4-Nitrophenetole

Base Information

• Chemical Name: 4-Nitrophenetole
• CAS No.: 100-29-8
• Molecular Formula: C8H9 N O3
• Molecular Weight: 167.164
• Hs Code.: 29093090
• European Community (EC) Number: 202-837-9
• NSC Number: 9812
• UNII: O0A69I1MCU
• DSSTox Substance ID: DTXSID7026655
• Nikkaji Number: J47.827J
• Wikidata: Q19258093
• ChEMBL ID: CHEMBL3182742
• Mol file: 100-29-8.mol

Synonyms:1-ethyl-4-nitrophenyl ether;4-nitrophenetol;p-nitrophenetol;p-nitrophenetole;para-nitrophenetol

Chemical Property of 4-Nitrophenetole

Chemical Property:

• Appearance/Colour: brown crystalline solid
• Vapor Pressure: 0.00555mmHg at 25°C
• Melting Point: 56-60 °C
• Refractive Index: 1.5475 (estimate)
• Boiling Point: 112-115 °C (3 mmHg)
• Flash Point: 134.1°C
• PSA: 55.05000
• Density: 1.178g/cm³
• LogP: 2.51670
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

98% ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: Xi
• Safety Statements: 24/25-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: CCOC1=CC=C(C=C1)[N+](=O)[O-]
• Uses: Dyes and other intermediates.

Technology Process of 4-Nitrophenetole

There total 85 articles about 4-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: 99.0%

ethanol (64-17-5) + 4-chlorobenzonitrile (100-00-5) → 1-ethoxy-4-nitrobenzene (100-29-8)

Guidance literature:

With sodium hydroxide; PEG 400; for 0.0333333h; Product distribution; Irradiation; other catalyst, var. time, var. aryl chlorides;

DOI:10.1080/00397919208021346

Reference yield: 86.0%

ethyl bromide (74-96-4) + 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → 1-ethoxy-4-nitrobenzene (100-29-8)

Guidance literature:

With potassium carbonate; In methanol; at 140 ℃; for 0.166667h; Microwave irradiation;

DOI:10.1002/anie.200904185

Reference yield:

para-dinitrobenzene (100-25-4) + ethanol (64-17-5) + potassium cyanide (151-50-8) → bis(4-nitrophenyl)diazene (3646-57-9,89103-79-7) + 1-ethoxy-4-nitrobenzene (100-29-8)

Guidance literature:

upstream raw materials:

para-dinitrobenzene

ethanol

potassium cyanide

ethyl bromide

Downstream raw materials:

N-(4-ethoxy-phenyl)-p-phenylenediamine

N-(4-ethoxyphenyl)benzamide

para-methoxynitrobenzene

4-Ethoxyaniline

Refernces

• 1、 Bai, Jixiang,Wang, Tianxin,Dai, Botao,Liu, Qingchao,Yu, Peiyuan,Jia, Tiezheng. "Radical Anion Promoted Chemoselective Cleavage of Csp2-S Bond Enables Formal Cross-Coupling of Aryl Methyl Sulfones with Alcohols". . p. 5761 - 5765. Retrieved 2021.
• 2、 Obermayer, David,Gutmann, Bernhard,Oliver Kappe. "Microwave chemistry in silicon carbide reaction vials: Separating thermal from nonthermal effects". . p. 8321 - 8324. Retrieved 2009.
• 3、 Lam, Quan,Cortez, Alejandro,Nguyen, Thanh Truc,Kato, Mallory,Cheruzel, Lionel. "Chromogenic nitrophenolate-based substrates for light-driven hybrid P450 BM3 enzyme assay". . p. 86 - 91. Retrieved 2016.
• 4、 Zasosov et al.. "". . . Retrieved 1969.
• 5、 -. "Production method of o/p-nitrophenetole". Paragraph 0036-0050. . Retrieved 2021/06/09.