2-Phenylbutanenitrile

Base Information

• Chemical Name: 2-Phenylbutanenitrile
• CAS No.: 769-68-6
• Deprecated CAS: 69350-73-8
• Molecular Formula: C10H11 N
• Molecular Weight: 145.204
• European Community (EC) Number: 212-213-8
• NSC Number: 11272,2373
• DSSTox Substance ID: DTXSID00862408
• Nikkaji Number: J30.660F
• Mol file: 769-68-6.mol

Synonyms:2-Phenylbutanenitrile;2-Phenylbutyronitrile;769-68-6;2-Phenylbutanentrile;Benzeneacetonitrile, .alpha.-ethyl-;1-Cyano-1-phenylpropane;Butanenitrile, 2-phenyl-;Butyronitrile, 2-phenyl-;alpha-Phenylbutyronitrile;NSC 2373;DL-2-Phenylbutyronitrile;Benzeneacetonitrile, alpha-ethyl-;EINECS 212-213-8;NSC 11272;.alpha.-Phenylbutyronitrile;2-phenyl-butyronitrile;a-Ethylphenylacetonitrile;2-Phenylbutanenitrile #;Butanenitrile, 2-phenyl;2-Phenylbutyronitrile, 95%;SCHEMBL181368;(+/-)-2-Phenylbutyronitrile;DTXSID00862408;NSC2373;(.+/-.)-2-Phenylbutyronitrile;NSC-2373;NSC11272;STR05239;MFCD00001876;NSC-11272;BENZENEACETONITRILE, ?-ETHYL-;AKOS009158137;FT-0613329;F71302;W-104332

Chemical Property of 2-Phenylbutanenitrile

Chemical Property:

• Vapor Pressure: 0.0457mmHg at 25°C
• Refractive Index: n20/D 1.5086(lit.)
• Boiling Point: 114-115°C15mm Hg(lit.)
• Flash Point: 105 ºC
• PSA: 23.79000
• Density: 1.45
• LogP: 2.70378
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 145.089149355
• Heavy Atom Count: 11
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

2-Phenylbutyronitrile 95% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C#N)C1=CC=CC=C1
• Uses: 2-Phenylbutyronitrile is an intermediate in synthesizing rac-Glutethimide (G598150), a hypnotic sedative which was once used to treat insomnia. When taken with codeine, it has an intense euphoric effect on the subject due to the body’s increased ability to convert codeine to morphine.

Technology Process of 2-Phenylbutanenitrile

There total 54 articles about 2-Phenylbutanenitrile 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%

ethyl bromide (74-96-4) + phenylacetonitrile (140-29-4) → 2-phenylbutanenitrile (769-68-6)

Guidance literature:

Reference yield: 94.0%

ethanol (64-17-5) + phenylacetonitrile (140-29-4) → 2-phenylbutanenitrile (769-68-6)

Guidance literature:

With ruhtenium-grafted hydrotalcite; at 180 ℃; for 20h;

DOI:10.1021/ja049181l

Reference yield: 92.0%

phenylacetonitrile (140-29-4) + ethyl iodide (75-03-6) → 2-phenylbutanenitrile (769-68-6)

Guidance literature:

With sodium hydroxide; for 13h; Ambient temperature;

DOI:10.1246/cl.1982.1421

upstream raw materials:

2-phenylbutyramide

ethene

phenylacetonitrile

ethyl iodide

Downstream raw materials:

2-phenyl-2-pyridin-2-yl-butyronitrile

2-phenyl-2-pyridin-4-yl-butyronitrile

Methyl (2RS)-2-phenylbutyrimidate hydrochloride

3-phenyl-4-octanone

Refernces

• 1、 Bai, Liang,Ge, Min-Tong,Li, Chen,Qiu, Yuan-Rui,Wang, Ying,Xia, Ai-Bao,Xu, Dan-Qian. "Base-controlled chemoselectivity: direct coupling of alcohols and acetonitriles to synthesise α-alkylated arylacetonitriles or acetamides". supporting information. p. 15200 - 15204. Retrieved 2021/09/06.
• 2、 Huang, Shuang,Hong, Xi,Sun, Yong,Cui, He-Zhen,Zhou, Quan,Lin, Yue-Jian,Hou, Xiu-Feng. "Ru(II)-PBTNNXN complex bearing functional 2-(pyridin-2-yl)benzo[d]thiazole ligand catalyzed α-alkylation of nitriles with alcohols". . . Retrieved 2020/02/13.