5-(4-chlorophenyl)-3H-furan-2-one

Base Information

• Chemical Name: 5-(4-chlorophenyl)-3H-furan-2-one
• CAS No.: 18338-90-4
• Molecular Formula: C10H7 Cl O2
• Molecular Weight: 194.617
• Hs Code.: 2932209090
• Mol file: 18338-90-4.mol

Synonyms:2(3H)-Furanone,5-(p-chlorophenyl)- (8CI); NSC 69953

Chemical Property of 5-(4-chlorophenyl)-3H-furan-2-one

Chemical Property:

• Vapor Pressure: 1.27E-06mmHg at 25°C
• Boiling Point: 400.5°C at 760 mmHg
• Flash Point: 225.8°C
• PSA: 26.30000
• Density: 1.354g/cm³
• LogP: 2.62780

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(4-chlorophenyl)-3H-furan-2-one

There total 7 articles about 5-(4-chlorophenyl)-3H-furan-2-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: 82.0%

4-(4-chlorophenyl)-4-oxobutanoic acid (3984-34-7) → 5-(4-chlorophenyl)-2(3H)-furanone (18338-90-4)

Guidance literature:

With acetyl chloride; for 0.5h; Heating;

Reference yield: 46.0%

5-(4-chlorophenyl)-2-(1,1-dimethylethoxy)furan (142335-92-0) → 5-(4-chlorophenyl)-2(3H)-furanone (18338-90-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at -5 ℃; for 0.75h;

DOI:10.1080/00397919208021637

Reference yield:

2-(4-chlorophenyl)-5-oxotetrahydrofuran-3-carboxylic acid (851484-24-7) → 5-(4-chlorophenyl)-2(3H)-furanone (18338-90-4) + 5-(4-chlorophenyl)furan-2(5H)-one

Guidance literature:

Multi-step reaction with 2 steps

1: 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione / 1,2-dichloro-ethane / 0.5 h / Reflux; Irradiation

2: silica gel / ethyl acetate; hexane

With 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; silica gel; In hexane; ethyl acetate; 1,2-dichloro-ethane;

DOI:10.1039/c5ob01574j

upstream raw materials:

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

acetyl chloride

5-(4-chlorophenyl)-2-(1,1-dimethylethoxy)furan

1-Chloro-4-iodobenzene

Downstream raw materials:

1-(4-chlorophenyl)-4-phenylbutane-1,4-dione

6-(4-chlorophenyl)-4,5-dihydro-3(2H)-pyridazinone

(S)-3-(4'-chlorobenzoyl)-N-(α-phenylethyl)propanamide

C₂₁H₁₇ClO₄

Refernces

• 1、 Phae-Nok, Supasorn,Kuhakarn, Chutima,Pohmakotr, Manat,Reutrakul, Vichai,Soorukram, Darunee. "Convenient synthesis of α,β-unsaturated γ-butyrolactones and γ-butyrolactams via decarboxylative iodination of paraconic acids and β-carboxyl-γ-butyrolactams using 1,3-diiodo-5,5-dimethylhydantoin". . p. 11087 - 11095. Retrieved 2015/11/25.
• 2、 Tsolomitis, A.,Sandris, C.. "Some Observations Concerning the Lactonization of 3-Aroylpropionic Acids". . p. 1545 - 1548. Retrieved 2007/10/02.