Benzene, 1-(ethynyloxy)-4-nitro-

Base Information

• Chemical Name: Benzene, 1-(ethynyloxy)-4-nitro-
• CAS No.: 22409-58-1
• Molecular Formula: C8H5NO3
• Molecular Weight: 163.133
• DSSTox Substance ID: DTXSID10416052
• Wikidata: Q82225189
• Mol file: 22409-58-1.mol

Synonyms:Benzene, 1-(ethynyloxy)-4-nitro-;p-nitrophenoxyacetylene;22409-58-1;SCHEMBL821250;DTXSID10416052;InChI=1/C8H5NO3/c1-2-12-8-5-3-7(4-6-8)9(10)11/h1,3-6

Chemical Property of Benzene, 1-(ethynyloxy)-4-nitro-

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 163.026943022
• Heavy Atom Count: 12
• Complexity: 204

Purity/Quality:

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 Benzene, 1-(ethynyloxy)-4-nitro-

There total 2 articles about Benzene, 1-(ethynyloxy)-4-nitro- 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: 38.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + phenyl(trimethylsilylethynyl)iodonium triflate (133816-00-9) → (p-nitrophenoxy)acetylene (22409-58-1) + 5-nitro-2-(4-nitro-phenoxy)-benzofuran

Guidance literature:

4-nitro-phenol; With potassium tert-butylate; In dichloromethane; at -15 ℃; for 0.5h;

phenyl(trimethylsilylethynyl)iodonium triflate; In dichloromethane; at 20 ℃; for 48h;

DOI:10.3390/51101182

Reference yield:

→ (p-nitrophenoxy)acetylene (22409-58-1)

Guidance literature:

p-Nitrophenoxy-deuterioacetylen, methanol. Na-Methylat, (25grad); Kinetik der Bildung;

Reference yield:

(p-nitrophenoxy)acetylene (22409-58-1) + mercury dichloride → Bis(p-nitrophenoxylethinyl)quecksilber (71815-17-3)

Guidance literature:

With NaOH; KI; In ethanol; water; HgCl2 and KI were mixed in H2O, mixture was treated with NaOH soln.(10%), cooled; mixed with NO2C6H4OCCH (ethanol), ppt. agitated for 2-3 min; filtered, washed (50% alcohol soln.), recrystd., elem. anal., IR;

DOI:10.1007/BF00952186

upstream raw materials:

4-nitro-phenol

phenyl(trimethylsilylethynyl)iodonium triflate

Downstream raw materials:

Bis(p-nitrophenoxylethinyl)quecksilber