4-Ethylpyridine-2-carbonitrile

Base Information

• Chemical Name: 4-Ethylpyridine-2-carbonitrile
• CAS No.: 92486-38-9
• Molecular Formula: C₈H₈N₂
• Molecular Weight: 132.165
• European Community (EC) Number: 804-740-2
• DSSTox Substance ID: DTXSID60560837
• Nikkaji Number: J390.301J
• Wikidata: Q82444442
• Mol file: 92486-38-9.mol

Synonyms:4-Ethylpyridine-2-carbonitrile;92486-38-9;4-Ethyl-2-pyridinecarbonitrile;4-ETHYLPICOLINONITRILE;SCHEMBL3302943;DTXSID60560837;AKOS006334485;AT29078;CS-0237133;EN300-178352;Z1201628048

Chemical Property of 4-Ethylpyridine-2-carbonitrile

Chemical Property:

• Boiling Point: 123-124 °C(Press: 11 Torr)
• PKA: 0.48±0.10(Predicted)
• Density: 1.05±0.1 g/cm3(Predicted)
• Solubility.: Chloroform, Dichloromethane, DMSO
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 132.068748264
• Heavy Atom Count: 10
• Complexity: 145

Purity/Quality:

97% ^*data from raw suppliers

4-Ethyl-2-pyridinecarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CC(=NC=C1)C#N
• Uses: 4-Ethyl-2-pyridinecarbonitrile (cas# 92486-38-9) is a compound useful in organic synthesis.

Technology Process of 4-Ethylpyridine-2-carbonitrile

There total 7 articles about 4-Ethylpyridine-2-carbonitrile 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: 98.0%

4-ethylpyridine-1-oxide (14906-55-9) + trimethylsilyl cyanide (7677-24-9) → 2-cyano-4-ethylpyridine (92486-38-9)

Guidance literature:

With N,N-Dimethylcarbamoyl chloride; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1021/jo00289a058

Reference yield: 85.2%

4-Ethylpyridine (536-75-4,151103-55-8) + trimethylsilyl cyanide (7677-24-9) → 2-cyano-4-ethylpyridine (92486-38-9)

Guidance literature:

DOI:10.1248/cpb.39.1340

Reference yield:

4-Ethylpyridine (536-75-4,151103-55-8) → 2-cyano-4-ethylpyridine (92486-38-9)

Guidance literature:

Multi-step reaction with 3 steps

1: NaNH₂; N,N-dimethyl-aniline / 130 - 140 °C

2: bromine; aqueous sodium nitrite solution; aqueous hydrobromic acid

3: zuletzt unter vermindertem Druck

With hydrogen bromide; bromine; sodium amide; N,N-dimethyl-aniline; sodium nitrite;

DOI:10.1021/ja01603a036

upstream raw materials:

4-Ethylpyridine

trimethylsilyl cyanide

2-Cyanopyridine

ethanol

Downstream raw materials:

2-acetyl-4-ethylpyridine

4-ethyl-2-pyridinecarboxylic acid hydrochloride

(2R,4S)-4-Ethyl-piperidine-2-carboxylic acid

4-ethyl-BOC-DL-homoproline