4-Methoxyazobenzene

Base Information

• Chemical Name: 4-Methoxyazobenzene
• CAS No.: 2396-60-3
• Molecular Formula: C13H12 N2 O
• Molecular Weight: 212.251
• Hs Code.: 2927000090
• European Community (EC) Number: 219-250-9
• NSC Number: 16044
• DSSTox Substance ID: DTXSID00870967
• Nikkaji Number: J142.088G,J142.089E,J105.156C
• Wikidata: Q106956363
• ChEMBL ID: CHEMBL4162540,CHEMBL4177086
• Mol file: 2396-60-3.mol

Synonyms:4-Methoxyazobenzene;2396-60-3;1-(4-Methoxyphenyl)-2-phenyldiazene;p-Methoxyazobenzene;(Z)-4-Methoxyazobenzene;Azobenzene, 4-methoxy-;(4-methoxyphenyl)-phenyldiazene;21650-49-7;Diazene, (4-methoxyphenyl)phenyl-;p-Phenylazoanisole;(E)-1-(4-Methoxyphenyl)-2-phenyldiazene;(E)-4-Methoxyazobenzene;15516-72-0;Diazene, (4-methoxyphenyl)phenyl-, (E)-;Azobenzene, 4-methoxy-, (Z)-;EINECS 219-250-9;Diazene, (4-methoxyphenyl)phenyl-, (Z)-;p-Methoxyazobenzol;NSC16044;p-Methoxy-cis-azobenzene;Anisole, p-(phenylazo)-;4-Methoxyazobenzene, 98%;SCHEMBL1405134;CHEMBL4162540;CHEMBL4177086;Azobenzene, 4-methoxy-, (E)-;DTXSID00870967;4-Methoxyazobenzene, >=99.0%;MFCD00039804;NSC 16044;NSC-16044;(E)-(4-methoxyphenyl)(phenyl)diazene;AKOS004904015;AKOS016843874;1-(4-Methoxyphenyl)-2-phenyldiazene #;AS-62196;FT-0634244;P0142;(Z)-1-(4-Methoxyphenyl)-2-phenyldiazene #;D91910;W-202003

Chemical Property of 4-Methoxyazobenzene

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 54-56 °C
• Refractive Index: 1.6920 (estimate)
• Boiling Point: 340 °C
• Flash Point: 150.8°C
• PSA: 33.95000
• Density: 1.146g/cm³
• LogP: 4.11060
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 212.094963011
• Heavy Atom Count: 16
• Complexity: 216

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Methoxyazobenzene ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)N=NC2=CC=CC=C2

Technology Process of 4-Methoxyazobenzene

There total 27 articles about 4-Methoxyazobenzene 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: 100.0%

4-methoxy-aniline (104-94-9) + Nitrosobenzene (586-96-9) → 4-methoxyazobenzene (2396-60-3)

Guidance literature:

With acetic acid; In ethanol; at 40 ℃; for 12h; Inert atmosphere;

DOI:10.1002/adsc.202100440

Reference yield: 92.0%

C15H18N3(1+)*CF3O3S(1-) + potassium methanolate (865-33-8) → 4-methoxyazobenzene (2396-60-3)

Guidance literature:

In N,N-dimethyl-formamide; at 25 ℃; for 3h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201712618

Reference yield: 90.0%

4-methoxy-aniline (104-94-9) + aniline (62-53-3) → 4-methoxyazobenzene (2396-60-3)

Guidance literature:

With copper-manganese spinel oxide; In ethyl acetate; at 80 ℃; for 6h;

DOI:10.1002/cctc.201501218

upstream raw materials:

diazomethane

4-hydroxyazobenzene

benzene

4-methoxy-aniline

Downstream raw materials:

Variamin Blau

(4-methoxy-3-nitro-phenyl)-(4-nitro-phenyl)-diazene

(4-methoxyphenyl)phenyldiazene 1-oxide

N'-(4-methoxy-phenyl)-N-phenyl-diazene-N-oxide

Refernces

• 1、 Du, Wanting,Ma, Zichao,Shao, Liming,Wang, Jian. "Hydrogen peroxide based oxidation of hydrazines using HBr catalyst". . . Retrieved 2021/11/18.
• 2、 Wróbel, Zbigniew,Wilk, Bogdan,Kwast, Andrzej. "Substitution of a nitro group by diazonium salts in σH-Adducts of carbanions to mono-nitrobenzenes. Formation of substituted azobenzenes and indazoles". . . Retrieved 2021/05/19.