2-(Dimethylamino)-2-phenylacetonitrile

Base Information

• Chemical Name: 2-(Dimethylamino)-2-phenylacetonitrile
• CAS No.: 827-36-1
• Molecular Formula: C10H12 N2
• Molecular Weight: 160.219
• Hs Code.: 2926907090
• European Community (EC) Number: 624-137-6
• NSC Number: 37416
• DSSTox Substance ID: DTXSID601290345
• Nikkaji Number: J55.002G
• Mol file: 827-36-1.mol

Synonyms:827-36-1;2-(dimethylamino)-2-phenylacetonitrile;A-(DIMETHYLAMINO)PHENYLACETONITRILE;alpha-(Dimethylamino)phenylacetonitrile;A-dimethylaminophenylacetonitrile;ACETONITRILE, (DIMETHYLAMINO)PHENYL-;Acetonitrile, 2-(dimethylamino)-2-phenyl-;alpha-Dimethylaminophenyl acetonitrile;NSC 37416;BRN 2089853;2-(dimethylamino)-2-phenyl-acetonitrile;ALPHA-(N,N-DIMETHYLAMINO)PHENYLACETONITRILE;N,N-Dimethyl-2-phenylglycinonitrile;a-N,N-Dimethylaminophenylacetonitrile;MFCD00013810;.alpha.-(Dimethylamino)phenylacetonitrile;Benzeneacetonitrile, alpha-(dimethylamino)-;Benzeneacetonitrile, .alpha.-(dimethylamino)-;4-14-00-01321 (Beilstein Handbook Reference);alpha-DIMETHYLAMINOPHENYLACETONITRILE;NSC37416;WLN: NCYR&N1&1;F3284-8073;SCHEMBL3447644;(alpha-Cyanobenzyl)dimethylamine;phenyl(dimethylamino)-acetonitrile;DTXSID601290345;(dimethylamino)(phenyl)acetonitrile;NSC-37416;AKOS002364198;AKOS016045670;alpha-(Dimethylamino)benzeneacetonitrile;MB00227;alpha-N,N-Dimethylaminophenylacetonitrile;alpha -N,N-Dimethylaminophenylacetonitrile;CS-10042;.alpha.,N,N-Dimethylaminophenylacetonitrile;A-DIMETHYLAMINOPHENYLACETONITRILE 95%;CS-0204528;FT-0621694;alpha-N,N-Dimethylaminophenylacetonitrile, 97%;EN300-235647

Chemical Property of 2-(Dimethylamino)-2-phenylacetonitrile

Chemical Property:

• Vapor Pressure: 0.043mmHg at 25°C
• Refractive Index: n20/D 1.5145(lit.)
• Boiling Point: 88-90 °C(lit.)
• PKA: 4.29±0.50(Predicted)
• Flash Point: 219 °F
• PSA: 27.03000
• Density: 0.997 g/mL at 25 °C(lit.)
• LogP: 1.81288
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 160.100048391
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

99% ^*data from raw suppliers

2-(dimethylamino)-2-phenylacetonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C(C#N)C1=CC=CC=C1
• Uses: 2-(Dimethylamino)-2-phenylacetonitrile (CAS# 827-36-1) is useful in the identification of 1,3-thiazole-5-carboxylic acid derivatives as inhibitors of protein kinase CK2 and its SAR.

Technology Process of 2-(Dimethylamino)-2-phenylacetonitrile

There total 25 articles about 2-(Dimethylamino)-2-phenylacetonitrile 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: 97.0%

N,N-Dimethyltrimethylsilylamine (2083-91-2) + trimethylsilyl cyanide (7677-24-9) + benzaldehyde (100-52-7) → 2-(N,N-dimethylamino)-2-phenylacetonitrile (827-36-1)

Guidance literature:

With magnesium bromide; at 20 ℃; for 0.0833333h;

DOI:10.1139/V06-024

Reference yield: 92.0%

N,N-dimethylbenzamide (611-74-5) → 2-(N,N-dimethylamino)-2-phenylacetonitrile (827-36-1)

Guidance literature:

N,N-dimethylbenzamide; With bis(triphenylphosphine)iridium(I) carbonyl chloride; In toluene; at 20 ℃; for 0.0833333h;

With 1,1,3,3-Tetramethyldisiloxane; In toluene; at 20 ℃; for 0.0833333h;

With trimethylsilyl cyanide; In toluene; at 20 ℃; for 0.5h;

DOI:10.1002/anie.201612367

Reference yield: 88.0%

trimethylsilyl cyanide (7677-24-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) + phenylmagnesium bromide (100-58-3) → 2-(N,N-dimethylamino)-2-phenylacetonitrile (827-36-1)

Guidance literature:

trimethylsilyl cyanide; N,N-dimethyl-formamide; With titanium(IV) isopropylate; In tetrahydrofuran; for 0.166667h;

phenylmagnesium bromide; In tetrahydrofuran; at 20 ℃;

DOI:10.1002/ejoc.202100418

upstream raw materials:

N,N-dimethylammonium chloride

benzaldehyde

dimethyl amine

α-Dimethylamino-benzylsulfit

Downstream raw materials:

N,N′-dimethyl-1-phenyl-1-(o-tolyl)methanamine

dimethyl(1-phenylethyl)amine

Cyclopentyl-dimethylamino-phenyl-acetonitrile

α-diethylaminophenylacetonitrile

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、 Florea, Cristina,H?rtopeanu, Anca,Petride, Horia,Stavarache, Cristina. "RuO4-Mediated oxidation of tertiary amines. Stereoelectronic effects". . p. 89 - 96. Retrieved 2020/07/23.