4-Phenylamino-benzonitrile

Base Information

• Chemical Name: 4-Phenylamino-benzonitrile
• CAS No.: 36602-01-4
• Molecular Formula: C13H10 N2
• Molecular Weight: 194.236
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID90433388
• Nikkaji Number: J677.269B
• Wikidata: Q72443378
• Mol file: 36602-01-4.mol

Synonyms:36602-01-4;4-(PHENYLAMINO)BENZONITRILE;4-PHENYLAMINO-BENZONITRILE;4-anilinobenzonitrile;4-cyanodiphenylamine;4-cyanophenylphenylamine;4-phenylaminobenzonitrile;SCHEMBL510240;DTXSID90433388;CDJDZWDNBFIGKY-UHFFFAOYSA-N;MFCD00454927;AKOS000218360;AS-58847;CS-0035776;W13057;J-515942

Chemical Property of 4-Phenylamino-benzonitrile

Chemical Property:

• Melting Point: 134-135℃
• Boiling Point: 368.8±25.0 °C(Predicted)
• PKA: -1.88±0.20(Predicted)
• PSA: 35.82000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 3.37488
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 194.084398327
• Heavy Atom Count: 15
• Complexity: 226

Purity/Quality:

99.5% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC2=CC=C(C=C2)C#N

Technology Process of 4-Phenylamino-benzonitrile

There total 36 articles about 4-Phenylamino-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: 99.0%

4-cyanophenyl sulfurofluoridate + aniline (62-53-3) → 4-(phenylamino)benzonitrile (36602-01-4)

Guidance literature:

With η⁵‐cyclopentadienyl‐η³‐1‐phenylallylpalladium; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 80 ℃; for 12h; Reagent/catalyst; Temperature; Solvent;

DOI:10.1021/acscatal.6b00865

Reference yield: 98.0%

4-iodobenzonitrile (3058-39-7) + aniline (62-53-3) → 4-(phenylamino)benzonitrile (36602-01-4)

Guidance literature:

With potassium hydroxide; In N,N-dimethyl-formamide; at 130 ℃; for 0.133333h;

DOI:10.1039/d0nj00345j

Reference yield: 98.0%

iodobenzene (591-50-4) + 4-Aminobenzonitrile (873-74-5) → 4-(phenylamino)benzonitrile (36602-01-4)

Guidance literature:

With 0.068 mol% Ni(II) and 0.026 mol% Pd(II) complexed in pyridine grafted demetalated chlorophyll b co-polymer modified SiO₂ shell on Fe₃O₄ core; at 120 ℃; for 2h;

DOI:10.1039/d0ra08344e

upstream raw materials:

4-azidobenzonitrile

benzene

p-cyanophenyl p-toluenesulfonate

aniline

Downstream raw materials:

1-(4-cyanophenyl)-3-methyl-1,3-diphenylurea

4-phenylaminobenzaldehyde

Refernces

• 1、 Ran, Quan,Zhang, Yuan-Lan,Hua, Xiaochen,Fung, Man-Keung,Liao, Liang-Sheng,Fan, Jian. "Modulation of p-type units in tripodal bipolar hosts towards highly efficient red phosphorescent OLEDs". . p. 632 - 639. Retrieved 2019.
• 2、 Walker, Benjamin R.,Manabe, Shuhei,Brusoe, Andrew T.,Sevov, Christo S.. "Mediator-Enabled Electrocatalysis with Ligandless Copper for Anaerobic Chan-Lam Coupling Reactions". supporting information. p. 6257 - 6265. Retrieved 2021/05/07.
• 3、 -. "Red electroluminescent compound as well as preparation method and application thereof". Paragraph 0047; 0048; 0049; 0050. . Retrieved 2021/04/28.