C (lit.)

SMILES string

CNc1ccncc1

InChI

1S/C6H8N2/c1-7-6-2-4-8-5-3-6/h2-5H,1H3,(H,7,8)

InChI key

LSCYTCMNCWMCQE-UHFFFAOYSA-N

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Application

4-(Methylamino)pyridine can be used:
  • To functionalize hypercrosslinked emulsion-templated porous polymers (polyHIPE) to form a highly efficient heterogeneous nucleophilic catalyst for the acylation of a tertiary alcohol.
  • As a reactant to synthesize 4-(N-allyl-N-methylamino)pyridine, which is employed as an intermediate to prepare DMAP/SBA-15 supported catalyst for the synthesis of propylene carbonate.
  • To prepare 5-azaoxindoles via homolytic aromatic substitution.

4-(Methylamino)pyridine was employed as efficient nucleophilic catalyst during the preparation of ultra-high surface area emulsion templated porous polymers.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Homolytic aromatic substitution: A radical approach towards the synthesis of 5-azaoxindoles
Storey J MD and Ladwa MM
Tetrahedron Letters, 47(3), 381-383 (2006)
Ultra-high surface area functional porous polymers by emulsion templating and hypercrosslinking: efficient nucleophilic catalyst supports
Pulko I, et al.
Chemistry?A European Journal , 16(8), 2350-2354 (2010)
Homogeneous and heterogeneous 4-(N, N-dialkylamino) pyridines as effective single component catalysts in the synthesis of propylene carbonate
Shiels RA and Jones CW
J. Mol. Catal. A: Chem., 261(2), 160-166 (2007)
Y Amaki et al.
Masui. The Japanese journal of anesthesiology, 38(5), 661-665 (1989-05-01)
A new muscle relaxant antagonist, 4-aminopyridine (4-AMP), has various problems related to its side effects. In order to obtain 4-AMP derivatives with less side effect and the same antagonizing effect on dTc block as that of 4-AMP, three types of
Ultra-high surface area functional porous polymers by emulsion templating and hypercrosslinking: efficient nucleophilic catalyst supports.
Irena Pulko et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(8), 2350-2354 (2010-01-28)
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