Bis(E)[(4-methylphenyl)diazenyl]acetonitrile

Base Information

• Chemical Name: Bis(E)[(4-methylphenyl)diazenyl]acetonitrile
• CAS No.: 7014-14-4
• Molecular Formula: C16H15N5
• Molecular Weight: 277.329
• DSSTox Substance ID: DTXSID40704515
• Mol file: 7014-14-4.mol

Synonyms:DTXSID40704515;3-Cyano-1,5-di-p-tolylformazan,90%;Bis(E)[(4-methylphenyl)diazenyl]acetonitrile

Chemical Property of Bis(E)[(4-methylphenyl)diazenyl]acetonitrile

Chemical Property:

• PSA: 73.23000
• LogP: 5.02068
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 277.13274550
• Heavy Atom Count: 21
• Complexity: 374

Purity/Quality:

95+% ^*data from raw suppliers

(2E)-[(E)-(4-methylphenyl)diazenyl][(4-methylphenyl)hydrazono]acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)N=NC(C#N)N=NC2=CC=C(C=C2)C

Technology Process of Bis(E)[(4-methylphenyl)diazenyl]acetonitrile

There total 8 articles about Bis(E)[(4-methylphenyl)diazenyl]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: 87.0%

β-piperidinoacrylonitrile (65157-84-8,87429-51-4,4724-45-2) + p-toluidine hydrochloride (540-23-8) → 1,5?bis(4?methylphenyl)?3?cyanoformazan (7014-14-4)

Guidance literature:

p-toluidine hydrochloride; With hydrogenchloride; sodium nitrite; In water; Cooling;

β-piperidinoacrylonitrile; With sodium acetate; In ethanol; at 0 - 5 ℃; for 1h;

DOI:10.21608/ejchem.2017.1479.1103

Reference yield: 59.0%

p-toluidine (106-49-0,12221-03-3) + methylenebis(sulfonylacetic) acid dinitrile (166956-15-6) → 1,5?bis(4?methylphenyl)?3?cyanoformazan (7014-14-4) + [Cyano-(p-tolyl-hydrazono)-methanesulfonylmethanesulfonyl]-(p-tolyl-hydrazono)-acetonitrile

Guidance literature:

With ammonium acetate; hydrogenchloride; sodium nitrite; Yield given; 2.) EtOH, 30 min, rt;

Reference yield: 58.0%

p-toluidine (106-49-0,12221-03-3) + cyanoacetic acid (372-09-8) → 1,5?bis(4?methylphenyl)?3?cyanoformazan (7014-14-4)

Guidance literature:

p-toluidine; cyanoacetic acid; With hydrogenchloride; sodium nitrite;

With sodium acetate; In ethanol; at 0 - 5 ℃;

DOI:10.1007/s00706-018-2302-z

upstream raw materials:

3-chloro-1,5-di(4-methylphenyl)formazan

potassium cyanide

3-nitro-1,5-di-p-tolyl-3-nitroformazan

p-toluidine

Downstream raw materials:

2,2,7,7-tetraacetoxy-3,6-di(4-tolyl)-1-oxa-3,4,5,6,8-pentaza-2,7-dibora-1,2,7,8-tetrahydronaphthalene

6-(acetylaminocarbonyl)-3,3-diacetoxy-2,4-di(4-tolyl)-1,2,4,5-tetrazaborine

Refernces

• 1、 Khalifa, Mohamed E.,Elkhawass, Elham A.,Pardede, Antoni,Ninomiya, Masayuki,Tanaka, Kaori,Koketsu, Mamoru. "A facile synthesis of formazan dyes conjugated with plasmonic nanoparticles as photosensitizers in photodynamic therapy against leukemia cell line". . p. 2195 - 2206. Retrieved 2018/11/10.
• 2、 Khattab, Tawfik A.,Haggag, Karima M.,Elnagdi, Mohamed H.,Abdelrahman, Amal A.,Abdelmoez Aly, Sherif. "Microwave-Assisted Synthesis of Arylazoaminopyrazoles as Disperse Dyes for Textile Printing". . p. 766 - 772. Retrieved 2016/07/11.