2-Chloro-3-cyanopyridine

Base Information

• Chemical Name: 2-Chloro-3-cyanopyridine
• CAS No.: 6602-54-6
• Molecular Formula: C6H3ClN2
• Molecular Weight: 138.556
• Hs Code.: 29333990
• European Community (EC) Number: 229-550-1
• NSC Number: 73287
• UNII: 2GQP44MUH2
• DSSTox Substance ID: DTXSID00216240
• Nikkaji Number: J68.164D
• Wikidata: Q69758924
• ChEMBL ID: CHEMBL1969978
• Mol file: 6602-54-6.mol

Synonyms:Nicotinonitrile,2-chloro- (6CI,7CI,8CI);2-Chloro-3-pyridinecarbonitrile;3-Pyridinecarbonitrile,2-chloro-;3-Cyano-2-chloropyridine;NSC 73287;

Chemical Property of 2-Chloro-3-cyanopyridine

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0144mmHg at 25°C
• Melting Point: 104-107 °C(lit.)
• Refractive Index: 1.565
• Boiling Point: 257.6 °C at 760 mmHg
• PKA: -2.17±0.10(Predicted)
• Flash Point: 109.6 °C
• PSA: 36.68000
• Density: 1.33 g/cm³
• LogP: 1.60668
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 137.9984758
• Heavy Atom Count: 9
• Complexity: 137

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-3-cyanopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, T, Xi
• Hazard Codes: Xn,T,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)Cl)C#N
• Uses: 2-Chloro-3-cyanopyridine (cas# 6602-54-6) is a compound useful in organic synthesis.

Technology Process of 2-Chloro-3-cyanopyridine

There total 18 articles about 2-Chloro-3-cyanopyridine 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: 96.6%

2-hydroxy-3-cyanopyridine (20577-27-9,95907-03-2) → 2-chloro-3-pyridinecarbonitrile (6602-54-6)

Guidance literature:

With triethylamine; trichlorophosphate; at 0 - 5 ℃; for 8.5h; Reagent/catalyst; Reflux;

Reference yield: 96.0%

3-cyanopyridine N-oxide (14906-64-0) → 2-chloro-3-pyridinecarbonitrile (6602-54-6)

Guidance literature:

With triethylamine; trichlorophosphate; at 20 - 90 ℃; Temperature;

Reference yield: 93.2%

N-oxonicotinamide → 2-chloro-3-pyridinecarbonitrile (6602-54-6)

Guidance literature:

With N-butylamine; triethylamine; trichlorophosphate; In 1,2-dichloro-ethane; at 10 - 100 ℃; for 10.3333h; Solvent; Reagent/catalyst; Temperature;

upstream raw materials:

nicotinamide N-oxide

3-cyanopyridine N-oxide

P-toluenesulfonyl cyanide

2-chloro-3-iodopyridine

Downstream raw materials:

2-chloronicotinamide

2-hydroxy-3-carboxypyridine

2-methoxy-3-cyanopyridine

2-methoxy-3-pyridinecarboxamide

Refernces

• 1、 -. "Environment-friendly preparation method of 2-chloro-3-cyanopyridine". Paragraph 0021-0064. . Retrieved 2019/03/08.
• 2、 Nandi, Jyoti,Leadbeater, Nicholas E.. "Visible-light-driven catalytic oxidation of aldehydes and alcohols to nitriles by 4-acetamido-tempo using ammonium carbamate as a nitrogen source". supporting information. p. 9182 - 9186. Retrieved 2019/11/05.