1-[(3-Bromoprop-2-yn-1-yl)oxy]-4-nitrobenzene

Base Information

• Chemical Name: 1-[(3-Bromoprop-2-yn-1-yl)oxy]-4-nitrobenzene
• CAS No.: 58811-50-0
• Molecular Formula: C9H6BrNO3
• Molecular Weight: 256.056
• DSSTox Substance ID: DTXSID50544444
• Wikidata: Q82421544
• Mol file: 58811-50-0.mol

Synonyms:58811-50-0;1-[(3-Bromoprop-2-yn-1-yl)oxy]-4-nitrobenzene;DTXSID50544444

Chemical Property of 1-[(3-Bromoprop-2-yn-1-yl)oxy]-4-nitrobenzene

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 254.95311
• Heavy Atom Count: 14
• Complexity: 254

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1[N+](=O)[O-])OCC#CBr

Technology Process of 1-[(3-Bromoprop-2-yn-1-yl)oxy]-4-nitrobenzene

There total 3 articles about 1-[(3-Bromoprop-2-yn-1-yl)oxy]-4-nitrobenzene 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: 97.0%

1-nitro-4-(prop-2-ynyloxy)benzene (17061-85-7) → 3-bromo-2-propynyl-4-nitrophenyl ether (58811-50-0)

Guidance literature:

With potassium hydroxide; bromine; In 1,4-dioxane; water; for 1h; Ambient temperature;

DOI:10.1002/bbpc.19870910920

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → 3-bromo-2-propynyl-4-nitrophenyl ether (58811-50-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / K₂CO₃ / acetone / 20 h / Heating

2: 97 percent / KOH, Br₂ / H₂O; dioxane / 1 h / Ambient temperature

With potassium hydroxide; bromine; potassium carbonate; In 1,4-dioxane; water; acetone;

DOI:10.1002/bbpc.19870910920

Reference yield:

→ 3-bromo-2-propynyl-4-nitrophenyl ether (58811-50-0)

Guidance literature:

KOBr, 2-Propinylether;

DOI:10.1002/macp.1979.021800531

upstream raw materials:

1-nitro-4-(prop-2-ynyloxy)benzene

4-nitro-phenol

Downstream raw materials:

p-Tolyl-carbamic acid 6-(4-nitro-phenoxy)-hexa-2,4-diynyl ester

Phenyl-carbamic acid 6-(4-nitro-phenoxy)-hexa-2,4-diynyl ester

6-(4-nitrophenoxy)-2,4-hexadiyne-1-ol

Refernces