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A65204

Sigma-Aldrich

2-Picolylamine

99%

Synonym(s):

2-(Aminomethyl)pyridine

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About This Item

Empirical Formula (Hill Notation):
C6H8N2
CAS Number:
3731-51-9
Molecular Weight:
108.14
Beilstein/REAXYS Number:
108054
EC Number:
223-090-5
MDL number:
MFCD00006360
UNSPSC Code:
12352100
PubChem Substance ID:
24891101
NACRES:
NA.22

Quality Level

100

assay

99%

form

liquid

refractive index

n20/D 1.544 (lit.)

bp

82-85 °C/12 mmHg (lit.)

density

1.049 g/mL at 25 °C (lit.)

SMILES string

NCc1ccccn1

InChI

1S/C6H8N2/c7-5-6-3-1-2-4-8-6/h1-4H,5,7H2

InChI key

WOXFMYVTSLAQMO-UHFFFAOYSA-N

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Application

2-Picolylamine is a bihaptic amine that can be used:
  • As a key precursor to synthesize various ionic liquids through the formation of β-amino alcohols as intermediates.
  • As a chelating ligand for the synthesis of complexes such as zinc picolylamine complex and Cu(II) picolylamine complex.
  • To functionalize poly(styrene-co-maleic anhydride) (PSMA) resin to facilitate the adsorption of uranium from aqueous solution.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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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Sigma-Aldrich

724939

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Glycosylated metal chelators as anti-parasitic agents with tunable selectivity.
Reddy A, et al.
Dalton Transactions, 46(16), 5297-5307 (2017)
Structure of tris(2-picolylamine) zinc (II) dichloride-ethanol,[Zn (α-pic)3] Cl2.EtOH; a complex related to an FeII spin crossover complex.
Mikami-Kido M and Saito Y
Acta Crystallographica Section B, Structural Crystallography and Crystal Chemistry, 38(2), 452-455 (1982)
Cengiz Yenikaya et al.
Bioorganic & medicinal chemistry, 18(2), 930-938 (2009-12-17)
A novel proton transfer compound, pyridin-2-ylmethanaminium 2,4-dichloro-5-sulfamoylbenzoate (1), and a mixed-ligand Zn(II) complex, bis(2,4-dichloro-5-sulfamoylbenzoate)(2-aminomethylpyridine)aquazinc(II) monohydrate (2), have been synthesized from the same free ligands, which are 2,4-dichloro-5-sulfamoylbenzoic acid (Hsba) and 2-aminomethylpyridine (amp). They have been characterized by elemental, spectral ((1)H
Recovery of uranium (VI) from aqueous solution by 2-picolylamine functionalized poly (styrene-co-maleic anhydride) resin.
Liu S, et al.
Journal of Colloid and Interface Science, 497(16), 385-392 (2017)
Solvent-free Al(OTf)3-catalyzed aminolysis of 1, 2-epoxides by 2-picolylamine: a key step in the synthesis of ionic liquids.
Fringuelli F, et al.
The Journal of Organic Chemistry, 69(22), 7745-7747 (2004)
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