ChemicalBook--->CAS DataBase List--->5431-44-7

5431-44-7

5431-44-7 Structure

5431-44-7 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[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 ProductsBack 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 InformationBack 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]

Pyrrolidine,1,1'-(2,6-pyridinediyldicarbonyl)bis- (9CI)

69839-04-9

2,6-Pyridinedicarboxaldehyde

5431-44-7

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
Spectrum DetailBack Directory
[Spectrum Detail]

2,6-Pyridinedicarboxaldehyde(5431-44-7)MS
2,6-Pyridinedicarboxaldehyde(5431-44-7)1HNMR
2,6-Pyridinedicarboxaldehyde(5431-44-7)IR1
2,6-Pyridinedicarboxaldehyde(5431-44-7)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

5431-44-7(sigmaaldrich)
[TCI AMERICA]

2,6-Pyridinedicarboxaldehyde,>98.0%(GC)(5431-44-7)
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