[4-(Pyridin-4-yl)phenyl]acetonitrile

Base Information

• Chemical Name: [4-(Pyridin-4-yl)phenyl]acetonitrile
• CAS No.: 112170-33-9
• Molecular Formula: C13H10N2
• Molecular Weight: 194.236
• DSSTox Substance ID: DTXSID70554444
• Wikidata: Q82435439
• Mol file: 112170-33-9.mol

Synonyms:112170-33-9;[4-(Pyridin-4-yl)phenyl]acetonitrile;2-(4-(pyridin-4-yl)phenyl)acetonitrile;SCHEMBL24067260;DTXSID70554444

Chemical Property of [4-(Pyridin-4-yl)phenyl]acetonitrile

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 194.084398327
• Heavy Atom Count: 15
• Complexity: 226

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC#N)C2=CC=NC=C2

Technology Process of [4-(Pyridin-4-yl)phenyl]acetonitrile

There total 2 articles about [4-(Pyridin-4-yl)phenyl]acetonitrile 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: 81.0%

4-Bromophenylacetonitrile (16532-79-9) + 4-pyridylboronic acid (1692-15-5) → 2-(4-(pyridin-4-yl)phenyl)acetonitrile (112170-33-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; Inert atmosphere; Reflux;

Reference yield:

4-bromopyridine hydrochloride (19524-06-2) + phenylacetonitrile (140-29-4) → α-phenyl-4-pyridylacetonitrile (5005-38-9) + 4-Benzoylpyridine (14548-46-0) + 2-(4-(pyridin-4-yl)phenyl)acetonitrile (112170-33-9) + 2-(4-pyridyl)phenylacetonitrile (112177-34-1)

Guidance literature:

With ammonia; potassium; ferric nitrate; Yield given. Multistep reaction. Yields of byproduct given; 1.) 30 min, 2.) ether, irradiated 1.5h;

Reference yield: 95.0%

5-bromo-2-thiophencarboxaldehyde (4701-17-1) + 2-(4-(pyridin-4-yl)phenyl)acetonitrile (112170-33-9) → C18H11BrN2S

Guidance literature:

With sodium ethanolate; In ethanol; at 78 ℃; for 8h; Inert atmosphere;

DOI:10.1021/jacs.1c11455

upstream raw materials:

4-bromopyridine hydrochloride

phenylacetonitrile

4-Bromophenylacetonitrile

4-pyridylboronic acid

Downstream raw materials:

4,4'-di(4-pyridyl)cyanostilbene