“Tris(2-pyridylmethyl)amine”的意思、由来-开放百科全书

词条

Tris(2-pyridylmethyl)amine

释义

References

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| ImageFile = Tris(pyridylmethyl)amine (structural diagram).png
| ImageSize =
| IUPACName =
| OtherNames = TPMA, TPA
|Section1={{Chembox Identifiers
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| InChI =
| InChIKey =
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| CASNo = 16858-01-8
| PubChem = 379259
| ChemSpiderID = 336061
| SMILES = c1ccnc(c1)CN(Cc2ccccn2)Cc3ccccn3
| StdInChI = 1S/C18H18N4/c1-4-10-19-16(7-1)13-22(14-17-8-2-5-11-20-17)15-18-9-3-6-12-21-18/h1-12H,13-15H2
| StdInChIKey = VGUWFGWZSVLROP-UHFFFAOYSA-N
| MeSHName = C431843
|Section2={{Chembox Properties
| C=18 | H=18 | N=4
| Appearance = Yellowish-pale brown solid
| Density =
| MeltingPtC = 73 to 77
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|Section3={{Chembox Hazards
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Tris(2-pyridylmethyl)amine (abbreviated TPMA or TPA) is an organic compound with the formula (C₅H₄NCH₂)₃N. It is a tertiary amine with three picolyl substituents. It is a white solid that is soluble in polar organic solvents. It is a ligand in coordination chemistry.

The ligand is prepared by the alkylation of picolylamine by picolyl chloride:^[1]

2 C₅H₄NCH₂Cl + C₅H₄NCH₂NH₂ → (C₅H₄NCH₂)₃N + 2 HCl

TPA is a tripodal ligand, often used to simulate the coordination environment within some proteins. It is also used as a copper ligand in ATRP. A related ligand is dipicolylamine, which in fact is an intermediate in the synthesis of TPA.

References

1. ^{{cite journal |author1=James W. Canary |author2=Yihan Wang |author3=Richard Roy, Jr. | title = Tris[(2-Pyridyl)Methyl] Amine (TPA) and (+)-Bis[(2-Pyridyl)methyl]-1-(2-Pyridyl)-Ethylamine (α-Metpa) | journal = Inorg. Synth. | year = 1998 | volume = 32 | pages = 70–75 | doi = 10.1002/9780470132630.ch11}}

3 : Tripodal ligands|Amines|Pyridines

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