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
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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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