| Identification | More | [Name]
2,6-Pyridinedicarboxaldehyde | [CAS]
5431-44-7 | [Synonyms]
2,6-Pyridinedicarbaldehyde
2,6-PYRIDINEDICARBOXALDEHYDE
PYRIDINE-2,6-DICARBALDEHYDE
2,6-Pyridine dialdehyde
2,6-PYRIDINEDICARBOXADEHYDE
2,6-PYRIDINEDICARBOXALDEHYDE 97%
2,6-Diformylpyridine
Pyridine-2,6-biscarbaldehyde | [EINECS(EC#)]
226-589-6 | [Molecular Formula]
C7H5NO2 | [MDL Number]
MFCD00010103 | [Molecular Weight]
135.12 | [MOL File]
5431-44-7.mol |
| Chemical Properties | Back Directory | [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) | [form ]
Powder | [pka]
1.84±0.10(Predicted) | [color ]
White to tan | [Detection Methods]
HPLC.NMR | [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) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3 | [HS Code ]
29333990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Raw materials And Preparation Products | Back Directory | [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 |
| Hazard Information | Back Directory | [Chemical Properties]
White to gray solid | [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 |
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