(E)-4,4'-(Diazene-1,2-diyl)dibenzaldehyde

Base Information

• Chemical Name: (E)-4,4'-(Diazene-1,2-diyl)dibenzaldehyde
• CAS No.: 52550-86-4
• Molecular Formula: C₁₄H₁₀N₂O₂
• Molecular Weight: 238.246
• DSSTox Substance ID: DTXSID90450530
• Nikkaji Number: J3.005.006A,J89.706J
• Mol file: 52550-86-4.mol

Synonyms:(E)-4,4'-(Diazene-1,2-diyl)dibenzaldehyde;140661-40-1;52550-86-4;4-[(4-formylphenyl)diazenyl]benzaldehyde;MFCD31543875;Benzaldehyde, 4,4'-azobis-;Azobenzene-4,4'-biscarbaldehyde;4,4'-Azobisbenzaldehyde;(Z)-4,4'-(Diazene-1,2-diyl)dibenzaldehyde;SCHEMBL3074403;YSCK0380;DTXSID90450530;(E)-Azobenzene-4,4'-dicarbaldehyde;AC1126;MFCD32691097;AKOS037621219;(E)-diphenyldiazene-4,4'-dicarbaldehyde;CS-12670;SY129697;SY271777;(E)-4,4-(Diazene-1,2-diyl)dibenzaldehyde;E70245;A911138;(E)-4,4 inverted exclamation mark -(Diazene-1,2-diyl)dibenzaldehyde;(Z)-4,4 inverted exclamation mark -(Diazene-1,2-diyl)dibenzaldehyde

Chemical Property of (E)-4,4'-(Diazene-1,2-diyl)dibenzaldehyde

Chemical Property:

• Melting Point: 239 °C
• Boiling Point: 449.9±30.0 °C(Predicted)
• PSA: 58.86000
• Density: 1.16±0.1 g/cm3(Predicted)
• LogP: 3.72700
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 238.074227566
• Heavy Atom Count: 18
• Complexity: 271

Purity/Quality:

(E)-4,4'-(Diazene-1,2-diyl)dibenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=O)N=NC2=CC=C(C=C2)C=O

Technology Process of (E)-4,4'-(Diazene-1,2-diyl)dibenzaldehyde

There total 13 articles about (E)-4,4'-(Diazene-1,2-diyl)dibenzaldehyde 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: 60.0%

4-nitrobenzyl chloride (619-73-8) → 4-aminobenzaldehyde (556-18-3,28107-09-7) + 4-nitrobenzaldehdye (555-16-8) + 4,4'-diformylazobenzene (140661-40-1,52550-86-4) + 4,4'-diformylazoxybenzene (4329-74-2)

Guidance literature:

With cadmium(II) sulphide; In water; acetonitrile; at 20 ℃; for 24h; under 37.5038 Torr; Inert atmosphere; Irradiation;

DOI:10.1039/c2ob07053g

Reference yield:

4-nitrobenzaldehdye (555-16-8) → 4-aminobenzaldehyde (556-18-3,28107-09-7) + 4-nitrobenzyl chloride (619-73-8) + 4,4'-diformylazobenzene (140661-40-1,52550-86-4)

Guidance literature:

With hydrogen; In tetrahydrofuran; at 60 ℃; for 18h; under 30003 Torr; chemoselective reaction; Autoclave;

DOI:10.1021/jacs.5b02802

Reference yield:

(Z)-bis-(4-[1,3]-dioxolan-2-yl-phenyl)diazine (562814-29-3,1509927-60-9) → 4,4'-diformylazobenzene (140661-40-1,52550-86-4)

Guidance literature:

With hydrogenchloride; water; In tetrahydrofuran; at 20 ℃; for 2h;

upstream raw materials:

4-aminobenzaldehyde

4-nitroso-benzaldehyde

4-nitrobenzyl chloride

(4-nitrobenzylthio)acetic acid

Downstream raw materials:

4,4'-azo-di-benzaldehyde bis-phenylimine

4,4'-azo-di-benzaldehyde bis-phenylhydrazone

4-aminobenzaldehyde

α.β:α'.β'-di-trans-[4.4']azocinnamic acid diethyl ester

Refernces

• 1、 Mitkina, Tatiana,Stanglmair, Christoph,Setzer, Wolfgang,Gruber, Michael,Kisch, Horst,Koenig, Burkhard. "Visible light mediated homo- and heterocoupling of benzyl alcohols and benzyl amines on polycrystalline cadmium sulfide". supporting information; experimental part. p. 3556 - 3561. Retrieved 2012/06/01.
• 2、 -. "Benzoxazole derivatives for the prophylaxis and treatment of inflammatory bowel diseases". Page/Page column 7; 10. . Retrieved 2010/11/23.