(1E,2E)-bis[1-(4-nitrophenyl)ethylidene]hydrazine

Base Information

• Chemical Name: (1E,2E)-bis[1-(4-nitrophenyl)ethylidene]hydrazine
• CAS No.: 58896-24-5
• Molecular Formula: C16H14 N4 O4
• Molecular Weight: 326.312
• NSC Number: 201815
• DSSTox Substance ID: DTXSID70430552
• Mol file: 58896-24-5.mol

Synonyms:NSC201815;(1E,2E)-bis[1-(4-nitrophenyl)ethylidene]hydrazine;58896-24-5;DTXSID70430552;STK328076;AKOS022061626;NSC-201815

Chemical Property of (1E,2E)-bis[1-(4-nitrophenyl)ethylidene]hydrazine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 471.4°Cat760mmHg
• Flash Point: 238.9°C
• Density: 1.29g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 326.10150494
• Heavy Atom Count: 24
• Complexity: 471

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=NN=C(C)C1=CC=C(C=C1)[N+](=O)[O-])C2=CC=C(C=C2)[N+](=O)[O-]
• Isomeric SMILES: C/C(=N\N=C(\C1=CC=C(C=C1)[N+](=O)[O-])/C)/C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of (1E,2E)-bis[1-(4-nitrophenyl)ethylidene]hydrazine

There total 6 articles about (1E,2E)-bis[1-(4-nitrophenyl)ethylidene]hydrazine 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: 98.0%

(4-nitrophenyl)ethanone (100-19-6) → 1,2-bis(1-(4-nitrophenyl)ethylidene)hydrazine (58896-24-5)

Guidance literature:

With hydrazine-hydroquinone complex; at 25 - 30 ℃; for 3h; neat, solid state, in ball mill;

DOI:10.1002/1099-1395(200007)13:7<388::AID-POC278>3.0.CO;2-H

Reference yield: 93.0%

4-methyl-N'-(1-(4-nitrophenyl)ethylidene)benzenesulfonohydrazide (41780-82-9) → 1,2-bis(1-(4-nitrophenyl)ethylidene)hydrazine (58896-24-5)

Guidance literature:

With caesium carbonate; In acetonitrile; at 100 ℃; for 6h; Sealed tube;

DOI:10.1007/s11164-016-2688-3

Reference yield: 82.13%

(4-nitrophenyl)ethanone (100-19-6) → 1,2-bis(1-(4-nitrophenyl)ethylidene)hydrazine (58896-24-5) + (1E,2E)-1,2-bis(1-(4-nitrophenyl)ethylidene)hydrazine (65124-91-6)

Guidance literature:

With hydrazine hydrate; acetic acid; In ethanol; at 20 ℃; for 72h;

DOI:10.1007/s12039-015-0992-x

upstream raw materials:

(4-nitrophenyl)ethanone

tetrachloromethane

1-(4-nitrophenyl)ethanone hydrazone

1,1'-dichloro-1,1'-bis(4-nitrophenyl)-1,1'-azoethane

Downstream raw materials:

1,1'-dichloro-1,1'-bis(4-nitrophenyl)-1,1'-azoethane

1-methyl-6-nitro-3,4-diphenylisoquinoline

9-[1-(4-nitrophenyl)ethyl]anthracene

9-[1-(4-nitrophenyl)ethyl]phenanthrene

Refernces

• 1、 Deshmukh, Dewal S.,Yadav, Prashant A.,Bhanage, Bhalchandra M.. "Cp*Co(iii)-catalyzed annulation of azines by C-H/N-N bond activation for the synthesis of isoquinolines". supporting information. p. 3489 - 3496. Retrieved 2019/04/14.
• 2、 Luo, Zai-Gang,Liu, Peng,Fang, Yu-Yu,Xu, Xue-Mei,Feng, Cheng-Tao,Li, Zhong,Zhang, Xiao-Mei,He, Jie. "Cs2CO3-mediated decomposition of N-tosylhydrazones for the synthesis of azines under mild conditions". . p. 1139 - 1148. Retrieved 2017/02/10.