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195510

Sigma-Aldrich

4-(Methylamino)pyridine

98%

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Empirical Formula (Hill Notation):
C6H8N2
CAS Number:
Molecular Weight:
108.14
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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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1 of 4

This Item
A65603225681523860
form

solid

form

liquid

form

-

form

-

bp

100 °C/0.1 mmHg (lit.)

bp

230 °C (lit.)

bp

-

bp

-

mp

124-125 °C (lit.)

mp

−8 °C (lit.)

mp

60-62 °C (lit.)

mp

70-74 °C (lit.)

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

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

Signal Word

Warning

Hazard Statements

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

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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)
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
Pulko I, et al.
Chemistry?A European Journal , 16(8), 2350-2354 (2010)
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)

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