2-Furyl p-hydroxyphenyl ketone

Base Information

• Chemical Name: 2-Furyl p-hydroxyphenyl ketone
• CAS No.: 4682-94-4
• Molecular Formula: C11H8O3
• Molecular Weight: 188.183
• DSSTox Substance ID: DTXSID00196952
• Nikkaji Number: J71.223J
• Wikidata: Q83069915
• Mol file: 4682-94-4.mol

Synonyms:2-Furyl p-hydroxyphenyl ketone;KETONE, 2-FURYL p-HYDROXYPHENYL;DB 133;Hydroxy-4 benzoyl-2-furanne [French];BRN 0136643;Hydroxy-4 benzoyl-2-furanne;4682-94-4;4-18-00-00494 (Beilstein Handbook Reference);SCHEMBL459833;2-Furyl(4-hydroxy-phenyl)ketone;DTXSID00196952;QHNHAPUTAWUKLA-UHFFFAOYSA-N;DB-133;(2-furyl) (4-hydroxyphenyl) ketone;LS-87210

Chemical Property of 2-Furyl p-hydroxyphenyl ketone

Chemical Property:

• Vapor Pressure: 7.02E-06mmHg at 25°C
• Boiling Point: 366.3°Cat760mmHg
• Flash Point: 175.3°C
• Density: 1.264g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 188.047344113
• Heavy Atom Count: 14
• Complexity: 207

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=COC(=C1)C(=O)C2=CC=C(C=C2)O

Technology Process of 2-Furyl p-hydroxyphenyl ketone

There total 15 articles about 2-Furyl p-hydroxyphenyl ketone 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: 95.0%

furan-2-yl(4-methoxyphenyl)methanone (15970-74-8) → furan-2-yl(4-hydroxyphenyl)methanone (4682-94-4)

Guidance literature:

furan-2-yl(4-methoxyphenyl)methanone; With boron tribromide; In dichloromethane; at -78 - 20 ℃; for 4h;

With water; In dichloromethane; Cooling with ice;

DOI:10.3390/molecules16064897

Reference yield:

2-furanoic acid (88-14-2) → furan-2-yl(4-hydroxyphenyl)methanone (4682-94-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride; N,N-dimethyl-formamide / 5 h / 80 - 90 °C

2.1: aluminum (III) chloride / dichloromethane / 12 h / 50 - 60 °C

3.1: boron tribromide / dichloromethane / 4 h / -78 - 20 °C

3.2: Cooling with ice

With aluminum (III) chloride; thionyl chloride; boron tribromide; N,N-dimethyl-formamide; In dichloromethane; 2.1: Friedel Crafts acylation;

DOI:10.3390/molecules16064897

Reference yield:

furan-2-yl-(4-methoxymethoxy-phenyl)-methanone → furan-2-yl(4-hydroxyphenyl)methanone (4682-94-4)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 3h; Heating;

DOI:10.1016/j.bmc.2003.08.020

upstream raw materials:

2-furancarbonyl chloride

benzoic acid phenyl ester

phenol

furan-2-carboxylic acid phenyl ester

Downstream raw materials:

furan-2-yl(4-methoxyphenyl)methanone

(4-ethoxy-phenyl)-[2]furyl ketone

Refernces

• 1、 Zheng, Fei Lang,Ban, Shu Rong,Feng, Xiu E,Zhao, Cheng Xiao,Lin, Wenhan,Li, Qing Shan. "Synthesis and in vitro protein tyrosine kinase inhibitory activity of furan-2-yl(phenyl)methanone derivatives". . p. 4897 - 4911. Retrieved 2011/08/10.