N-(Diphenylmethylene)aminoacetonitrile

Base Information

• Chemical Name: N-(Diphenylmethylene)aminoacetonitrile
• CAS No.: 70591-20-7
• Molecular Formula: C15H12N2
• Molecular Weight: 220.274
• Hs Code.: 29269090
• European Community (EC) Number: 628-942-3
• DSSTox Substance ID: DTXSID20346513
• Nikkaji Number: J236.425E
• ChEMBL ID: CHEMBL1515450
• Mol file: 70591-20-7.mol

Synonyms:70591-20-7;N-(Diphenylmethylene)aminoacetonitrile;2-((Diphenylmethylene)amino)acetonitrile;Diphenylmethyleniminoacetonitrile;2-(benzhydrylideneamino)acetonitrile;MFCD00009970;(Benzhydrylidene-amino)-acetonitrile;Acetonitrile, [(diphenylmethylene)amino]-;2-[(diphenylmethylidene)amino]acetonitrile;2-[(Diphenylmethylene)amino]acetonitrile;MLS002206568;SCHEMBL783512;Benzhydrylideneaminoacetonitrile;CHEMBL1515450;(benzhydrylideneamino)acetonitrile;DTXSID20346513;(benzhydrylideneamino)-acetonitrile;HMS2200E05;HMS3338E17;[(Diphenylmethylene)amino]acetonitrile;2-(diphenylmethyleneamino)acetonitrile;2-aminoacetonitrile benzophenone imine;AKOS005146359;AC-5716;CS-W002053;DS-1105;N-(di-phenylmethylene)aminoacetonitrile;N-(Diphenylmethylene) aminoacetonitrile;[(diphenylmethylidene)amino]acetonitrile;[(Diphenylmethylene)amino]acetonitrile #;N-2-(Diphenylmethylene)iminoacetonitrile;SMR001224382;SY017493;Acetonitrile, 2-[(diphenylmethylene)amino]-;AM20041053;D4145;FT-0652204;N-(Diphenylmethylene)aminoacetonitrile, 98%;A25396;EN300-381183;I11510;[(Diphenylmethylene)amino]methyl cyanide;(Benzhydrylideneamino)acetonitrile;(Diphenylmethyleneamino)acetonitrile;[(Benzhydrylidene)amino]acetonitrile

Chemical Property of N-(Diphenylmethylene)aminoacetonitrile

Chemical Property:

• Appearance/Colour: white to slightly grey crystals
• Vapor Pressure: 6.95E-05mmHg at 25°C
• Melting Point: 83-86 °C
• Refractive Index: 1.568
• Boiling Point: 343.621 °C at 760 mmHg
• PKA: 1.03±0.50(Predicted)
• Flash Point: 161.617 °C
• PSA: 36.15000
• Density: 1.008 g/cm³
• LogP: 3.04758
• Storage Temp.: 0-6°C
• Solubility.: 95% ethanol: soluble50mg/mL, clear, colorless to faintly yellow
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 220.100048391
• Heavy Atom Count: 17
• Complexity: 278

Purity/Quality:

99% ^*data from raw suppliers

N-(Diphenylmethylene)aminoacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=NCC#N)C2=CC=CC=C2
• Uses: N-(Diphenylmethylene)aminoacetonitrile is a reagent for?α-amino acids using transition metal catalysis. It can also be used to synthesize Cathepsin B inhibitors.

Technology Process of N-(Diphenylmethylene)aminoacetonitrile

There total 9 articles about N-(Diphenylmethylene)aminoacetonitrile 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: 93.0%

Benzophenone imine (1013-88-3) + 2-aminoacetonitrile hydrochloride (6011-14-9) → N-(diphenylmethylene)aminoacetonitrile (70591-20-7)

Guidance literature:

In dichloromethane; for 24h; Ambient temperature;

DOI:10.1021/jo00134a030

Reference yield: 83.0%

benzophenone (119-61-9) + 2-aminoacetonitrile hydrochloride (6011-14-9) → N-(diphenylmethylene)aminoacetonitrile (70591-20-7)

Guidance literature:

With titanium tetrachloride; triethylamine; In N,N-dimethyl-formamide; pentane; at 35 - 40 ℃; for 1h;

DOI:10.1080/00397919508011368

Reference yield: 73.0%

diphenylmethanone O-benzoyl oxime (3362-33-2) + acetonitrile (75-05-8,26809-02-9) → N-(diphenylmethylene)aminoacetonitrile (70591-20-7)

Guidance literature:

With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; at 20 - 22 ℃; for 2h; Inert atmosphere; Irradiation; Sealed tube;

DOI:10.1021/acs.orglett.0c02179

upstream raw materials:

Benzophenone imine

2-aminoacetonitrile hydrochloride

sodium cyanide

<(Diphenylmethylen)aminomethyl>trimethylammoniumiodid

Downstream raw materials:

(E)-2-(Benzhydrylidene-amino)-3-(4-chloro-phenyl)-acrylonitrile

2-(Benzhydrylidene-amino)-3-phenyl-3-phenylamino-propionitrile

(E)-2-(Benzhydrylidene-amino)-3-(4-methoxy-phenyl)-acrylonitrile

3-(Benzhydryl-amino)-1,4-diaza-spiro[4.5]dec-3-en-2-one

Refernces

• 1、 Cho, Eun Jin,Hwang, Ho Seong,Kang, Jihee,Soni, Vineet Kumar. "Direct C(sp3)-N Radical Coupling: Photocatalytic C-H Functionalization by Unconventional Intermolecular Hydrogen Atom Transfer to Aryl Radical". supporting information. . Retrieved 2020/08/12.
• 2、 Robles-Machín, Rocío,Alonso, Inés,Adrio, Javier,Carretero, Juan C.. "Catalytic asymmetric 1,3-dipolar cycloaddition of α-iminonitriles". supporting information; experimental part. p. 5286 - 5291. Retrieved 2010/10/01.