2-Nitrophenetole

Base Information

• Chemical Name: 2-Nitrophenetole
• CAS No.: 610-67-3
• Molecular Formula: C8H9 N O3
• Molecular Weight: 167.164
• Hs Code.: 2909309090
• European Community (EC) Number: 210-232-6
• NSC Number: 5404
• UNII: Q0268PNU8K
• DSSTox Substance ID: DTXSID8060589
• Nikkaji Number: J2.989K
• Wikidata: Q27286833
• ChEMBL ID: CHEMBL167876
• Mol file: 610-67-3.mol

Synonyms:2-Nitrophenetole;1-Ethoxy-2-nitrobenzene;610-67-3;o-Nitrophenetole;2-Ethoxynitrobenzene;Benzene, 1-ethoxy-2-nitro-;PHENETOLE, o-NITRO-;Ethyl o-nitrophenyl ether;CCRIS 2331;NSC 5404;EINECS 210-232-6;1-Ethoxy-2-nitro-benzene;BRN 2047308;UNII-Q0268PNU8K;AI3-00232;Q0268PNU8K;NSC-5404;NSC5404;MFCD00053603;NITROPHENETOLE, O-;CHEMBL167876;SCHEMBL2436211;DTXSID8060589;XGLGESCVNJSAQY-UHFFFAOYSA-;O-NITROBENZENE ETHYL ETHER;AKOS006228945;AS-56771;LS-103829;N0489;A833029;W-109570;Q27286833

Chemical Property of 2-Nitrophenetole

Chemical Property:

• Vapor Pressure: 0.0119mmHg at 25°C
• Melting Point: 1.1°C
• Refractive Index: 1.5410 to 1.5440
• Boiling Point: 275 °C
• Flash Point: 4 °C
• PSA: 55.05000
• Density: 1.19
• LogP: 2.51670
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 155

Purity/Quality:

98% ^*data from raw suppliers

2-Nitrophenetole >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: CCOC1=CC=CC=C1[N+](=O)[O-]

Technology Process of 2-Nitrophenetole

There total 34 articles about 2-Nitrophenetole 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: 97.4%

ethanol (64-17-5) + 2-Chloronitrobenzene (88-73-3) → 1-ethoxy-2-nitrobenzene (610-67-3)

Guidance literature:

With 4-methyl-morpholine; potassium hydroxide; at 65 - 80 ℃; for 17h; Temperature;

Reference yield: 85.0%

diethyl sulfate (64-67-5) + 2-hydroxynitrobenzene (88-75-5,78813-12-4) → 1-ethoxy-2-nitrobenzene (610-67-3)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 70 ℃; for 0.5h;

DOI:10.1016/S0040-4039(98)00885-5

Reference yield: 71.0%

2-(2-Nitro-benzenesulfinyl)-pyridine 1-oxide (125556-93-6) → 2-ethoxylpyridine N-oxide (3445-09-8) + 1-ethoxy-2-nitrobenzene (610-67-3) + sodium 2-nitrobenzenesulfinate (15898-45-0)

Guidance literature:

With sodium ethanolate; In ethanol; for 0.5h;

upstream raw materials:

ethyl bromide

potassium 2-nitrophenoxide

chloroethane

sodium o-nitrophenate

Downstream raw materials:

N-(4-chloro-2-ethoxyphenyl)acetamide

2-methyl-1,3-benzoxazole

2-hydroxynitrobenzene

2-ethoxy-4-methoxy-aniline

Refernces

• 1、 Annatelli, Mattia,Trapasso, Giacomo,Salaris, Claudio,Salata, Cristiano,Castellano, Sabrina,Aricò, Fabio. "Mustard Carbonate Analogues as Sustainable Reagents for the Aminoalkylation of Phenols". supporting information. p. 3459 - 3464. Retrieved 2021/05/24.
• 2、 Ahmed, Muhammad Naeem,Ahmad, Khalil,Yasin, Khawaja Ansar,Farooq, Tayyaba,Khan, Bilal Ahmad,Roy, Soumendra K.. "Ligand-free Cu(ii)-catalyzed aerobic etherification of aryl halides with silanes: An experimental and theoretical approach". . p. 11316 - 11333. Retrieved 2019/07/31.