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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

Quality Level

100

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP3723
MKCK4450
MKCD5821
MKBW0465V
MKBT1729V

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M Stylianou et al.
Dalton transactions (Cambridge, England : 2003), 46(11), 3688-3699 (2017-03-04)
A new two-electron photosensitizer, H
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
Elena R Milaeva et al.
Dalton transactions (Cambridge, England : 2003), 42(19), 6817-6828 (2013-03-16)
A series of Zn, Mn, Fe, Co, and Ni complexes ([MX2L], X = Cl, OAc) of the novel di-(2-picolyl)amine ligand L with an antioxidant 2,6-di-tert-butylphenol pendant were synthesized and characterized by elemental analysis, IR, multinuclear NMR spectroscopy, MALDI-TOF mass spectrometry
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
H M Dhammika Bandara et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(14), 3932-3941 (2011-03-03)
Photocages have been used to elucidate the biological functions of various small molecules and Ca(2+) ; however, there are very few photocages available for other metal ions. ZinCleav-2 (1-(4,5-dimethoxy-2-nitrophenyl)-N,N,N',N'-tetrakis-pyridin-2-ylmethyl-ethane-1,2-diamine) is a second-generation photocage for Zn(2+) that releases the metal ion
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