(1Z,2E)-1,2-bis(1-phenylethylidene)hydrazine

Base Information

• Chemical Name: (1Z,2E)-1,2-bis(1-phenylethylidene)hydrazine
• CAS No.: 729-43-1
• Molecular Formula: C16H16N2
• Molecular Weight: 236.316
• Hs Code.: 2928000090
• European Community (EC) Number: 211-979-0
• Mol file: 729-43-1.mol

Synonyms:Acetophenone azine;729-43-1;CS-0362765;(1Z,2E)-1,2-bis(1-phenylethylidene)hydrazine

Chemical Property of (1Z,2E)-1,2-bis(1-phenylethylidene)hydrazine

Chemical Property:

• Vapor Pressure: 0.000268mmHg at 25°C
• Melting Point: 121-122 °C
• Refractive Index: 1.551
• Boiling Point: 333.2 °C at 760 mmHg
• PKA: 7.63±0.50(Predicted)
• Flash Point: 147.4 °C
• PSA: 24.72000
• Density: 0.98 g/cm³
• LogP: 3.91980
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 236.131348519
• Heavy Atom Count: 18
• Complexity: 273

Purity/Quality:

99% ^*data from raw suppliers

ACETOPHENONE AZINE Aldrich ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=NN=C(C)C1=CC=CC=C1)C2=CC=CC=C2
• Isomeric SMILES: C/C(=N\N=C(\C)/C1=CC=CC=C1)/C2=CC=CC=C2

Technology Process of (1Z,2E)-1,2-bis(1-phenylethylidene)hydrazine

There total 79 articles about (1Z,2E)-1,2-bis(1-phenylethylidene)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%

acetophenone (98-86-2) → acetophenonazine (729-43-1)

Guidance literature:

With hydrazine hydrate; In ethanol; acetic acid; for 3.5h; Heating;

DOI:10.1021/jo00146a046

Reference yield: 95.0%

4-methyl-N-(1-phenylethyl)-N'-(1-phenylethylidene)benzene sulfonohydrazide → acetophenonazine (729-43-1)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; nitromethane; at 110 ℃; for 10h;

DOI:10.1016/j.tet.2013.03.055

Reference yield: 92.0%

phenylacetylene (536-74-3) → acetophenonazine (729-43-1)

Guidance literature:

With copper(l) chloride; hydrazine; potassium tetrakis(pentafluorophenyl)borate; In benzene-d6; at 100 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c5cc10427k

upstream raw materials:

acetophenone semicarbazone

4-aminourazole

acetophenone

ethanol

Downstream raw materials:

N-(1-phenylethylidene)phenylhydrazine

phenyl 3,3,3-trichloro-2(phenylsulfonylamino)propyl ketone azine

4-phenyl-1,2,3-thiadiazole

1-chlorostyrene

Refernces

• 1、 Valencia, Rocío A.,Apolonio, Victor M.,Caballero-García, Guillermo,Martínez-Otero, Diego,Barroso-Flores, Joaquín,Cuevas-Ya?ez, Erick. "Crystal structure and DFT studies of 4-methyl-N-(1-phenylethyl)-N=-(1-phenylethylidene)benzenesulfonohydrazide: Evidence of a carbene insertion in the formation of acetophenone azine from acetophenone p-Toluensulfonylhydrazone". . p. 184 - 189. Retrieved 2017.
• 2、 Afaridoun, Hadi,Kianmehr, Ebrahim,Seifinoferest, Behnoush. "Palladium-Catalyzed Regioselective Acylation of Diazines with Toluenes: A New Approach to the Synthesis of ortho-Diacylbenzenes". supporting information. . Retrieved 2020/08/13.
• 3、 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.