5-(4-Chlorophenyl)tetrahydrofuran-2(3H)-one

Base Information

• Chemical Name: 5-(4-Chlorophenyl)tetrahydrofuran-2(3H)-one
• CAS No.: 18410-18-9
• Molecular Formula: C10H9 Cl O2
• Molecular Weight: 196.633
• Hs Code.: 2932209090
• European Community (EC) Number: 242-292-4
• DSSTox Substance ID: DTXSID10939796
• Nikkaji Number: J266.164K
• Mol file: 18410-18-9.mol

Synonyms:18410-18-9;5-(4-Chlorophenyl)tetrahydrofuran-2(3H)-one;5-(4-chlorophenyl)oxolan-2-one;EINECS 242-292-4;SCHEMBL7261225;DTXSID10939796;AKOS000280881;5-(4-Chlorophenyl)tetrahydrofuran-2-one;5-(p-chlorophenyl)tetrahydrofuran-2-one;EN300-5202735

Chemical Property of 5-(4-Chlorophenyl)tetrahydrofuran-2(3H)-one

Chemical Property:

• Vapor Pressure: 2.77E-05mmHg at 25°C
• Boiling Point: 357.2°Cat760mmHg
• Flash Point: 193.2°C
• PSA: 26.30000
• Density: 1.29g/cm³
• LogP: 2.71810
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 196.0291072
• Heavy Atom Count: 13
• Complexity: 197

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)OC1C2=CC=C(C=C2)Cl

Technology Process of 5-(4-Chlorophenyl)tetrahydrofuran-2(3H)-one

There total 28 articles about 5-(4-Chlorophenyl)tetrahydrofuran-2(3H)-one 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: 89.0%

4-vinylbenzyl chloride (1073-67-2,24991-47-7) + acetic anhydride (108-24-7) → γ-(4-chlorophenyl)-γ-butyrolactone (18410-18-9)

Guidance literature:

With oxygen; sodium acetate; copper(II) bis(trifluoromethanesulfonate); lithium bromide; at 120 ℃; for 12h; under 760.051 Torr;

DOI:10.1021/ja108073k

Reference yield: 87.0%

1-(4-chlorophenyl)but-3-en-1-ol (14506-33-3) → γ-(4-chlorophenyl)-γ-butyrolactone (18410-18-9)

Guidance literature:

With tert.-butylhydroperoxide; 2.9-dimethyl-1,10-phenanthroline; water; copper dichloride; palladium dichloride; In nitromethane; at 80 ℃; for 24h; chemoselective reaction;

DOI:10.1021/acs.orglett.7b02688

Reference yield: 84.0%

[(1-Ethoxycyclopropyl)oxy]trimethylsilane (27374-25-0) + 4-chlorobenzaldehyde (104-88-1) → γ-(4-chlorophenyl)-γ-butyrolactone (18410-18-9)

Guidance literature:

[(1-Ethoxycyclopropyl)oxy]trimethylsilane; 4-chlorobenzaldehyde; With titanium(IV) isopropylate; trimethylsilyl trifluoromethanesulfonate; (R)-1,1'-Bi-2-naphthol; In chloroform-d1; [D₃]acetonitrile; at 0 ℃; for 80h;

With toluene-4-sulfonic acid; In benzene; Further stages.;

DOI:10.1021/ol991017t

upstream raw materials:

4-(4-chlorophenyl)-4-oxobutanoic acid

styrene

2,3-diethynylquinoxaline

acetic acid

Downstream raw materials:

1-(4’-chlorophenyl)butan-1,4-diol

dihydro-5-(4-chlorophenyl)-2(3H)-thiophenone

4-(p-chlorophenyl)-1-tetralone

[(1R,4R)-4-(4-Chloro-phenyl)-1,2,3,4-tetrahydro-naphthalen-1-yl]-methyl-amine; hydrochloride

Refernces

• 1、 Liu, Qianyi,Zhang, Jianning,Zhang, Lei,Mo, Fanyang. "Photo-induced radical borylation of hemiacetals via C–C bond cleavage". supporting information. . Retrieved 2021/01/05.
• 2、 ??d?o-Dobrowolska, Anna,Borowiecki, Pawe?,Heider, Johann,Kroutil, Wolfgang,Reiter, Tamara,Schühle, Karola,Szaleniec, Maciej,Tataruch, Mateusz,Telatycka, Natalia. "Biocatalytic Asymmetric Reduction of γ-Keto Esters to Access Optically Active γ-Aryl-γ-butyrolactones". . . Retrieved 2020/04/20.