Available from stock
Category: Building Blocks, Intermediates, Reagents
Building block for synthesis. DPA is a secondary amine with two picolyl substituents. The compound is a tridentate ligand in coordination chemistry and commonly used to produce Zn-based chemosensors/probes, such as Zinpry. As a tridentate ligand this compound provides three nitrogen donors that affords good selectivity for Zn2+ over biologically relevant metals such as Na+, K+, Mg2+ and Ca2+, and leaves coordination sites free for anion binding. The amino nitrogen of the DPA group is a good candidate as an electron donor in either photoinduced electron transfer or photoinduced charge transfer (PET or PCT) sensors. Zn(II)–DPA complexes are widely used in anion recognition and sensing.
| Synonyms | Dipicolylamine, DPA, Bis(2-pyridylmethyl)amine, 2,2'-Bis(pyridylmethyl)amine, NSC 176070 |
|---|---|
| Purity | ≥95% (GC) |
| Appearance | Yellow liquid |
| CAS-Number | 1539-42-0 |
| Molecular Formula | C12H13N3 |
| Molecular Weight | 199.25 |
| Identity | 1H-NMR |
| Solvents | water (slightly) |
| Melting Point | 107.28 °C (Predicted) |
| Boiling Point | 139-141 °C |
| Refractive Index | n20D 1.58 (lit.) |
| Density | 1.11 g/mL at 25 °C (lit.) |
| Smiles | C1(CNCC2=CC=CC=N2)=CC=CC=N1 |
| InChi Key | KXZQYLBVMZGIKC-UHFFFAOYSA-N |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Handling Advice | Protect from light and moisture. |
| Use / Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Hazard statements | H315-H319-H335 |
| Precautionary statements | P261-P305 + P351 + P338 |
| GHS Symbol | GHS07 |
| Signal word | Warning |
| Transportation | Not dangerous goods |
| References | (1) E.M. Nolan & S.J. Lippard, Inorg. Chem. 43, 8310 (2004), (2) N.C. Lim & C. Bruckner, Chem. Commun. 2004, 1094 (2004), (3) H.-W. Lee, et al.: Bull. Korean Chem. Soc. 28, 855 (2007), (4) L. Xue, et al.: Inorg. Chem. 47, 4310 (2008), (5) T. Sakamoto, et al.: Chem. Commun. 2009, 141 (2009), (6) L. You, et al.: Nat. Chem. 3, 943 (2011), (7) H.T. Ngo, et al.: Chem. Soc. Rev. 41, 4928 (2012) |
| InChi | 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 |
| Quantity | 2.5 g, 5 g, 25 g, Bulk |
BHHT
