1-(4-Methoxyphenylazo)-2-naphthol

Base Information

• Chemical Name: 1-(4-Methoxyphenylazo)-2-naphthol
• CAS No.: 13411-91-1
• Molecular Formula: C17H14N2O2
• Molecular Weight: 278.31
• NSC Number: 70811
• Nikkaji Number: J1.207.823D
• ChEMBL ID: CHEMBL1975744
• Mol file: 13411-91-1.mol

Synonyms:1-(4-Methoxyphenylazo)-2-naphthol;13411-91-1;1-[(4-methoxyphenyl)diazenyl]naphthalen-2-ol;2-Naphthalenol, 1-[(4-methoxyphenyl)azo]-;NSC70811;SCHEMBL8428506;CHEMBL1975744;XYVPTQBXFHRJJR-VHEBQXMUSA-N;1-(p-methoxyphenylazo)-2-naphthol;NSC 70811;NSC-70811;CCG-247171;NCI60_038344;1-[(4-Methoxyphenyl)diazenyl]-2-naphthol;1-[(E)-(4-Methoxyphenyl)diazenyl]-2-naphthol;1,2-Naphthalenedione, 1-[(4-methoxyphenyl)hydrazone];1-[(1E)-2-(4-METHOXYPHENYL)DIAZEN-1-YL]NAPHTHALEN-2-OL

Chemical Property of 1-(4-Methoxyphenylazo)-2-naphthol

Chemical Property:

• Vapor Pressure: 3.58E-08mmHg at 25°C
• Boiling Point: 446.7°C at 760 mmHg
• Flash Point: 223.9°C
• Density: 1.19g/cm³
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 278.105527694
• Heavy Atom Count: 21
• Complexity: 353

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)N=NC2=C(C=CC3=CC=CC=C32)O

Technology Process of 1-(4-Methoxyphenylazo)-2-naphthol

There total 30 articles about 1-(4-Methoxyphenylazo)-2-naphthol 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) + β-naphthol (135-19-3) → 1-(4-methoxyphenylazo)naphthalen-2-ol (13411-91-1)

Guidance literature:

With potassium hydrogensulfate; water; sodium nitrite; microwave irradiation;

DOI:10.1080/00397910008087094

Reference yield: 99.0%

1-((4-methoxyphenyl)diazenyl)pyrrolidine (36651-93-1) + β-naphthol (135-19-3) → 1-(4-methoxyphenylazo)naphthalen-2-ol (13411-91-1)

Guidance literature:

With C₆H₉N₂O₂⁽¹⁺⁾*C₇H₇O₃S^(1-); In water; at 20 ℃; for 4h; Green chemistry;

DOI:10.1016/j.dyepig.2018.05.073

Reference yield: 99.0%

β-naphthol (135-19-3) + p-methoxybenzenediazonium o-benzenedisulfonimide → 1-(4-methoxyphenylazo)naphthalen-2-ol (13411-91-1)

Guidance literature:

With sodium hydroxide; In water; for 0.333333h;

DOI:10.1055/s-1998-2132

upstream raw materials:

4-methoxynitrosobenzene

ethyl nitrite

methoxybenzene

dimethyl sulfate

Downstream raw materials:

1-(4-methoxyphenylazo)-2-methoxynaphthalene

methylene chloride

1-((4-hydroxyphenyl)diazenyl)naphthalen-2-ol

Ru(an-OMe)(Cl)(PPh₃)2

Refernces

• 1、 Tedder. "-". . p. 4003,4006. Retrieved 1957.
• 2、 Zhang, Yonghong,Liu, Yonghong,Ma, Xiaoqian,Ma, Xia,Wang, Bin,Li, Hongguang,Huang, Yan,Liu, Chenjiang. "An environmentally friendly approach to the green synthesis of azo dyes with aryltriazenes via ionic liquid promoted C-N bonds formation". . p. 438 - 444. Retrieved 2018/06/14.
• 3、 Koukabi, Nadiya,Otokesh, Somayeh,Kolvari, Eskandar,Amoozadeh, Ali. "Convenient and rapid diazotization and diazo coupling reaction via aryl diazonium nanomagnetic sulfate under solvent-free conditions at room temperature". . p. 12 - 17. Retrieved 2015/10/05.