2-Chloro-3-formylpyridine

Base Information

• Chemical Name: 2-Chloro-3-formylpyridine
• CAS No.: 36404-88-3
• Molecular Formula: C6H4ClNO
• Molecular Weight: 141.557
• Hs Code.: 29333990
• European Community (EC) Number: 629-217-4
• DSSTox Substance ID: DTXSID40353269
• Nikkaji Number: J735.783D
• Wikidata: Q72458481
• ChEMBL ID: CHEMBL2228156
• Mol file: 36404-88-3.mol

Synonyms:2-chloro-3-pyridinecarboxaldehyde

Chemical Property of 2-Chloro-3-formylpyridine

Chemical Property:

• Appearance/Colour: white to light yellow crystal
• Vapor Pressure: 0.034mmHg at 25°C
• Melting Point: 50-54 °C(lit.)
• Refractive Index: 1.593
• Boiling Point: 242.264 °C at 760 mmHg
• PKA: -1.36±0.10(Predicted)
• Flash Point: 100.318 °C
• PSA: 29.96000
• Density: 1.332 g/cm³
• LogP: 1.54750
• Storage Temp.: Room temperature.
• Solubility.: Chloroform, DMSO
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 140.9981414
• Heavy Atom Count: 9
• Complexity: 107

Purity/Quality:

99% ^*data from raw suppliers

2-Chloronicotinaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)Cl)C=O
• Uses: Starting material for the preparation of 5-azaindoles by the Hemetsberger-Knittel reaction involving the thermal decomposition of alkenyl azides.1 Azaindazole intermediate. Starting material for the preparation of 5-azaindoles by the Hemetsberger-Knittel reaction involving the thermal decomposition of alkenyl azides.

Technology Process of 2-Chloro-3-formylpyridine

There total 20 articles about 2-Chloro-3-formylpyridine 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: 92.9%

(2-chloropyrid-3-yl)methanol (42330-59-6) → 2-chloro-3-carbaldehydepyridine (36404-88-3)

Guidance literature:

With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In dichloromethane; at 0 - 20 ℃; for 1h; pH=11; Solvent;

Reference yield: 92.0%

→ 2-chloro-3-carbaldehydepyridine (36404-88-3)

Guidance literature:

With sulfuric acid; lithium acetate; water; silver; fluorosulphonic acid; acetic acid; In methanol; at 55 - 60 ℃; Electrolysis;

Reference yield: 57.0%

2-chloropyridine (109-09-1) + formic acid ethyl ester (109-94-4) → 2-chloro-3-carbaldehydepyridine (36404-88-3)

Guidance literature:

2-chloropyridine; With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; at -78 ℃; for 2.58333h;

formic acid ethyl ester; In tetrahydrofuran; at -78 - -40 ℃; for 0.5h;

DOI:10.1016/j.bmc.2014.12.011

upstream raw materials:

2-chloropyridine

N-Formylpiperidine

formic acid ethyl ester

2-chloro-4-bromopyridine

Downstream raw materials:

2-chloropyrid-3-ylcarboxaldehyde oxime

2-(3,4-Dichlorophenoxy)nicotinaldehyde

methyl 4-(3-formylpyridin-2-yl)benzoate

(+/-)-bromo(2-chloro-3-pyridinyl)acetic acid

Refernces

• 1、 -. "Method for preparing aldehyde and acid by electrochemical dehydrochlorination of polychloromethylpyridine derivatives". Paragraph 0035-0037; 0057-0064. . Retrieved 2020/08/27.
• 2、 -. "A 2 - chloro - 3 - pyridine formaldehyde synthetic method (by machine translation)". Paragraph 0028; 0034; 0035; 0036; 0037; 0044; 0045-0047. . Retrieved 2018/01/12.