4-Chloropyridine-2,6-dicarbaldehyde

Base Information

• Chemical Name: 4-Chloropyridine-2,6-dicarbaldehyde
• CAS No.: 311767-65-4
• Molecular Formula: C₇H₄ClNO₂
• Molecular Weight: 169.567
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10601183
• Nikkaji Number: J1.833.656A
• Wikidata: Q82497675
• Mol file: 311767-65-4.mol

Synonyms:4-CHLOROPYRIDINE-2,6-DICARBALDEHYDE;311767-65-4;4-CHLOROPYRIDINE-2,6-DICARBOXALDEHYDE;2,6-Pyridinedicarboxaldehyde,4-chloro-;SCHEMBL4595138;DTXSID10601183;BSKSABGWROVHEE-UHFFFAOYSA-N;AKOS006307787;AB62702;DB-305906;EN300-399911;G75284;J-400580

Chemical Property of 4-Chloropyridine-2,6-dicarbaldehyde

Chemical Property:

• Vapor Pressure: 0.015mmHg at 25°C
• Refractive Index: 1.645
• Boiling Point: 256.6°Cat760mmHg
• PKA: -0.10±0.10(Predicted)
• Flash Point: 109°C
• PSA: 47.03000
• Density: 1.437g/cm³
• LogP: 1.36000
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 168.9930561
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

4-CHLOROPYRIDINE-2,6-DICARBOXALDEHYDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(N=C1C=O)C=O)Cl

Technology Process of 4-Chloropyridine-2,6-dicarbaldehyde

There total 6 articles about 4-Chloropyridine-2,6-dicarbaldehyde 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: 93.0%

4-chloro-2,6-bis(hydroxymethyl)pyridine (1817-20-5) → 4-chloro-2,6-pyridinedicarbaldehyde (311767-65-4)

Guidance literature:

With selenium(IV) oxide; In 1,4-dioxane; for 5h; Inert atmosphere; Reflux;

DOI:10.1021/acs.joc.0c02708

Reference yield: 77.0%

4-chloro-2,6-bis(1-pyrrolidinylcarbonyl)pyridine (1422463-80-6) → 4-chloro-2,6-pyridinedicarbaldehyde (311767-65-4)

Guidance literature:

4-chloro-2,6-bis(1-pyrrolidinylcarbonyl)pyridine; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 0.666667h;

With hydrogenchloride; In tetrahydrofuran; water;

DOI:10.1016/j.tetlet.2012.11.004

Reference yield:

Chelidamic acid (499-51-4) → 4-chloro-2,6-pyridinedicarbaldehyde (311767-65-4)

Guidance literature:

Multi-step reaction with 3 steps

1: phosphorus pentachloride

2: sodium tetrahydroborate

3: selenium(IV) oxide / 1,4-dioxane / Inert atmosphere; Reflux

With selenium(IV) oxide; sodium tetrahydroborate; phosphorus pentachloride; In 1,4-dioxane;

DOI:10.1246/cl.171104

upstream raw materials:

4-chloro-2,6-bis(hydroxymethyl)pyridine

4-chloropyridine-2,6-dicarbonyl dichloride

4-chloro-2,6-bis(1-pyrrolidinylcarbonyl)pyridine

dimethyl 4-hydroxypyridine-2,6-dicarboxylate

Refernces

• 1、 Nakamura, Yushi,Ohta, Tetsuo,Oe, Yohei. "A formal anti-Markovnikov hydroalkoxylation of allylic alcohols with a ruthenium catalyst". supporting information. p. 288 - 291. Retrieved 2018/02/14.
• 2、 -. "Oxidation-resistant indicator macromolecule". Page/Page column 14. . Retrieved 2010/11/25.