2,6-Pyridinedicarboxaldehyde

Base Information

• Chemical Name: 2,6-Pyridinedicarboxaldehyde
• CAS No.: 5431-44-7
• Molecular Formula: C7H5NO2
• Molecular Weight: 135.122
• Hs Code.: 29333990
• European Community (EC) Number: 226-589-6
• NSC Number: 13393
• UNII: FX6E2354Y8
• DSSTox Substance ID: DTXSID80202681
• Nikkaji Number: J28.016J
• Wikipedia: 2,6-Diformylpyridine
• Wikidata: Q72503875
• Mol file: 5431-44-7.mol

Synonyms:2,6-diformylpyridine

Chemical Property of 2,6-Pyridinedicarboxaldehyde

Chemical Property:

• Appearance/Colour: white to tan powder or crystals
• Vapor Pressure: 0.107mmHg at 25°C
• Melting Point: 122 °C
• Refractive Index: 1.632
• Boiling Point: 221.4 °C at 760 mmHg
• PKA: 1.84±0.10(Predicted)
• Flash Point: 102.8 °C
• PSA: 47.03000
• Density: 1.274 g/cm³
• LogP: 0.70660
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 135.032028402
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

98% ^*data from raw suppliers

2,6-Pyridinedicarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC(=C1)C=O)C=O
• 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. 2,6-Pyridinedicarboxaldehyde has been used in preparation of:functionalized resin Amberlite XAD-4boron-dipyrromethene (BODIPY)-based fluorescence probe with a N,N′-(pyridine-2, 6-diylbis(methylene))-dianiline substituent novel N-heterocyclic chitosan aerogel derivatives

Technology Process of 2,6-Pyridinedicarboxaldehyde

There total 25 articles about 2,6-Pyridinedicarboxaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

2.6-bis(hydroxymethyl)pyridine (1195-59-1) → 2,6-Pyridinedicarboxaldehyde (5431-44-7)

Guidance literature:

With selenium(IV) oxide; In 1,4-dioxane; for 2h; Reflux;

Reference yield: 98.0%

2,6-dibenzylidene-pyridine (10129-71-2) → 2,6-Pyridinedicarboxaldehyde (5431-44-7)

Guidance literature:

With ozone; In methanol; dichloromethane; at -70 - 20 ℃; for 0.5h;

2,6-dibenzylidene-pyridine; With tricyanoethylphosphine; In methanol; dichloromethane; at 20 ℃;

DOI:10.1081/SCC-200032468

Reference yield: 95.0%

2,6-bis-(bromomethyl)pyridine (7703-74-4) → 2,6-Pyridinedicarboxaldehyde (5431-44-7)

Guidance literature:

With dimethyl selenoxide; In 1,2-dichloro-ethane; for 4h; Heating;

DOI:10.1055/s-1984-30956

upstream raw materials:

6-methyl-2-pyridinecarboxaldehyde

2,6-Dibromopyridine

isopropylmagnesium chloride

N,N-dimethyl-formamide

Downstream raw materials:

N-{2-[(6-Aminomethyl-pyridin-2-ylmethyl)-amino]-ethyl}-N-(3-hydroxy-propyl)-4-methyl-benzenesulfonamide

(Z)-2-Benzyloxycarbonylamino-3-[6-((Z)-2-benzyloxycarbonylamino-2-methoxycarbonyl-vinyl)-pyridin-2-yl]-acrylic acid methyl ester

2,6-bis(((2-mercaptophenyl)amino)methyl)pyridine

Refernces

• 1、 Li,Li,Zhang,Wang,Zhang,Zhao. "Synthesis and crystal structure of metal complexes based on 2,6-bis(6-methylquinolin-2-yl)pyridine ligand". . p. 650 - 654. Retrieved 2013.
• 2、 Costero, Ana M.,Ba?uls, M. José,Aurell, M. José,Ochando, Luis E.,Doménech, Antonio. "Cation and anion fluorescent and electrochemical sensors derived from 4,4′-substituted biphenyl". . p. 10309 - 10320. Retrieved 2005.
• 3、 Ji, Sanhao,Bruchmann, Bernd,Wurm, Frederik,Klok, Harm-Anton. "Functional, hyperbranched polyesters via Baylis-Hillman polymerization". . p. 25 - 34. Retrieved 2012.
• 4、 Dumitru, Florina,van der Lee, Arie,Barboiu, Mihail. "Chiral superstructures from homochiral Zn2+, Co2+, Fe2+-2,6-bis (aryl ethylimine)pyridine complexes". . p. 763 - 775. Retrieved 2019.
• 5、 Abebayehu, Abeje,Dutta, Ranjan,Lee, Chang-Hee. "Synthesis, Characterization and Properties of Expanded Pyriporphyrins: A New Family of Alkylidenyl Porphyrin Homologues Bearing meso-Exocyclic Double Bonds". . p. 13850 - 13856. Retrieved 2016.
• 6、 Freire, David M.,Green, Kayla N.,Kálmán, Ferenc Krisztián,Molnár, Enik?,Pota, Kristof,Tircsó, Gyula. "Manganese Complex of a Rigidified 15-Membered Macrocycle: A Comprehensive Study". supporting information. . Retrieved 2020/08/12.