3152-15-6

Basic information

• Product Name: 3-(4-CHLOROPHENYL)-2,5-FURANDIONE
• Synonyms: 3-(4-CHLOROPHENYL)-2,5-FURANDIONE
• CAS NO: 3152-15-6
• Molecular Formula: C₁₀H₅ClO₃
• Molecular Weight: 208.6
• Mol File: 3152-15-6.mol
• Article Data: 8

Chemical Properties

• Melting Point: 152-154°C
• Boiling Point: 367.3°Cat760mmHg
• Flash Point: 169.9°C
• Appearance: /
• Density: 1.488g/cm³
• Vapor Pressure: 1.38E-05mmHg at 25°C
• Refractive Index: 1.62
• CAS DataBase Reference: 3-(4-CHLOROPHENYL)-2,5-FURANDIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-CHLOROPHENYL)-2,5-FURANDIONE(3152-15-6)
• EPA Substance Registry System: 3-(4-CHLOROPHENYL)-2,5-FURANDIONE(3152-15-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 3152-15-6(Hazardous Substances Data)

Usage

General Description

3-(4-chlorophenyl)-2,5-furandione, also known as 4-Chlorophthalic anhydride, is a chemical compound with the molecular formula C8H3ClO3. It is a white crystalline solid with a faint odor, and it is commonly used in the production of dyes and pigments, as well as in the synthesis of pharmaceuticals and agrochemicals. 4-Chlorophthalic anhydride is also used as an intermediate in the production of flame retardants, plasticizers, and epoxy resins. It is considered to be a hazardous substance, with potential health effects including skin and eye irritation, respiratory irritation, and allergic skin reactions, as well as being harmful if ingested or inhaled. As such, proper protective measures should be taken when handling this chemical.

InChI:InChI=1/C10H5ClO3/c11-7-3-1-6(2-4-7)8-5-9(12)14-10(8)13/h1-5H

Upstream product

• 108-31-6 maleic anhydride 
• 673-41-6 p-chlorobenzenediazonium tetrafluoroborate 
• 149398-86-7 (Z)-2-(chlorophenyl)but-2-enedioic acid 
• 140-53-4 p-chlorobenzyl cyanide 
• 93690-34-7 (4-chloro-phenyl)-trans-butenedioic acid 
• 873-73-4 4-n-chlorophenylacetylene 
• 201230-82-2 carbon monoxide 
• 93690-34-7 2-<4-Chlor-phenyl>-fumarsaeure 
• 17333-85-6 4-chlorophenyldiazonium salt 
• 3926-62-3 sodium monochloroacetic acid 
• 624-48-6 dimethyl cis-but-2-ene-1,4-dioate 
• 67-64-1 acetone 

Downstream Products

• 87292-81-7 3-chloro-4-(4-chlorophenyl)-1-methyl-1H-pyrrole-2,5-dione 
• 87292-83-9 2-(4-Chlorphenyl)-3-chlor-N-(2-hydroxyethyl)-maleinimid 
• 87292-79-3 2-(4-Chlorphenyl)-3-chlor-N-phenyl-maleinimid 
• 87292-85-1 2-(4-Chlorphenyl)-3-chlor-N-benzyl-maleinimid 
• 41373-94-8 4-(4-chlorophenyl)-1,2-dihydropyridazine-3,6-dione 
• 917486-04-5 2-benzyl-5-(4-chlorophenyl)-6-hydroxypyridazin-3(2H)-one 
• 87292-76-0 1-(4-Chlorphenyl)-2-chlor-maleinsaeureanhydrid 
• 58755-77-4 4-(4-chlorophenyl)oxazine-2,6-dione 
• 58755-78-5 5-(4-chlorophenyl)oxazin-2,6-dione 
• 149398-86-7 (Z)-2-(chlorophenyl)but-2-enedioic acid 
• 110060-84-9 (4-chloro-phenyl)-maleic acid dibutyl ester 
• 109842-38-8 dimethyl 2-(4-chlorophenyl)maleate 
• 1174270-42-8 3-(4-chlorophenyl)-5,6-diphenyl-2H-pyran-2-one 

Relevant articles and documents

Carbonylation of terminal alkynes using a multicatalytic system, Pd(II)/chlorohydroquinone/NPMoV, under carbon monoxide and dioxygen

Carbonylation of terminal alkynes was performed using a new triple catalytic system, Pd(II)/chlorohydroquinone/NPMoV, under carbon monoxide and oxygen. For instance, phenylacetylene was converted into methyl phenylpropiolate (85%) in methanol and phenylmaleic anhydride (62%) in dioxane. The reaction did not take place in the absence of oxygen.

Expeditious synthesis of the marine natural products prepolycitrin a and polycitrins a and b through heck arylations

New, efficient protocols for the syntheses of the marine natural products prepolycitrin A as well as polycitrins A and B were developed by employing the Heck-Matsuda arylation of maleic anhydride or dimethyl fumarate with aryldiazonium tetrafluoroborates. Both symmetrical and unsymmetrical 3,4-diarylmaleic anhydrides were easily and effectively prepared. Efficient bromination reactions that employed tribromoisocyanuric acid provided access to the polycitrin family of compounds. Under microwave irradiation in the presence of tyramine, the corresponding maleimides were obtained in high yields from the brominated 3,4-diarylmaleic anhydrides. This methodology provided for the concise synthesis of prepolycitrin A and the total syntheses of the marine alkaloids polycitrins A and B in overall yields of 37 and 47 % from maleic anhydride and dimethyl fumarate, respectively. The efficient and concise syntheses of the marine natural products prepolycitrin A as well as polycitrins A and B were accomplished by using a Heck-Matsuda arylation of maleic anhydride with aryldiazonium tetrafluoroborates. Polycitrins A and B were synthesized in overall yields of 37 and 47 %, respectively. Copyright

Fungicidal agents containing pyrrolidones as their active agents and use thereof for treating plants

Agrochemical compositions having fungicidal action and comprising as active compounds compounds of the formula I where R1is hydrogen, C1-C6-alkyl, C1-C6-alkylcarbonyl, formyl or C1-C6