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:
Molecular Weight:
199.25
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
216-266-8
MDL number:
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
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.)
functional group
amine
Quality Level
Related Categories
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).
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.
signalword
Warning
hcodes
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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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
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
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
Aimi Zhang et al.
Molecular imaging and biology, 22(3), 515-525 (2019-06-30)
This study aimed to synthesize a necrosis-avid agent using rhein as a precursor and labeled with gallium-68 (Ga-68) for positron emission tomography/computed tomography (PET/CT) imaging, to evaluate response to anticancer treatment in a mouse model. 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA)-conjugated rhein was
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