5-Methoxy-2-nitrophenol

Base Information

• Chemical Name: 5-Methoxy-2-nitrophenol
• CAS No.: 704-14-3
• Molecular Formula: C7H7NO4
• Molecular Weight: 169.137
• Hs Code.: 29095000
• European Community (EC) Number: 621-062-0
• NSC Number: 1167
• UNII: TQ53BN6LHX
• DSSTox Substance ID: DTXSID20277212
• Nikkaji Number: J246.510H
• Wikidata: Q72517294
• Mol file: 704-14-3.mol

Synonyms:2-Hydroxy-4-methoxynitrobenzene;2-Nitro-5-methoxyphenol;3-Methoxy-6-nitrophenol;5-Methoxy-2-nitrophenol;NSC1167;

Chemical Property of 5-Methoxy-2-nitrophenol

Chemical Property:

• Appearance/Colour: yellow crystals or powder
• Vapor Pressure: 0.000764mmHg at 25°C
• Melting Point: 92-94 °C
• Refractive Index: 1.583
• Boiling Point: 297.4 °C at 760 mmHg
• PKA: 6.95±0.13(Predicted)
• Flash Point: 133.7 °C
• PSA: 75.28000
• Density: 1.367 g/cm³
• LogP: 1.83220
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 169.03750770
• Heavy Atom Count: 12
• Complexity: 167

Purity/Quality:

99% ^*data from raw suppliers

5-Methoxy-2-nitrophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41-36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)[N+](=O)[O-])O
• Uses: 5-Methoxy-2-nitrophenol is a reagent in the synthesis of conformationally constrained spirocycles, which are used as CCR1 antagonists. 5-Methoxy-2-nitrophenol is also used in the preparation of phenylsulfonyl aminophenoxybenzoates which can serve as EP1 receptor antagonists.

Technology Process of 5-Methoxy-2-nitrophenol

There total 20 articles about 5-Methoxy-2-nitrophenol 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%

2,4-dimethoxynitrobenzene (4920-84-7) → 3-methoxy-6-nitro-phenol (704-14-3)

Guidance literature:

2,4-dimethoxynitrobenzene; With aluminum (III) chloride; In chloroform; at 60 ℃; for 1.5h;

With hydrogenchloride; water; In chloroform; at 20 ℃; regioselective reaction;

DOI:10.1080/00397910802633439

Reference yield: 93.0%

5-fluoro-2-nitrophenol (446-36-6) → 3-methoxy-6-nitro-phenol (704-14-3)

Guidance literature:

With hydrogenchloride; sodium methylate; In methanol;

Reference yield: 79.0%

O-methylresorcine (150-19-6) → 3-methoxy-6-nitro-phenol (704-14-3)

Guidance literature:

With copper(II) nitrate; In diethyl ether; acetic anhydride;

DOI:10.1016/S0040-4020(98)00418-9

upstream raw materials:

O-methylresorcine

1-chloro-3-methoxy-4-nitrobenzene

sodium methylate

acetic acid 3-methoxyphenyl ester

Downstream raw materials:

carbonic acid ethyl ester-(5-methoxy-2-nitro-phenyl ester)

2-(benzyloxy)-4-methoxy-1-nitrobenzene

2,4-dimethoxynitrobenzene

2-amino-5-methoxyphenol

Refernces

• 1、 An, Ying,Lee, Eun,Yu, Yeongji,Yun, Jieun,Lee, Myeong Youl,Kang, Jong Soon,Kim, Woo-Young,Jeon, Raok. "Design and synthesis of novel benzoxazole analogs as Aurora B kinase inhibitors". supporting information. p. 3067 - 3072. Retrieved 2016/06/13.
• 2、 W?sińska, Ma?gorzata,Korczewska, Anna,Giurg, Miros?aw,Skarzewski, Jacek. "Improved Protocol for Mononitration of Phenols with Bismuth(III) and Iron(III) Nitrates". supporting information. p. 143 - 150. Retrieved 2015/10/20.