4,4'-Azoxyanisole

Base Information

• Chemical Name: 4,4'-Azoxyanisole
• CAS No.: 51437-65-1
• Deprecated CAS: 74123-21-0,93485-76-8,1081826-35-8,93485-76-8
• Molecular Formula: C₁₄H₁₄N₂O₃
• Molecular Weight: 258.277
• European Community (EC) Number: 216-348-3
• NSC Number: 694092,7959
• UNII: ARL9G43P7E,4XSB9A1I17
• DSSTox Substance ID: DTXSID5024554
• Wikipedia: Para-Azoxyanisole
• Wikidata: Q3363052,Q27274080
• ChEMBL ID: CHEMBL1457966,CHEMBL1731369,CHEMBL1978175
• Mol file: 51437-65-1.mol

Synonyms:4,4'-Azoxyanisole;1562-94-3;p-Azoxyanisole;4,4'-Azoxydianisole;4,4-azoxyanisole;4,4'-DIMETHOXYAZOXYBENZENE;p-Azoxydianisole;p,p'-Azoxyanisole;p,p'-Azoxydianisole;PAA (liquid crystal);p,p'-Dimethoxyazoxybenzene;Azoxybenzene, 4,4'-dimethoxy-;CCRIS 5964;Diazene, bis(4-methoxyphenyl)-, 1-oxide;NSC 7959;EINECS 216-348-3;UNII-4G08S4XUIX;BRN 0752723;ARL9G43P7E;(4-methoxyphenyl)-(4-methoxyphenyl)imino-oxidoazanium;AI3-52539;MLS002638035;4XSB9A1I17;cis-4,4'-Dimethoxyazoxybenzene;DTXSID5024554;Diazene, 1,2-bis(4-methoxyphenyl)-, 1-oxide;4,4'-Dimethoxyazoxybenzene, (E)-;51437-65-1;Diazene, bis(4-methoxyphenyl)-, 1-oxide, (E)-;2-16-00-00326 (Beilstein Handbook Reference);Diazene, bis(4-methoxyphenyl)-, 1-oxide, (1E)-;Diazene, bis(4-methoxyphenyl)-, 1-oxide, (1Z)-;4-methoxy-N-[(4-methoxyphenyl)imino]benzen-1-imine oxide;C14D14N2O3;21650-70-4;C14-D14-N2-O3;1-methoxy-4-[(E)-(4-methoxyphenyl)-NNO-azoxy]benzene;Bis[4-[(2H3)methoxy)](2H4)phenyl]diazonium 1-oxide;Diazene, bis(4-(methoxy-d3)phenyl-2,3,5,6-d4-)-, 1-oxide;UNII-ARL9G43P7E;Anisole, 4,4'-azoxydi-;Azoxybenzene,4'-dimethoxy-;4G08S4XUIX;UNII-4XSB9A1I17;CBDivE_014129;4,4'-Azoxyanisole, 98%;4,4/'-AZOXYANISOLE;DTXCID504554;SCHEMBL9436825;CHEMBL1457966;CHEMBL1731369;CHEMBL1978175;SCHEMBL16411216;(E)-4,4'-dimethoxyazoxybenzene;(Z)-4,4'-dimethoxyazoxybenzene;NSC7959;Bis(4-methoxyphenyl)diazene oxide;HMS3078F21;NSC-7959;Tox21_201162;LS-898;MFCD00008400;STK786552;AKOS004908273;AKOS030239772;NSC-694092;NCGC00091863-01;NCGC00091863-02;NCGC00091863-03;NCGC00258714-01;TRANS-4,4'-DIMETHOXYAZOXYBENZENE;AS-65810;NCI60_033663;SMR001547533;CAS-1562-94-3;4,4'-DIMETHOXYAZOXYBENZENE, (Z)-;(Z)-1,2-bis(4-methoxyphenyl)diazene oxide;A0554;FT-0633669;D88277;Q3363052;Q27274080;(1Z)-BIS(4-METHOXYPHENYL)DIAZEN-1-IUM-1-OLATE;1-methoxy-4-[(Z)-(4-methoxyphenyl)-NNO-azoxy]benzene;DIAZENE, BIS(4-METHOXYPHENYL)-, 1-OXIDE, (Z)-

Chemical Property of 4,4'-Azoxyanisole

Chemical Property:

• PSA: 54.06000
• LogP: 3.52090
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 258.10044231
• Heavy Atom Count: 19
• Complexity: 293

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)N=[N+](C2=CC=C(C=C2)OC)[O-]

Technology Process of 4,4'-Azoxyanisole

There total 85 articles about 4,4'-Azoxyanisole 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: 55.0%

methanol (67-56-1) + N,N'-Bis-(4-fluoro-phenyl)-diazene N-oxide (326-04-5,32213-80-2,51789-07-2) → 5-methoxy-2-phenyl-2H-indazole (120455-03-0) + 5-methoxy-2-(4-methoxyphenyl)-2H-indazole (120455-06-3) + 4,4'-dimethoxyazoxybenzene (1562-94-3,21650-70-4,51437-65-1) + 4,4'-dihydroxyazobenzene (2050-16-0)

Guidance literature:

With N-doped TiO₂; In water; at 20 ℃; for 3h; UV-irradiation; Inert atmosphere;

DOI:10.1016/j.apcata.2011.11.011

Reference yield: 50.8%

para-methoxynitrobenzene (100-17-4) → 4-methoxy-aniline (104-94-9) + 4,4'-azoxy anisole (1562-94-3,21650-70-4,51437-65-1)

Guidance literature:

With sodium tetrahydroborate; nickel dichloride; In methanol; for 0.333333h; Ambient temperature;

Reference yield: 45.0%

methanol (67-56-1) + 4,4'-bis(chloro)azoxybenzene (614-26-6) → 5-methoxy-2-phenyl-2H-indazole (120455-03-0) + 5-methoxy-2-(4-methoxyphenyl)-2H-indazole (120455-06-3) + 4,4'-dimethoxyazoxybenzene (1562-94-3,21650-70-4,51437-65-1) + 4,4'-dihydroxyazobenzene (2050-16-0)

Guidance literature:

With N-doped TiO₂; In water; at 20 ℃; for 3h; UV-irradiation; Inert atmosphere;

DOI:10.1016/j.apcata.2011.11.011

upstream raw materials:

methanol

para-dinitrobenzene

sodium methylate

para-methoxynitrobenzene

Downstream raw materials:

3-acetoxy-4,4'-dimethoxyazobenzene

4,4'-dimethoxy-2-tosyloxyazobenzene

(E)-1,2-bis(4-methoxyphenyl)diazene

p-Azoxyanisol-Tetracyanochinodimethan

Refernces

• 1、 Liao, Xudong,Zhou, Yi,Ai, Chengmei,Ye, Cuijiao,Chen, Guanghui,Yan, Zhaohua,Lin, Sen. "SO2F2-mediated oxidation of primary and tertiary amines with 30% aqueous H2O2 solution". supporting information. . Retrieved 2021/11/01.
• 2、 Chang, Liu,Li, Jin,Wu, Na,Cheng, Xu. "Chemoselective electrochemical reduction of nitroarenes with gaseous ammonia". supporting information. p. 2468 - 2472. Retrieved 2021/04/02.