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Merck
CN

385638

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
NACRES:
NA.22
PubChem Substance ID:
24864040
UNSPSC Code:
12352100
EC Number:
216-266-8
MDL number:
MFCD00129044

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Product Name

Di-(2-picolyl)amine, 97%

assay

97%

InChI key

KXZQYLBVMZGIKC-UHFFFAOYSA-N

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

SMILES string

C(NCc1ccccn1)c2ccccn2

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.)

functional group

amine

Quality Level

100

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.

General description

Di-(2-picolyl)amine (DPA), a secondary amine containing two picolyl substituents, acts as a tridentate ligand due to its three donor nitrogen atoms. It is commonly used in coordination chemistry for the synthesis of binary, ternary, and binuclear complexes with various metal ions, including copper (Cu) and cadmium (Cd).

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

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
0000308953
0000308953
MKCV2466
MKCR3325
MKCP3723

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Bishnu Das et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 26(65), 14987-14995 (2020-08-28)
In this study we have analysed the comparative photophysical and electrochemical properties of two isomeric heterotrinuclear PtII -IrIII -PtII complexes 3 and 6 and the four corresponding intermediate isomeric homonuclear cyclometalated iridium(III) complexes 1, 2, 4 and 5. The isomerisation
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
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
Shreya Ghosh et al.
Nucleic acids research, 48(9), e49-e49 (2020-02-26)
Electron paramagnetic resonance (EPR) has become an important tool to probe conformational changes in nucleic acids. An array of EPR labels for nucleic acids are available, but they often come at the cost of long tethers, are dependent on the
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