(E)-1-(4-Methylphenyl)-N-[(E)-1-(4-methylphenyl)ethylideneamino]ethanimine

Base Information

• Chemical Name: (E)-1-(4-Methylphenyl)-N-[(E)-1-(4-methylphenyl)ethylideneamino]ethanimine
• CAS No.: 21399-33-7
• Molecular Formula: C₁₈H₂₀N₂
• Molecular Weight: 264.37
• Hs Code.: 2928000090
• NSC Number: 122706,92829
• DSSTox Substance ID: DTXSID20430527
• Mol file: 21399-33-7.mol

Synonyms:21399-33-7;NSC92829;4-METHYLACETOPHENONE AZINE;(E)-1-(4-Methylphenyl)-N-[(E)-1-(4-methylphenyl)ethylideneamino]ethanimine;HMS542G20;DTXSID20430527;4'-METHYLACETOPHENONE AZINE;NSC-92829;NSC122706;AKOS024337222;CCG-235114;NSC-122706;1-(p-tolyl)-N-[(E)-1-(p-tolyl)ethylideneamino]ethanimine;(2E,4E)-3,4-Diaza-2,5-bis(4-methylphenyl)hexa-2,4-diene

Chemical Property of (E)-1-(4-Methylphenyl)-N-[(E)-1-(4-methylphenyl)ethylideneamino]ethanimine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 90-91 °C
• Boiling Point: 361.6°Cat760mmHg
• PKA: 7?+-.0.50(Predicted)
• Flash Point: 164.8°C
• PSA: 24.72000
• Density: 0.97g/cm³
• LogP: 4.53660
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 264.162648646
• Heavy Atom Count: 20
• Complexity: 318

Purity/Quality:

99% ^*data from raw suppliers

4'-METHYLACETOPHENONE AZINE ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=NN=C(C)C2=CC=C(C=C2)C)C
• Isomeric SMILES: CC1=CC=C(C=C1)/C(=N/N=C(/C2=CC=C(C=C2)C)\C)/C

Technology Process of (E)-1-(4-Methylphenyl)-N-[(E)-1-(4-methylphenyl)ethylideneamino]ethanimine

There total 12 articles about (E)-1-(4-Methylphenyl)-N-[(E)-1-(4-methylphenyl)ethylideneamino]ethanimine 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: 84.0%

4-methylacethophenone oxime (2089-33-0) → bis-(1-p-tolyl-ethylidene)-hydrazine (21399-33-7,56587-84-9)

Guidance literature:

With copper(l) iodide; di-tert-butyl dicarbonate; sodium hydrogensulfite; In 1,2-dichloro-ethane; at 140 ℃; for 24h; Inert atmosphere;

DOI:10.1055/s-0031-1290779

Reference yield: 81.0%

4-methyl-N'-(1-(p-tolyl)ethylidene)benzenesulfonohydrazide (60672-33-5) → bis-(1-p-tolyl-ethylidene)-hydrazine (21399-33-7,56587-84-9)

Guidance literature:

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

DOI:10.1007/s11164-016-2688-3

Reference yield: 80.0%

1-(1-diazoethyl)-4-methylbenzene (64252-52-4) → bis-(1-p-tolyl-ethylidene)-hydrazine (21399-33-7,56587-84-9)

Guidance literature:

With dirhodium tetraacetate;

DOI:10.1016/S0040-4039(00)87320-7

upstream raw materials:

para-methylacetophenone

t-butyl β-methyl-β-(p-methylphenyl)glycidate

1-(1-diazoethyl)-4-methylbenzene

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

Downstream raw materials:

1-ethenyl-4-methylbenzene

4-methylethylbenzene

4-methylisopropylbenzene

4,4'-(but-2-ene-2,3-diyl)bis(methylbenzene)

Refernces

• 1、 Deshmukh, Dewal S.,Gangwar, Neha,Bhanage, Bhalchandra M.. "Rapid and Atom Economic Synthesis of Isoquinolines and Isoquinolinones by C–H/N–N Activation Using a Homogeneous Recyclable Ruthenium Catalyst in PEG Media". supporting information. p. 2919 - 2927. Retrieved 2019/05/10.
• 2、 Hu, Xiaochun,Li, Hongbo,Yang, Jingya,Li, Zheng. "Monohydrocyanation of symmetrical azines using potassium hexacyanoferrate(II) as an environmentally friendly cyanide source". supporting information. p. 1786 - 1790. Retrieved 2014/08/05.