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| | 2,6-Pyridinedicarboxaldehyde Basic information |
| | 2,6-Pyridinedicarboxaldehyde Chemical Properties |
| Melting point | 124-125 °C (lit.) | | Boiling point | 152-154 °C/103 mmHg (lit.) | | density | 1.3124 (rough estimate) | | refractive index | 1.5800 (estimate) | | storage temp. | 2-8°C | | solubility | Chloroform (Slightly), Methanol (Slightly) | | pka | 1.84±0.10(Predicted) | | form | Powder | | color | White to tan | | InChI | InChI=1S/C7H5NO2/c9-4-6-2-1-3-7(5-10)8-6/h1-5H | | InChIKey | PMWXGSWIOOVHEQ-UHFFFAOYSA-N | | SMILES | C1(C=O)=NC(C=O)=CC=C1 | | CAS DataBase Reference | 5431-44-7(CAS DataBase Reference) | | NIST Chemistry Reference | 2,6-Pyridinedicarboxaldehyde(5431-44-7) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36/37/39-37/39 | | WGK Germany | 3 | | HS Code | 29333990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 2,6-Pyridinedicarboxaldehyde Usage And Synthesis |
| Chemical Properties | White to gray solid | | Uses | 2,6-Pyridinedicarboxaldehyde has been used in preparation of:
- functionalized resin Amberlite XAD-4
- boron-dipyrromethene (BODIPY)-based fluorescence probe with a N,N′-(pyridine-2, 6-diylbis(methylene))-dianiline substituent
- novel N-heterocyclic chitosan aerogel derivatives
| | Uses | 2,6-Pyridinedicarboxaldehyde is an intermediate used to prepare functionalized resin Amberlite XAD-4,boron-dipyrromethene (BODIPY)-based fluorescence probe with a N,N′-(pyridine-2, 6-diylbis(methylene))-dianiline substituent and novel N-heterocyclic chitosan aerogel derivatives. | | Synthesis | General procedure for the synthesis of 2,6-pyridinedicarboxaldehyde from the compound (CAS: 69839-04-9): to a stirring LiAlH4 solution (0.31 g, 8.24 mmol; dissolved in 3 mL of anhydrous THF) at 0 °C, slowly add dropwise 2,6-bis(1-pyrrolidinocarbonyl)pyridine (3.0 g, 11 mmol) to anhydrous THF ( 20 mL) solution. The reaction mixture was stirred in 30 mL of anhydrous THF for 16 h. After 40 min, the reaction mixture was carefully hydrolyzed with 2 M aqueous hydrochloric acid. The organic phase was separated and the aqueous phase was extracted with CH2Cl2 (5 x 10 mL). The organic phase was combined and dried with Na2SO4. The solvent was removed in vacuum and the product was recrystallized by ether to give an almost colorless powdered 2,6-pyridinedicarboxaldehyde. The yield was 1.30 g (76% yield). | | References | [1] Tetrahedron Letters, 2013, vol. 54, # 3, p. 217 - 219 |
| | 2,6-Pyridinedicarboxaldehyde Preparation Products And Raw materials |
| Raw materials | Petroleum ether-->Chloroform-->1,4-Dioxane-->Selenium dioxide-->2,6-Pyridinedimethanol-->2,6-Pyridinedicarboxamide, N2,N2,N6,N6-tetraethyl--->2,6-Pyridinedicarboxylic acid chloride-->Pyrrolidine,1,1'-(2,6-pyridinediyldicarbonyl)bis- (9CI)-->Lithium Aluminum Hydride-->Hydrochloric acid | | Preparation Products | 2,6-Bis[(4R)-4-phenyl-2-oxazolinyl]pyridine |
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