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%
Quality Level
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
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
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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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