((4-Methylphenyl)amino)acetonitrile

Base Information

• Chemical Name: ((4-Methylphenyl)amino)acetonitrile
• CAS No.: 16728-84-0
• Molecular Formula: C9H10 N2
• Molecular Weight: 146.192
• Hs Code.: 2926909090
• European Community (EC) Number: 240-794-8
• NSC Number: 6859
• UNII: 2VJB5U8GQ4
• DSSTox Substance ID: DTXSID30168268
• Nikkaji Number: J236.843I
• Wikidata: Q83037828
• Mol file: 16728-84-0.mol

Synonyms:((4-Methylphenyl)amino)acetonitrile;16728-84-0;2-(4-methylanilino)acetonitrile;[(4-methylphenyl)amino]acetonitrile;2-[(4-methylphenyl)amino]acetonitrile;AI3-02758;NSC-6859;EINECS 240-794-8;Acetonitrile, ((4-methylphenyl)amino)-;2-(p-tolylamino)acetonitrile;NSC6859;p-Tolylaminoazetonitril;Enamine_003646;4-Methylanilinoacetonitrile;2VJB5U8GQ4;2-(4-Tolylamino)acetonitrile;SCHEMBL8395286;DTXSID30168268;HMS1404F16;NSC 6859;AKOS000259102;IDI1_007289;EN300-1245102;Z56855172

Chemical Property of ((4-Methylphenyl)amino)acetonitrile

Chemical Property:

• Vapor Pressure: 0.000649mmHg at 25°C
• Boiling Point: 309.2°Cat760mmHg
• Flash Point: 140.8°C
• PSA: 35.82000
• Density: 1.082g/cm³
• LogP: 2.00348
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 146.084398327
• Heavy Atom Count: 11
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

((4-Methylphenyl)amino)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)NCC#N

Technology Process of ((4-Methylphenyl)amino)acetonitrile

There total 16 articles about ((4-Methylphenyl)amino)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: 95.0%

trimethylsilyl cyanide (7677-24-9) + N-(4-methylphenyl)formamide (3085-54-9) → p-tolylaminoacetonitrile (16728-84-0)

Guidance literature:

With 1,1,3,3-tetramethyldisilazane; ferrous iodide; In acetonitrile; at 20 ℃; for 12h;

DOI:10.1016/j.jcat.2021.01.003

Reference yield: 95.0%

p-toluidine (106-49-0,12221-03-3) + chloroacetonitrile (107-14-2) → p-tolylaminoacetonitrile (16728-84-0)

Guidance literature:

With potassium carbonate; sodium iodide; In acetonitrile; for 3h; Heating;

DOI:10.1016/j.tetlet.2007.11.109

Reference yield: 90.0%

p-toluidine (106-49-0,12221-03-3) + cyanomethyl bromide (590-17-0) → p-tolylaminoacetonitrile (16728-84-0)

Guidance literature:

With potassium carbonate; sodium iodide; In acetonitrile; for 3h; Inert atmosphere; Reflux;

DOI:10.1021/acs.orglett.0c02982

upstream raw materials:

potassium cyanide

sodium (p-toluidino)methanesulfonate

formaldehyd

p-toluidine

Downstream raw materials:

N-Cyanmethyl-N-phenacyl-p-toluidin

5-amino-3-(p-tolyl)-1,2,3-oxadiazol-3-ium chloride

Refernces

• 1、 Prieur, Emilie,Azzouz, Rabah,Deguest, Geoffrey,Fruit, Corinne,Bischoff, Laurent,Marsais, Francis. "Aminomethylation of lithiated nicotinamide: access to new pyridolactams". . p. 437 - 440. Retrieved 2008.
• 2、 Kitoun, Camélia,Fonvielle, Matthieu,Sakkas, Nicolas,Lefresne, Manon,Djago, Fabiola,Blancart Remaury, Quentin,Poinot, Pauline,Arthur, Michel,Etheve-Quelquejeu, Mélanie,Iannazzo, Laura. "Phosphine-Mediated Bioconjugation of the 3′-End of RNA". supporting information. p. 8034 - 8038. Retrieved 2020/11/02.
• 3、 Riomet, Margaux,Decuypere, Elodie,Porte, Karine,Bernard, Sabrina,Plougastel, Lucie,Kolodych, Sergii,Audisio, Davide,Taran, Frédéric. "Design and Synthesis of Iminosydnones for Fast Click and Release Reactions with Cycloalkynes". supporting information. p. 8535 - 8541. Retrieved 2018/05/30.