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385638

Sigma-Aldrich

Di-(2-picolyl)amine

97%

Synonym(s):

Bis(2-pyridylmethyl)amine

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About This Item

Empirical Formula (Hill Notation):
C12H13N3
CAS Number:
1539-42-0
Molecular Weight:
199.25
EC Number:
216-266-8
MDL number:
MFCD00129044
UNSPSC Code:
12352100
PubChem Substance ID:
24864040
NACRES:
NA.22

assay

97%

refractive index

n20/D 1.578 (lit.)

bp

139-141 °C/1 mmHg (lit.)

solubility

water: soluble (partially miscible)(lit.)

density

1.107 g/mL at 25 °C (lit.)

SMILES string

C(NCc1ccccn1)c2ccccn2

InChI

1S/C12H13N3/c1-3-7-14-11(5-1)9-13-10-12-6-2-4-8-15-12/h1-8,13H,9-10H2

InChI key

KXZQYLBVMZGIKC-UHFFFAOYSA-N

Related Categories

Application

Di-(2-picolyl)amine can be used as:
  • A reactant to synthesize di(2-pyridylmethylamino)alkanoic esters using ω-iodoaliphatic carboxylic esters in the presence of triethylamine.
  • A ligand to synthesize iron complexes of di-(2-picolyl)amine by treating with iron trichloride, which can be used to catalyze the direct hydroxylation of benzene to phenol.
  • A reagent for the protection of carboxylic acids as carboxamides of bispicolylamine.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Yaohui Xu et al.
Materials (Basel, Switzerland), 13(17) (2020-08-23)
Fe3O4@SiO2 nanospheres with a core-shell structure were synthesized and functionalized with bis(2-pyridylmethyl)amine (BPMA). The photoresponses of the as-obtained Fe3O4@SiO2-BPMA for Cr3+, Cd2+, Hg2+ and Pb2+ ions were evaluated through irradiation with a 352 nm ultraviolet lamp, and Fe3O4@SiO2-BPMA exhibited remarkable
M Stylianou et al.
Dalton transactions (Cambridge, England : 2003), 46(11), 3688-3699 (2017-03-04)
A new two-electron photosensitizer, H
Brandon Clark et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 26(44), 10099-10112 (2020-06-06)
Extracting valuable products from wastewaters with nitrogen-selective adsorbents can offset energy-intensive ammonia production, rebalance the nitrogen cycle, and incentivize environmental remediation. Separating nitrogen (N) as ammonium from other wastewater cations (e.g., K+ , Ca2+ ) presents a major challenge to
Ian Hicks et al.
Molecules (Basel, Switzerland), 25(2) (2020-01-16)
In our current work, we have reported the first cobalt-catalyzed cross-coupling of arylboronic acid with alkyl/aryl phosphites under mild conditions. The reaction was carried out in the presence of zinc powder as an additive and ter-pyridine as a ligand. The
Galina S Matouzenko et al.
Dalton transactions (Cambridge, England : 2003), 40(37), 9608-9618 (2011-08-24)
Two polymorphic modifications 1 and 3 of binuclear compound [{Fe(dpia)(NCS)(2)}(2)(bpe)] and pseudo-polymorphic modification [{Fe(dpia)(NCS)(2)}(2)(bpe)]·2CH(3)OH (2), where dpia = di-(2-picolyl)amine, bpe = 1,2-bis(4-pyridyl)ethene, were synthesized, and their structures, magnetic properties, and Mössbauer spectra were studied. Variable-temperature magnetic susceptibility measurements of three
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