Dibutyl pyridine-2,6-dicarboxylate

Base Information

• Chemical Name: Dibutyl pyridine-2,6-dicarboxylate
• CAS No.: 41727-17-7
• Molecular Formula: C15H21NO4
• Molecular Weight: 279.336
• Hs Code.: 2933399090
• European Community (EC) Number: 255-519-7
• NSC Number: 79891
• DSSTox Substance ID: DTXSID10194520
• Nikkaji Number: J278.258H
• Wikidata: Q83067291
• Mol file: 41727-17-7.mol

Synonyms:Dibutyl pyridine-2,6-dicarboxylate;41727-17-7;EINECS 255-519-7;NSC79891;DIBUTYL 2,6-PYRIDINEDICARBOXYLATE;SCHEMBL3885590;DTXSID10194520;NSC 79891;NSC-79891;Dibutyl 2,6-pyridinedicarboxylate,99;2,6-Pyridinedicarboxylic acid dibutyl ester;2,6-Pyridinedicarboxylic acid, dibutyl ester

Chemical Property of Dibutyl pyridine-2,6-dicarboxylate

Chemical Property:

• Vapor Pressure: 1.25E-06mmHg at 25°C
• Melting Point: 66-68 °C(lit.)
• Boiling Point: 400.7°C at 760 mmHg
• Flash Point: 196.1°C
• PSA: 65.49000
• Density: 1.084g/cm³
• LogP: 2.99540
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 279.14705815
• Heavy Atom Count: 20
• Complexity: 278

Purity/Quality:

99% ^*data from raw suppliers

DIBUTYL 2,6-PYRIDINEDICARBOXYLATE Aldrich ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCOC(=O)C1=NC(=CC=C1)C(=O)OCCCC

Technology Process of Dibutyl pyridine-2,6-dicarboxylate

There total 5 articles about Dibutyl pyridine-2,6-dicarboxylate 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(methoxycarbonyl)pyridine (5453-67-8) + butan-1-ol (71-36-3) → pyridine-2,6-dicarboxylic acid dibutyl ester (41727-17-7)

Guidance literature:

With Zn₄(OCOCF₃)6O; In di-isopropyl ether; for 40h; Heating;

DOI:10.1021/jo800625v

Reference yield: 96.0%

Pyridine-2,6-dicarboxylic acid (499-83-2) + butan-1-ol (71-36-3) → pyridine-2,6-dicarboxylic acid dibutyl ester (41727-17-7)

Guidance literature:

With thionyl chloride; for 5h; Inert atmosphere; Reflux; Cooling with ice;

DOI:10.1016/j.crci.2013.10.016

Reference yield: 85.0%

2,6-Dibromopyridine (626-05-1) + carbon monoxide (201230-82-2) + butan-1-ol (71-36-3) → pyridine-2,6-dicarboxylic acid dibutyl ester (41727-17-7)

Guidance literature:

2,6-Dibromopyridine; butan-1-ol; With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; In 5,5-dimethyl-1,3-cyclohexadiene; at 20 ℃; for 1h; Inert atmosphere; Glovebox;

carbon monoxide; In 5,5-dimethyl-1,3-cyclohexadiene; at 120 - 140 ℃; for 12h; under 22801.5 Torr; Autoclave;

DOI:10.1055/a-1587-8859

upstream raw materials:

2,6-Dibromopyridine

carbon monoxide

butan-1-ol

2,6-dichloropyridine

Downstream raw materials:

2.6-bis(hydroxymethyl)pyridine

2,6-bis[(tosyloxy)methyl]pyridine

Refernces

• 1、 Aghatabay, Naz Mohammed,Altun, Ahmet,Gürbüz, Mustafa Ulvi,Türkyilmaz, Murat. "Synthesis, spectroscopic characterization and density functional studies of a bis-benzimidazole derivative and of its complexes with palladium(II) halides". . p. 905 - 912. Retrieved 2014/08/18.
• 2、 El-Ghayoury,Ziessel. "Facile synthesis of polypyridine esters: A route to functionalized aldehydes". . p. 7757 - 7763. Retrieved 2007/10/03.