2-Phenyl-2-piperidinoacetonitrile

Base Information

• Chemical Name: 2-Phenyl-2-piperidinoacetonitrile
• CAS No.: 5766-79-0
• Molecular Formula: C13H16 N2
• Molecular Weight: 200.283
• Hs Code.: 2933399990
• European Community (EC) Number: 227-291-9
• NSC Number: 15446
• DSSTox Substance ID: DTXSID401299234
• Nikkaji Number: J48.085A
• Mol file: 5766-79-0.mol

Synonyms:2-Phenyl-2-piperidinoacetonitrile;5766-79-0;USAF A-2217;2-phenyl-2-(piperidin-1-yl)acetonitrile;2-phenyl-2-piperidin-1-ylacetonitrile;ACETONITRILE, 2-PHENYL-2-PIPERIDINO-;NSC 15446;1-Piperidineacetonitrile, alpha-phenyl-;1-Piperidineacetonitrile, .alpha.-phenyl-;alpha-Tolunitrile-alpha-piperidino-;alpha-Tolunitrile, alpha-piperidino-;EINECS 227-291-9;2-phenyl-2-(1-piperidyl)acetonitrile;alpha-(1-Piperidyl)-alpha-tolunitrile;BRN 0168026;AI3-02750;alpha-Phenyl-alpha-(1-piperidino)-acetonitril [German];.alpha.-Tolunitrile-.alpha.-piperidino-;.alpha.-(1-Piperidyl)-.alpha.-tolunitrile;alpha-Phenyl-alpha-(1-piperidino)-acetonitril;.alpha.-Phenyl-.alpha.-(1-piperidino)-acetonitril;5-20-03-00071 (Beilstein Handbook Reference);NSC15446;Maybridge1_000058;MixCom1_000102;WLN: T6NTJ AYR&CN;1-(1-Cyanobenzyl)piperidine;1-(a-Cyanobenzyl)-piperidine;SCHEMBL519228;Phenyl(1-piperidinyl)acetonitrile;DTXSID401299234;1-(.alpha.-Cyanobenzyl)-piperidine;Phenyl(1-piperidinyl)acetonitrile #;alpha-Phenyl-1-piperidineacetonitrile;MFCD00023711;NSC-15446;XBX 00107;AKOS000352080;AKOS022203961;CCG-237705;MB00327;CS-10072;CS-0326944;FT-0635844

Chemical Property of 2-Phenyl-2-piperidinoacetonitrile

Chemical Property:

• Vapor Pressure: 0.00147mmHg at 25°C
• Melting Point: 62 °C
• Boiling Point: 296.1°Cat760mmHg
• Flash Point: 118.1°C
• PSA: 27.03000
• Density: 1.074g/cm³
• LogP: 2.67508
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 200.131348519
• Heavy Atom Count: 15
• Complexity: 228

Purity/Quality:

98%min ^*data from raw suppliers

Phenylpiperidinoacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(CC1)C(C#N)C2=CC=CC=C2
• Uses: Phenylpiperidinoacetonitrile, is a building block used in various chemical synthesis.

Technology Process of 2-Phenyl-2-piperidinoacetonitrile

There total 31 articles about 2-Phenyl-2-piperidinoacetonitrile 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: 99.0%

piperidine (110-89-4) + benzaldehyde (100-52-7) + 2-hydroxy-2-methylpropanenitrile (75-86-5) → 2-phenyl-2-piperidinoacetonitrile (5766-79-0)

Guidance literature:

piperidine; benzaldehyde; at 20 ℃; for 0.166667h;

2-hydroxy-2-methylpropanenitrile; In water; for 20h;

DOI:10.1002/ejoc.201100089

Reference yield: 95.0%

piperidine (110-89-4) + (RS)-mandelonitrile (532-28-5,613-88-7) → 2-phenyl-2-piperidinoacetonitrile (5766-79-0)

Guidance literature:

In methanol; for 24h; Ambient temperature;

DOI:10.1002/ardp.19823150405

Reference yield: 91.0%

piperidin-1-yl-acetonitrile (3010-03-5) + chlorobenzene (108-90-7) → 2-phenyl-2-piperidinoacetonitrile (5766-79-0)

Guidance literature:

piperidin-1-yl-acetonitrile; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; bis(proazaphosphatrane); potassium tert-butylate; In toluene; at 20 ℃; for 0.333333h; Schlenk technique; Inert atmosphere;

chlorobenzene; In toluene; at 80 ℃; for 4h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201402466

upstream raw materials:

piperidine

(RS)-mandelonitrile

benzaldehyde

potassium cyanide

Downstream raw materials:

1-(1-phenylethyl)piperidine

phenyl(piperidin-1-yl)acetic acid

AU₂₁₁₀₆

2-phenyl-2-(piperidin-1-yl)acetic acid hydrochloride

Refernces

• 1、 Yu, Bao,Bodinier, Florent,Saague-Tenefo, Maximiliene,Gerardo, Patrice,Ardisson, Janick,Lannou, Marie-Isabelle,Sorin, Geoffroy. "One-Pot Synthesis of α-Amino Nitrile Units through Alkylative Strecker Cyanation from Formamides". . p. 3634 - 3640. Retrieved 2021/07/22.
• 2、 Ghandi, Leila,Kazemi Miraki, Maryam,Karimi, Meghdad,Radfar, Iman,Heydari, Akbar. "A unique combination of KI/ZnFe2O4 as a catalyst for oxidative Strecker reaction". . . Retrieved 2018/11/23.