Benzenesulfonic acid, 4-((4-hydroxy-1-naphthalenyl)azo)-

Base Information

• Chemical Name: Benzenesulfonic acid, 4-((4-hydroxy-1-naphthalenyl)azo)-
• CAS No.: 574-69-6
• Molecular Formula: C16H12N2O4S
• Molecular Weight: 328.348
• European Community (EC) Number: 611-544-9
• UNII: J63QP1Z3JT
• DSSTox Substance ID: DTXSID5060356
• Nikkaji Number: J421.513C
• Wikidata: Q27464182
• Mol file: 574-69-6.mol

Synonyms:574-69-6;Acid Orange 20 free acid;J63QP1Z3JT;Naphthol orange;Benzenesulfonic acid, 4-((4-hydroxy-1-naphthalenyl)azo)-;Benzenesulfonic acid, 4-[(4-hydroxy-1-naphthalenyl)azo]-;Elgacid Orange 2G;Tropeolin 000-1;D & C Orange No. 3;4-[(E)-(4-Hydroxynaphthalen-1-Yl)diazenyl]benzenesulfonic Acid;Benzenesulfonic acid, 4-(2-(4-hydroxy-1-naphthalenyl)diazenyl)-;C.I. Acid Orange 20, monosodium salt;4-(p-Sulfophenylazo)-1-naphthol, monosodium salt;a-Naphthol orange;Tropaeolin 000;4-(4-HYDROXY-1-NAPHTHYLAZO)BENZENESULFONIC ACID;alpha -naphthol orange;UNII-J63QP1Z3JT;SCHEMBL2203510;DTXSID5060356;4-(4-Sulfophenylazo)-1-naphthol;1-(4'-sulfophenylazo)-4-naphthol;C.I. Acid Orange 20, free acid;ACID ORANGE 20 (FREE ACID);Sodium azo-alpha -naphtholsulfanilate;AKOS024340971;C.I. ACID ORANGE 20 (FREE ACID);4-[(1-Hydroxy-4-naphthyl)azo]benzenesulfonic acid;Q27464182;4-[(4-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid, 9CI;BENZENESULFONIC ACID, 4-(2-(4-HYDROXY-1-NAPHTHALENYL);ORI

Chemical Property of Benzenesulfonic acid, 4-((4-hydroxy-1-naphthalenyl)azo)-

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 107.70000
• Density: 1.43g/cm³
• LogP: 5.28830
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 328.05177804
• Heavy Atom Count: 23
• Complexity: 523

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CC=C2O)N=NC3=CC=C(C=C3)S(=O)(=O)O

Technology Process of Benzenesulfonic acid, 4-((4-hydroxy-1-naphthalenyl)azo)-

There total 7 articles about Benzenesulfonic acid, 4-((4-hydroxy-1-naphthalenyl)azo)- 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: 92.1%

α-naphthol (90-15-3) + 4-aminobenzene sulfonic acid (121-57-3,856062-06-1) → 4-(4-hydroxy-[1]naphthylazo)-benzenesulfonic acid (574-69-6)

Guidance literature:

4-aminobenzene sulfonic acid; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.5h;

α-naphthol; In aq. phosphate buffer; at 0 - 5 ℃; for 2h; pH=6;

DOI:10.1039/c4ra00512k

Reference yield:

α-naphthol (90-15-3) + 4-sulfono-1-phenyldiazonium tetrafluoroborate → 2,4-di-(4-sulfonophenyldiazo)-1-naphthol (99701-05-0) + 4-(4-hydroxy-[1]naphthylazo)-benzenesulfonic acid (574-69-6)

Guidance literature:

In dimethylsulfoxide-d6; water-d2; at -78 ℃; pH=10; aq. buffer;

DOI:10.1039/b804530e

Reference yield:

α-naphthol (90-15-3) + 4-diazobenzenesulfonic acid (305-80-6,4332-41-6) → 4-(4-hydroxy-[1]naphthylazo)-benzenesulfonic acid (574-69-6)

Guidance literature:

With sodium hydroxide;

upstream raw materials:

α-naphthol

4-diazobenzenesulfonic acid

4-hydrazino-benzenesulfonic acid

[1,4]naphthoquinone

Downstream raw materials:

trans-thioindigo

[1,4]naphthoquinone

4-aminobenzene sulfonic acid

2-hydroxynaphtho-1,4-quinone

Refernces

• 1、 Coti, Karla K.,Wang, Yanju,Lin, Wei-Yu,Chen, Chia-Chun,Tak For Yu, Zeta,Liu, Kan,Shen, Clifton K.-F.,Selke, Matthias,Yeh, Anchi,Lu, Weixing,Tseng, Hsian-Rong. "A dynamic micromixer for arbitrary control of disguised chemical selectivity". supporting information; body text. p. 3426 - 3428. Retrieved 2009/02/05.