6-Acetylpicolinonitrile

Base Information

• Chemical Name: 6-Acetylpicolinonitrile
• CAS No.: 159307-02-5
• Molecular Formula: C8H6 N2 O
• Molecular Weight: 146.148
• DSSTox Substance ID: DTXSID70570184
• Wikidata: Q82457554
• Mol file: 159307-02-5.mol

Synonyms:6-ACETYLPICOLINONITRILE;159307-02-5;6-ACETYLPYRIDINE-2-CARBONITRILE;2-PYRIDINECARBONITRILE,6-ACETYL-;2-PYRIDINECARBONITRILE, 6-ACETYL-;2-acetyl-6-cyanopyridine;SCHEMBL7770340;DTXSID70570184;LECIQDJPKUDAHR-UHFFFAOYSA-N;MFCD09263905;AKOS006332390;AB50229;DS-18801;CS-0147272;C73010;A928522

Chemical Property of 6-Acetylpicolinonitrile

Chemical Property:

• Boiling Point: 287.8±25.0 °C(Predicted)
• PKA: -0.71±0.10(Predicted)
• PSA: 53.75000
• Density: 1.19±0.1 g/cm3(Predicted)
• LogP: 1.15588
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 146.048012819
• Heavy Atom Count: 11
• Complexity: 203

Purity/Quality:

97% ^*data from raw suppliers

6-Acetylpicolinonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=CC(=N1)C#N
• Uses: 6-Acetylpicolinonitrile is a synthetic reagent used in the preparation of iminopyridine oxazoline cobalt complexes as catalyst for enantioselective hydroboration of disubstituted aryl alkenes.

Technology Process of 6-Acetylpicolinonitrile

There total 5 articles about 6-Acetylpicolinonitrile 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: 82.0%

6-(1-ethoxyvinyl)picolinonitrile → 2-acetyl-6-cyanopyridine (159307-02-5)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; at 20 ℃; for 2h;

DOI:10.1021/ml4003277

Reference yield: 24.0%

2-acetylpyridine N-oxide (2457-50-3) + trimethylsilyl cyanide (7677-24-9) → 2-acetyl-6-cyanopyridine (159307-02-5)

Guidance literature:

2-acetylpyridine N-oxide; trimethylsilyl cyanide; In dichloromethane; at 20 ℃; for 0.0833333h; Inert atmosphere; Sealed tube;

With N,N-Dimethylcarbamoyl chloride; In dichloromethane; for 96h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201705809

Reference yield:

2-acetylpyridine N-oxide (2457-50-3) + trimethylsilyl cyanide (7677-24-9) + potassium carbonate (584-08-7) + N,N-Dimethylcarbamoyl chloride (79-44-7) → 2-acetyl-6-cyanopyridine (159307-02-5)

Guidance literature:

In dichloromethane;

upstream raw materials:

2-acetylpyridine N-oxide

trimethylsilyl cyanide

potassium carbonate

N,N-Dimethylcarbamoyl chloride