3-Butylphenol

Base Information

• Chemical Name: 3-Butylphenol
• CAS No.: 4074-43-5
• Molecular Formula: C10H14 O
• Molecular Weight: 150.221
• Hs Code.: 2907199090
• European Community (EC) Number: 223-790-0
• UNII: 4750GDF6TN
• DSSTox Substance ID: DTXSID60193725
• Nikkaji Number: J141.386D
• Wikidata: Q27259006
• Metabolomics Workbench ID: 160391
• ChEMBL ID: CHEMBL464392
• Mol file: 4074-43-5.mol

Synonyms:3-Butylphenol;Phenol, 3-butyl-;4074-43-5;m-Butylphenol;PHENOL, m-BUTYL-;UNII-4750GDF6TN;4750GDF6TN;EINECS 223-790-0;3-n-Butylphenol;m-Hydroxybutylbenzene;SCHEMBL295433;CHEMBL464392;M-HYDROXY-N-BUTYLBENZENE;DTXSID60193725;A1-19838;Q27259006

Chemical Property of 3-Butylphenol

Chemical Property:

• Vapor Pressure: 0.016mmHg at 25°C
• Melting Point: 46.81°C (estimate)
• Refractive Index: 1.5094 (estimate)
• Boiling Point: 247.7°Cat760mmHg
• Flash Point: 122.7°C
• PSA: 20.23000
• Density: 0.977g/cm³
• LogP: 2.73480
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 150.104465066
• Heavy Atom Count: 11
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

3-Butylphenol 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=CC(=CC=C1)O

Technology Process of 3-Butylphenol

There total 7 articles about 3-Butylphenol 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%

3-butylcyclohexenone (6301-49-1) → m-butyl phenol (4074-43-5)

Guidance literature:

With hydrogen bromide; oxygen; copper(ll) bromide; In 1,4-dioxane; water; at 20 ℃; for 10h; Sealed tube;

DOI:10.1039/c3ra43071e

Reference yield: 95.8%

1-(3-hydroxyphenyl)but-1-ene (702660-55-7) → m-butyl phenol (4074-43-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; ambient pressure;

DOI:10.1016/j.chemphyslip.2003.08.004

Reference yield: 40.0%

n-butyllithium (109-72-8,29786-93-4) + 3-Bromophenol (591-20-8) → m-butyl phenol (4074-43-5)

Guidance literature:

3-Bromophenol; With bis(tri-tert-butylphosphine)palladium⁽⁰⁾; choline chloride; urea; In water; at 60 ℃; for 0.166667h; Schlenk technique;

n-butyllithium; With zinc(II) chloride; In 2-methyltetrahydrofuran; water; at 60 ℃; for 0.00555556h; chemoselective reaction; Schlenk technique;

DOI:10.1002/anie.202101571

upstream raw materials:

1-(3-hydroxy-phenyl)-butan-1-one

1-(3-hydroxyphenyl)but-1-ene

1-butyl-3-methoxybenzene

3-butylcyclohexenone

Downstream raw materials:

3-(3-butyl-phenoxy)-propane-1,2-diol

2-hydroxy-4-n-butylbenzaldehyde

2-ethyl-5-n-butylphenol

4-ethyl-3-butyl-phenol

Refernces

• 1、 Kikushima, Kotaro,Nishina, Yuta. "Copper-catalyzed oxidative aromatization of 2-cyclohexen-1-ones to phenols in the presence of catalytic hydrogen bromide under molecular oxygen". . p. 20150 - 20156. Retrieved 2013/11/06.
• 2、 Tyman, John H.P.,Mehet, Satinderjit K.. "The separation and synthesis of lipidic 1,2- and 1,3-diols from natural phenolic lipids for the complexation and recovery of boron". . p. 177 - 199. Retrieved 2007/10/03.