(4-Nitrophenyl)vinyl ether

Base Information

• Chemical Name: (4-Nitrophenyl)vinyl ether
• CAS No.: 940-14-7
• Molecular Formula: C8H7 N O3
• Molecular Weight: 165.148
• Hs Code.: 2909309090
• UNII: BA6LQ39MHH
• DSSTox Substance ID: DTXSID90240190
• Nikkaji Number: J659.315A
• Wikidata: Q83122920
• Mol file: 940-14-7.mol

Synonyms:(4-nitrophenyl)vinyl ether;(para-nitrophenyl)vinyl ether

Chemical Property of (4-Nitrophenyl)vinyl ether

Chemical Property:

• Vapor Pressure: 0.0183mmHg at 25°C
• Boiling Point: 261.9°Cat760mmHg
• Flash Point: 124.8°C
• PSA: 55.05000
• Density: 1.206g/cm³
• LogP: 2.64030
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 165.042593085
• Heavy Atom Count: 12
• Complexity: 168

Purity/Quality:

99% ^*data from raw suppliers

1-(ethenyloxy)-4-nitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (4-Nitrophenyl)vinyl ether

There total 11 articles about (4-Nitrophenyl)vinyl ether 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%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + ethene (74-85-1) → 4-nitrophenylvinylether (940-14-7)

Guidance literature:

ethene; With polystyrene-bound selenenyl bromide; In tetrahydrofuran; at 20 ℃; for 0.0833333h;

4-nitro-phenol; With tetra-(n-butyl)ammonium iodide; potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 20 ℃; for 10h;

DOI:10.1055/s-2004-834874

Reference yield: 88.0%

1-(2-(4-nitrophenoxy)ethyl)piperidine 1-oxide → 4-nitrophenylvinylether (940-14-7)

Guidance literature:

With N,O-Bis(trimethylsilyl)trifluoroacetamide; In toluene; for 0.333333h; Reagent/catalyst; Reflux; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.tet.2021.132108

Reference yield: 50.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + tetravinyltin (IV) (1112-56-7) → 4-nitrophenylvinylether (940-14-7)

Guidance literature:

With copper diacetate; oxygen; In acetonitrile; at 60 ℃; for 19h;

DOI:10.1021/jo016037z

upstream raw materials:

1-(2-bromoethoxy)-4-nitrobenzene

1-(2-chloroethoxy)-4-nitrobenzene

4-nitro-phenol

ethylene dibromide

Downstream raw materials:

4,4'-Dibutylthioazobenzol

4,4'-Bis-(butylthio)-azoxybenzol

4,4'-Dihydroxyazoxybenzol-divinylether

1,1-Bis-(p-nitrophenoxy)-aethan

Refernces

• 1、 Yu, Lamei,Tang, Ni,Sheng, Shouri,Chen, Rubing,Liu, Xiaoling,Cai, Mingzhong. "Solid-phase organic synthesis of aryl vinyl ethers using sulfone-linking strategy". experimental part. p. 1027 - 1030. Retrieved 2012/07/28.
• 2、 Fu, Gui-Yun,Yu, La-Mei,Mao, Xue-Chun,Wu, Dan. "β-Phenylselenoethanol, an efficient reagent for the one-pot synthesis of aryl vinyl ethers". experimental part. p. 595 - 597. Retrieved 2009/10/15.