4-(Diethylamino)benzonitrile

Base Information

• Chemical Name: 4-(Diethylamino)benzonitrile
• CAS No.: 2873-90-7
• Molecular Formula: C11H14N2
• Molecular Weight: 174.246
• Hs Code.: 2926909090
• European Community (EC) Number: 220-712-7
• NSC Number: 32450
• DSSTox Substance ID: DTXSID90182889
• Nikkaji Number: J306.792K
• Wikidata: Q83053584
• Mol file: 2873-90-7.mol

Synonyms:4-(Diethylamino)benzonitrile;2873-90-7;4-Diethylaminobenzonitrile;p-Diethylaminobenzonitrile;Benzonitrile, 4-(diethylamino)-;EINECS 220-712-7;4-diethylamino-benzonitrile;NSC32450;Maybridge3_004418;p-CyandiA currencythylanilin;SCHEMBL63804;Benzonitrile,4-(diethylamino)-;DTXSID90182889;HMS1443I18;CCG-46568;MFCD00019754;NSC 32450;NSC-32450;STK072865;AKOS000218411;IDI1_015805;4-(Diethylamino)benzonitrile, AldrichCPR;BS-22210;CS-0206760;D4852;FT-0618342;D90340;SR-01000636259-1

Chemical Property of 4-(Diethylamino)benzonitrile

Chemical Property:

• Vapor Pressure: 7.85E-05mmHg at 25°C
• Melting Point: 66-67 °C
• Refractive Index: 1.536
• Boiling Point: 341.8 °C at 760 mmHg
• Flash Point: 151.4 °C
• PSA: 27.03000
• Density: 1.01 g/cm³
• LogP: 2.40448
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 174.115698455
• Heavy Atom Count: 13
• Complexity: 180

Purity/Quality:

99% ^*data from raw suppliers

4-(Diethylamino)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Hazard Codes: Xn
• Statements: 20/21/22-22
• Safety Statements: 22-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C1=CC=C(C=C1)C#N
• Uses: 4-(Diethylamino)benzonitrile

Technology Process of 4-(Diethylamino)benzonitrile

There total 7 articles about 4-(Diethylamino)benzonitrile 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: 88.0%

4-(N,N-diethylamino)benzaldoxime (54376-65-7) → N,N-diethyl-4-cyanoaniline (2873-90-7)

Guidance literature:

With Nonafluorobutanesulfonyl fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 0.166667h;

DOI:10.1016/j.cclet.2015.11.004

Reference yield: 59.0%

4-Cyanochlorobenzene (623-03-0) + diethylamine (109-89-7) → N,N-diethyl-4-cyanoaniline (2873-90-7)

Guidance literature:

With sodium t-butanolate; palladium diacetate; In toluene; at 80 ℃; for 8h;

DOI:10.1021/jo702367k

Reference yield: 56.0%

4-Cyanochlorobenzene (623-03-0) + diethylamine (109-89-7) → benzonitrile (100-47-0) + N,N-diethyl-4-cyanoaniline (2873-90-7)

Guidance literature:

With palladium diacetate; sodium t-butanolate; 2,8,9-tris(2-methylpropyl)-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane; In toluene; Heating;

DOI:10.1021/ol027450b

upstream raw materials:

4-Diethylaminobenzaldehyde

N-methyl-N-phenylformamide

N,N-diethylaniline

4-Cyanochlorobenzene

Downstream raw materials:

N-[4-(7-ethoxy-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)phenyl]-N,N-diethylamine

C₁₇H₂₄N₂O₂S

2-[4-(diethylamino)phenyl]-4,5,6,7-tetrahydro-1,3-benzothiazol-7-ol

4-(diethylamino)benzothioamide

Refernces

• 1、 Yan, Zhao-Hua,Tian, Huan,Zhao, Dong-Dong,Jin, Hong-Ai,Tian, Wei-Sheng. "Perfluoroalkanosulfonyl fluoride: A useful reagent for dehydration of aldoximes to nitriles". . p. 96 - 98. Retrieved 2016/01/25.
• 2、 Gucma, Miroslaw,Golebiewski, W. Marek. "Convenient conversion of aldoximes into nitriles with N-chlorosuccinimide and pyridine". scheme or table. p. 1997 - 1999. Retrieved 2009/04/03.