1-[(Butan-2-yl)oxy]-4-nitrobenzene

Base Information

• Chemical Name: 1-[(Butan-2-yl)oxy]-4-nitrobenzene
• CAS No.: 63929-88-4
• Molecular Formula: C10H13NO3
• Molecular Weight: 195.218
• DSSTox Substance ID: DTXSID40516473
• Nikkaji Number: J3.424.866D
• Mol file: 63929-88-4.mol

Synonyms:1-[(Butan-2-yl)oxy]-4-nitrobenzene;63929-88-4;SCHEMBL6377951;DTXSID40516473

Chemical Property of 1-[(Butan-2-yl)oxy]-4-nitrobenzene

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 195.08954328
• Heavy Atom Count: 14
• Complexity: 182

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)OC1=CC=C(C=C1)[N+](=O)[O-]

Technology Process of 1-[(Butan-2-yl)oxy]-4-nitrobenzene

There total 4 articles about 1-[(Butan-2-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: 83.0%

4-nitrophenyl(mesityl)iodonium bromide + iso-butanol (78-92-2,15892-23-6) → 1-nitro-4-(1-methylpropoxy)benzene (63929-88-4)

Guidance literature:

iso-butanol; With sodium hydride; In tert-butyl methyl ether; mineral oil; at 20 ℃; for 0.25h; Inert atmosphere; Sealed tube;

4-nitrophenyl(mesityl)iodonium bromide; In tert-butyl methyl ether; mineral oil; at 50 ℃; for 1h; chemoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.5b00907

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 2-butyl iodide (513-48-4,52152-71-3) → 1-nitro-4-(1-methylpropoxy)benzene (63929-88-4)

Guidance literature:

With potassium carbonate; In acetone;

Reference yield:

(4-nitrophenyl)(2,4,6-trimethylphenyl)iodonium trifluoromethanesulfonate (1146127-11-8) → 1-nitro-4-(1-methylpropoxy)benzene (63929-88-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium bromide / dichloromethane; water / 0.5 h / 20 °C

2.1: sodium hydride / tert-butyl methyl ether; mineral oil / 0.25 h / 20 °C / Inert atmosphere; Sealed tube

2.2: 1 h / 50 °C / Inert atmosphere; Sealed tube

With sodium hydride; potassium bromide; In dichloromethane; tert-butyl methyl ether; water; mineral oil;

DOI:10.1021/acs.joc.5b00907

upstream raw materials:

4-chlorobenzonitrile

iso-butanol

4-nitro-phenol

2-butyl iodide