62674-12-8

Basic information

• Product Name: 3,4-DICHLORO-2(5H)-FURANONE
• Synonyms: 3,4-DICHLORO-2(5H)-FURANONE;3,4-Dichloro-2(5H)-furanone 97%
• CAS NO: 62674-12-8
• Molecular Formula: C₄H₂Cl₂O₂
• Molecular Weight: 152.96
• Mol File: 62674-12-8.mol

Chemical Properties

• Melting Point: 48-52°C
• Boiling Point: 268.9°C at 760 mmHg
• Flash Point: >110℃
• Appearance: /
• Density: 1.59g/cm³
• Vapor Pressure: 0.00749mmHg at 25°C
• Refractive Index: 1.528
• CAS DataBase Reference: 3,4-DICHLORO-2(5H)-FURANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DICHLORO-2(5H)-FURANONE(62674-12-8)
• EPA Substance Registry System: 3,4-DICHLORO-2(5H)-FURANONE(62674-12-8)

Safety Data

• Hazard Codes: Xn
• Statements: 36-43
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 62674-12-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C4H2Cl2O2/c5-2-1-8-4(7)3(2)6/h1H2

Upstream product

• 766-40-5 Mucochloric acid 
• 87-56-9 mucochloric acid 

Downstream Products

• 87-56-9 mucochloric acid 
• 31004-27-0 3-chlorofuran-2(5H)-one 
• 487047-30-3 3-chloro-4-(4'-methylthiophenyl)-5H-furan-2-one 
• 5635-16-5 3,4-diphenyl-2(5H)-furanone 
• 1223157-43-4 (S)-3,4-dichloro-5-((R)-hydroxy(phenyl)methyl)furan-2(5H)-one 
• 1223157-44-5 (R)-3,4-dichloro-5-((R)-hydroxy(phenyl)methyl)furan-2(5H)-one 

Relevant articles and documents

Rubrolide analogues and their derived lactams as potential anticancer agents

Seven β-aryl-substituted γ-alkylidene-γ-lactone analogues of rubrolides were synthesized from mucochloric acid and converted into their corresponding γ-hydroxy-γ-lactams (76-85%) by a reaction with isobutylamine and propylamine. Further dehydration of the

COMPOSITIONS AND METHODS FOR VIRAL SENSITIZATION

Provided are compounds that enhance the efficacy of viruses by increasing spread of the virus in cells, increasing the titer of virus in cells, or increasing the antigen expression from a virus, gene or trans-gene expression from a virus, or virus protein expression in cells. Other uses, compositions and methods of using same are also provided.

Synthesis, Molecular Docking, and Biofilm Formation Inhibitory Activity of 5-Substituted 3,4-Dihalo-5H-furan-2-one Derivatives on Pseudomonas aeruginosa

Pseudomonas aeruginosa (P. aeruginosa) colonize on most wounds and live as biofilm, which causes antibiotic resistance and wounds unhealed. To investigate the effects of 5-substituted 3,4-dihalo-5H-furan-2-one compounds on biofilm formation of P. aeruginosa, a set of 5-(aryl-1′-hydroxy-methyl)- or 5-(aryl-2-methylene)-3,4-dihalo-5H-furan-2-one compounds were designed and synthesized. Their inhibitory activities on biofilm formation of P. aeruginosa were studied by MIC assay, quantitative analysis of biofilm inhibition, and observation of biofilm formation with SEM. It was found that compounds 2i, 3f, 3i showed remarkable effects of biofilm formation inhibition on P. aeruginosa. Furthermore, molecular docking was performed to identify the key structural features of these compounds with the binding site of LasR receptor.

An efficient and inexpensive multigram synthesis of 3,4-dibromo- and 3,4-dichlorofuran-2(5H)-one

The efficient and inexpensive synthesis of 3,4-dibromo- and 3,4-dichlorofuran-2(5H)-one on a multigram scale by sodium borohydride reduction of mucobromic and mucochloric acid, respectively, is reported. Georg Thieme Verlag Stuttgart.

Preparation of aryl-substituted butenolides using mucohalic acids

Methods and materials for preparing 3-aryl-2-buten-4-olides and 2,3-bisaryl-2-buten-4-olides are disclosed. The methods include reacting a mucohalic acid with a reducing agent to give a 2,3-dihalo-2-buten-4-olide, which undergoes at least one Pd catalyzed cross-coupling reaction with an arylboronic acid.

NOVEL 4-AMINO-2(5H)-FURANONES

The present invention relates to compounds of formula (I): wherein X is selected from hydrogen, a halogen, a substituted or unsubstituted cyclic and heterocyclic moiety, substituted or unsubstituted, linear or branched alkyl, alkyloxy, alkylcarbonyl, alky

Mucochloric acid: A useful synthon for the selective synthesis of 4-aryl-3-chloro-2(5H)-furanones, (Z)-4-aryl-5-[1-(aryl)methylidenel-3-chloro-2(5H)-furanones and 3,4-diaryl-2(5H)-furanones

3,4-Dichloro-2(5H)-furanone, which has been prepared efficiently from mucochloric acid, has been transformed selectively into 4-aryl-3-chloro-2(5H)-furanones either by Suzukior Stille-type reactions. These monochloro derivatives have been used as precursors either to (Z)-4-aryl-5-[1-(aryl)methylidene]-3-chloro-2(5H)-furanones, including naturally occurring rubrolide M, or to unsymmetrical 3,4-diaryl-2(5H)-furanones. Some 2(5H)-furanone derivatives so prepared have been found to exhibit significant cytotoxic activity in vitro against the NCI three-cell-line panel, but limited cytotoxicity against the NCI human tumor 60 cell-line panel. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

Process for preparing highly functionalized gamma-butyrolactams and gamma-amino acids

The invention relates to a process for preparing highly functionalized γ-butyrolactams and γ-amino acids by reductive amination of mucohalic acid or its derivatives, and discloses a process for preparing pregabalin, a GABA analog with desirable medicinal activity.

Reinvestigation of mucohalic acids, versatile and useful building blocks for highly functionalized alpha,beta-unsaturated gamma-butyrolactones.

[reaction: see text] Mucohalic acids (mucochloric acid (1, 3,4-dichloro-5-hydroxy-5H-furan-2-one) and mucobromic acid (2, 3,4-dibromo-5-hydroxy-5H-furan-2-one)) are inexpensive, commercially available starting materials with multiple functional groups. These compounds have been modified by way of reduction followed by Suzuki cross-coupling reactions involving arylboronic acids to afford highly functionalized alpha,beta-unsaturated gamma-butyrolactones in excellent yield. The synthetic utility of these building blocks was effectively demonstrated through preparation of the antiinflammatory drug Vioxx.