2,2'-Dihydroxyazobenzene

Base Information

• Chemical Name: 2,2'-Dihydroxyazobenzene
• CAS No.: 2050-14-8
• Molecular Formula: C12H10 N2 O2
• Molecular Weight: 214.224
• Hs Code.: 2927000090
• European Community (EC) Number: 218-082-3
• DSSTox Substance ID: DTXSID5062132
• Nikkaji Number: J7.864F,J3.098.361K,J3.526.685B
• ChEMBL ID: CHEMBL1316021,CHEMBL1399543
• Mol file: 2050-14-8.mol

Synonyms:2,2'-Dihydroxyazobenzene;2050-14-8;Phenol, 2,2'-(1,2-diazenediyl)bis-;2,2'-Azodiphenol;Phenol, 2,2'-azobis-;o,o'-Dihydroxyazobenzene;2,2'-Azobisphenol;DHAB;2-[(2-hydroxyphenyl)diazenyl]phenol;Phenol, 2,2'-azodi-;MLS000681637;EINECS 218-082-3;2,2'-(Diazene-1,2-diyl)diphenol;SMR000312321;2-[(E)-(2-hydroxyphenyl)diazenyl]phenol;azophenol;o-Azophenol;o,o-Dihydroxyazobenzene;2-[2-(2-hydroxyphenyl)diazen-1-yl]phenol;2,2(2)-Dihydroxyazobenzene;34379-04-9;(E)-Azobenzene-2,2'-diol;(Z)-Azobenzene-2,2'-diol;SCHEMBL131175;CHEMBL1316021;CHEMBL1399543;DTXSID5062132;SCHEMBL14597258;BDBM53979;cid_5464544;2,2'-Dihydroxyazobenzene, 97%;REGID_for_CID_5464544;HMS2612L13;(6E)-6-[(2-hydroxyphenyl)hydrazono]cyclohexa-2,4-dien-1-one;CAA05014;(6E)-6-[(2-hydroxyphenyl)hydrazinylidene]cyclohexa-2,4-dien-1-one;MFCD00002182;AKOS001482350;AKOS037645615;2,2'-(E)-diazene-1,2-diyldiphenol;Phenol,2,2'-(1,2-diazenediyl)bis-;1-hydroxy-2-(2-hydroxyphenylazo)benzene;NCGC00245809-01;(E)-2,2'-(diazene-1,2-diyl)diphenol;AS-61785;J3.526.685B;F18308;2-[(1E)-2-(2-hydroxyphenyl)diazen-1-yl]phenol;SR-01000106348;J-013362;SR-01000106348-1;BRD-K57498568-001-01-5;BRD-K57498568-001-02-3;(6E)-6-[(2-hydroxyphenyl)hydrazinylidene]-1-cyclohexa-2,4-dienone

Chemical Property of 2,2'-Dihydroxyazobenzene

Chemical Property:

• Melting Point: 173-175 °C(lit.)
• Refractive Index: 1.6660 (estimate)
• Boiling Point: 380.4°Cat760mmHg
• PKA: 8.28±0.30(Predicted)
• Flash Point: 183.9°C
• PSA: 65.18000
• Density: 1.24g/cm³
• LogP: 3.51320
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 214.074227566
• Heavy Atom Count: 16
• Complexity: 221

Purity/Quality:

98% ^*data from raw suppliers

2,2''-Dihydroxyazobenzene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)N=NC2=CC=CC=C2O)O
• Uses: 2,2′-Dihydroxyazobenzene was used as complexing reagent in determination of aluminum in human serum by ion-pair reversed-phase partition HPLC.

Technology Process of 2,2'-Dihydroxyazobenzene

There total 9 articles about 2,2'-Dihydroxyazobenzene 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: 93.0%

2-amino-phenol (95-55-6) → 2,2'-Dihydroxyazobenzene (2050-14-8)

Guidance literature:

With sodium perborate; sodium molybdate tetrahydrate; In acetic acid; at 50 ℃; for 1h; Temperature; Kinetics; Thermodynamic data; Catalytic behavior;

DOI:10.1007/s11696-018-0599-z

Reference yield: 92.0%

2-hydroxynitrobenzene (88-75-5,78813-12-4) → 2,2'-Dihydroxyazobenzene (2050-14-8)

Guidance literature:

With triethylammonium formate; magnesium; In methanol; at 20 ℃; for 2.2h;

DOI:10.1071/CH03143

Reference yield: 70.0%

2-amino-phenol (95-55-6) → azobenzene-2,2'-diol (2050-14-8,34379-04-9)

Guidance literature:

With KO₂; In tetrahydrofuran; at 65 ℃; for 8h;

upstream raw materials:

2-hydroxynitrobenzene

2-amino-phenol

hydrogenchloride

sulfuric acid mono-(2-nitro-phenyl ester)

Downstream raw materials:

Cu(2,2'-dihydroxyazobenzene^(1-))2

C₃₄H₃₈N₂O₁₀S₂

2-(2-mesyloxyethoxy)-2'-(3-mesyloxypropoxy)azobenzene

2-(2-hydroxyethoxy)-2'-(3-hydroxypropoxy)azobenzene

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、 Wang, Huqun,Yang, Xiaofeng,Xiong, Weifeng,Zhang, Zhimin. "Photocatalytic reduction of nitroarenes to azo compounds over N-doped TiO2: Relationship between catalysts and chemical reactivity". . p. 3981 - 3997. Retrieved 2015/06/08.