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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:
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

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

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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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)
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
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)
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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