Diazene, bis(4-ethoxyphenyl)-

Base Information

• Chemical Name: Diazene, bis(4-ethoxyphenyl)-
• CAS No.: 588-52-3
• Molecular Formula: C16H18 N2 O2
• Molecular Weight: 270.331
• Hs Code.: 2927000090
• DSSTox Substance ID: DTXSID1060423
• Nikkaji Number: J6.748B
• Mol file: 588-52-3.mol

Synonyms:4,4'-Diethoxyazobenzene;588-52-3;Diazene, bis(4-ethoxyphenyl)-;Bis(4-ethoxyphenyl)diazene;4,4'-Azodiphenetole;4,4'-Azophenetole;Bis-p-ethoxyazobenzene;4,4-DIETHOXYAZOBENZENE;BRN 0917360;Azobenzene, 4,4'-diethoxy-;AI3-08896;1,2-Bis(4-ethoxyphenyl)diazene;Diazene, 1,2-bis(4-ethoxyphenyl)-;(E)-1,2-Bis(4-ethoxyphenyl)diazene;30926-06-8;4-16-00-00174 (Beilstein Handbook Reference);Phenetole, 4,4'-azodi-;SCHEMBL8762872;DTXSID1060423;MFCD00053756;AKOS024348887;Phenetole, 4,4'-azodi- (6CI,7CI);LS-60115

Chemical Property of Diazene, bis(4-ethoxyphenyl)-

Chemical Property:

• Melting Point: 162°C
• Refractive Index: 1.6240 (estimate)
• Boiling Point: 409.3°Cat760mmHg
• Flash Point: 162.5°C
• PSA: 43.18000
• Density: 1.06g/cm³
• LogP: 4.89940
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 270.136827821
• Heavy Atom Count: 20
• Complexity: 252

Purity/Quality:

98%Min ^*data from raw suppliers

4,4'-Diethoxyazobenzene ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=C(C=C1)N=NC2=CC=C(C=C2)OCC

Technology Process of Diazene, bis(4-ethoxyphenyl)-

There total 18 articles about Diazene, bis(4-ethoxyphenyl)- 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: 94.0%

1-ethoxy-4-nitrobenzene (100-29-8) → 4,4'-diethoxyazoxybenzene (588-52-3)

Guidance literature:

1-ethoxy-4-nitrobenzene; In ethanol; for 0.0333333h;

With sodium tetrahydroborate; In ethanol; for 0.133333h; Reflux;

DOI:10.1039/c9ra01249d

Reference yield: 90.0%

4,4'-diethoxyazoxybenzene (4792-83-0,51437-64-0) → 4,4'-diethoxyazoxybenzene (588-52-3)

Guidance literature:

With hydrazine hydrate; aluminium; In methanol; for 0.167h; Heating;

DOI:10.1080/00397910500182275

Reference yield: 88.0%

4,4'-diethoxyhydrazobenzene (1034-25-9) → 4,4'-diethoxyazoxybenzene (588-52-3)

Guidance literature:

With sodium hydrogen sulfate; silica gel; sodium nitrite; In acetone; at 20 ℃; for 0.5h;

upstream raw materials:

ethyl bromide

4-ethoxy-4'-hydroxyazobenzene

4-ethoxybenzenediazonium

ethyl nitrate

Downstream raw materials:

4,4'-diethoxyhydrazobenzene

4-Ethoxyaniline

4,4'-dihydroxyazobenzene

chloroethane

Refernces

• 1、 Karunakaran,Venkataramanan. "Conversion of anilines into azobenzenes in acetic acid with perborate and Mo(VI): correlation of reactivities". . p. 375 - 385. Retrieved 2019/02/14.
• 2、 Zeynizadeh, Behzad,Faraji, Fariba. "Immobilized antimony species on magnetite: A novel and highly efficient magnetically reusable nanocatalyst for direct and gram-scale reductive-coupling of nitroarenes to azoarenes". . p. 13112 - 13121. Retrieved 2019/05/10.