2-Methoxy-4-[2-(4-nitrophenyl)hydrazinylidene]cyclohexa-2,5-dien-1-one

Base Information

• Chemical Name: 2-Methoxy-4-[2-(4-nitrophenyl)hydrazinylidene]cyclohexa-2,5-dien-1-one
• CAS No.: 18513-38-7
• Molecular Formula: C₁₃H₁₁N₃O₄
• Molecular Weight: 273.248
• DSSTox Substance ID: DTXSID20706118
• Nikkaji Number: J980.155C
• Mol file: 18513-38-7.mol

Synonyms:18513-38-7;DTXSID20706118;3-Methoxy-4'-nitroazobenzene-4-ol;2-Methoxy-4-[2-(4-nitrophenyl)hydrazinylidene]cyclohexa-2,5-dien-1-one

Chemical Property of 2-Methoxy-4-[2-(4-nitrophenyl)hydrazinylidene]cyclohexa-2,5-dien-1-one

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 273.07495584
• Heavy Atom Count: 20
• Complexity: 350

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)N=NC2=CC=C(C=C2)[N+](=O)[O-])O

Technology Process of 2-Methoxy-4-[2-(4-nitrophenyl)hydrazinylidene]cyclohexa-2,5-dien-1-one

There total 6 articles about 2-Methoxy-4-[2-(4-nitrophenyl)hydrazinylidene]cyclohexa-2,5-dien-1-one 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:

sodium 2-methoxyphenolate (13052-77-2) + 4-nitro-aniline (100-01-6,104810-17-5) → 2-methoxy-4-[(4-nitrophenyl)azo]phenol (18513-38-7)

Guidance literature:

4-nitro-aniline; With hydrogenchloride; sodium nitrite; In water; Cooling with ice;

sodium 2-methoxyphenolate; for 0.333333h;

DOI:10.21608/ejchem.2019.18500.2151

Reference yield:

2-methoxy-phenol (90-05-1) + 4-nitro-aniline (100-01-6,104810-17-5) → 2-methoxy-4-[(4-nitrophenyl)azo]phenol (18513-38-7)

Guidance literature:

With hydrogenchloride; sodium nitrite; Yield given. Multistep reaction; 1.) H₂O, 2.) CH₃OH, H₂O;

DOI:10.1071/CH9811935

Reference yield:

4-nitrobenzenediazonium chloride (100-05-0) + 2-methoxy-phenol (90-05-1) → 2-methoxy-4-[(4-nitrophenyl)azo]phenol (18513-38-7)

Guidance literature:

With sodium hydroxide;

upstream raw materials:

4-nitrobenzenediazonium chloride

2-methoxy-phenol

2-methoxy-4-[(4-phenyl)azo]phenol

4-nitrobenzenediazonium tetrafluoroborate

Downstream raw materials:

3,4-dimethoxy-4'-nitroazobenzene