4-(Dimethylamino)-2-phenylbutyronitrile

Base Information

• Chemical Name: 4-(Dimethylamino)-2-phenylbutyronitrile
• CAS No.: 50599-78-5
• Molecular Formula: C12H16 N2
• Molecular Weight: 188.272
• European Community (EC) Number: 256-642-9
• DSSTox Substance ID: DTXSID00964830
• Nikkaji Number: J31.168E
• Mol file: 50599-78-5.mol

Synonyms:50599-78-5;4-(Dimethylamino)-2-phenylbutyronitrile;4-(dimethylamino)-2-phenylbutanenitrile;4-Dimethylamino-2-phenylbutyronitrile;EINECS 256-642-9;BRN 2805419;alpha-(beta-Dimethylaminoethyl)benzyl cyanide;2-(2-Dimethylaminoethyl)-2-phenylacetonitrile;BUTYRONITRILE, 4-DIMETHYLAMINO-2-PHENYL-;4-14-00-01725 (Beilstein Handbook Reference);4-dimethylamino-2-phenylbutanenitrile;SCHEMBL9324845;DTXSID00964830;AKOS006272033;LS-48248;alpha-(N,N-dimethylaminoethyl)benzeneacetonitrile;Benzeneacetonitrile, alpha-(2-(dimethylamino)ethyl)-;Benzeneacetonitrile, .alpha.-[2-(dimethylamino)ethyl]-

Chemical Property of 4-(Dimethylamino)-2-phenylbutyronitrile

Chemical Property:

• Vapor Pressure: 0.00162mmHg at 25°C
• Boiling Point: 294.5°C at 760 mmHg
• PKA: 9.06±0.28(Predicted)
• Flash Point: 118°C
• PSA: 27.03000
• Density: 0.992g/cm³
• LogP: 2.24548
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 188.131348519
• Heavy Atom Count: 14
• Complexity: 196

Purity/Quality:

99% ^*data from raw suppliers

4-(DIMETHYLAMINO)-2-PHENYLBUTYRONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCC(C#N)C1=CC=CC=C1

Technology Process of 4-(Dimethylamino)-2-phenylbutyronitrile

There total 10 articles about 4-(Dimethylamino)-2-phenylbutyronitrile 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: 95.0%

4-Dimethylamino-2-phenyl-butyraldehyde oxime (158696-51-6) → 4-dimethylamino-2-phenyl-butyronitrile (50599-78-5)

Guidance literature:

With carbon disulfide; sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1021/jo00102a044

Reference yield: 56.0%

4-iodo-2-phenylbutyronitrile (130993-49-6) + dimethyl amine (124-40-3) → 4-dimethylamino-2-phenyl-butyronitrile (50599-78-5)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane; at 45 - 60 ℃; for 80h; Sealed tube;

Reference yield:

phenylacetonitrile (140-29-4) + 2-(dimethylamino)ethyl chloride (107-99-3) → 4-dimethylamino-2-phenyl-butyronitrile (50599-78-5)

Guidance literature:

With sodium amide; toluene;

DOI:10.1021/ja01176a067 DOI:10.1021/ja01215a076 DOI:10.1002/hlca.19490320736

upstream raw materials:

phenylacetonitrile

2-(dimethylamino)ethyl chloride

4-Dimethylamino-2-phenyl-butyraldehyde oxime

dimethyl amine

Downstream raw materials:

4-dimethylamino-2-(2-dimethylamino-ethyl)-2-phenyl-butyronitrile

4-(N,N-dimethylamino)-2-phenyl-2-(2-pyridyl)butanenitrile

4-dimethylamino-2-phenyl-2-thiazol-2-yl-butyronitrile

1-(4-chlorophenyl)-4-(2-N,N-dimethylaminoethyl)-1,4-dihydro-2H-isoquinoline-3-one

Refernces

• 1、 Botteghi, Carlo,Chelucci, Giorgio,Ponte, Gino Del,Marchetti, Mauro,Paganelli, Stefano. "New Synthetic Route to Pheniramines via Hydroformylation of Functionalized Olefins". . p. 7125 - 7127. Retrieved 2007/10/02.