29681-98-9

Basic information

• Product Name: 1-(4-CHLORO-PHENYL)-BUTANE-1,3-DIONE
• Synonyms: 1-(4-CHLORO-PHENYL)-BUTANE-1,3-DIONE;1-(4-FLUOROPHENYL)-1,3-DIOXOBUTANE;1-(4-Fluorophenyl)-1,3-butanedione;1,3-Butanedione,1-(4-fluorophenyl)-;1-(4-CHLORO-PHENYL)-BUTANE-1,3-DIONE（WS204308）
• CAS NO: 29681-98-9
• Molecular Formula: C₁₀H₉FO₂
• Molecular Weight: 196.63
• Mol File: 29681-98-9.mol
• Article Data: 33

Chemical Properties

• Melting Point: 45.0 to 49.0 °C
• Boiling Point: 117°C/4mmHg(lit.)
• Flash Point: 105.5 °C
• Appearance: /
• Density: 1.16 g/cm³
• Vapor Pressure: 0.00495mmHg at 25°C
• Refractive Index: 1.498
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: soluble in Methanol
• CAS DataBase Reference: 1-(4-CHLORO-PHENYL)-BUTANE-1,3-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-CHLORO-PHENYL)-BUTANE-1,3-DIONE(29681-98-9)
• EPA Substance Registry System: 1-(4-CHLORO-PHENYL)-BUTANE-1,3-DIONE(29681-98-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 29681-98-9(Hazardous Substances Data)

Usage

General Description

1-(4-Chloro-phenyl)-butane-1,3-dione is a chemical compound with molecular formula C10H9ClO2. The compound is part of the aryl alkyl ketone family, making it an ideal component for synthesis in organic chemistry due to its reactivity. It generally appears as a white or light yellow solid and is often used in the production of pharmaceuticals or dyes. Its chloro-phenyl group indicates that it has undergone halogenation, a process commonly used in industrial chemistry. 1-(4-CHLORO-PHENYL)-BUTANE-1,3-DIONE is typically stored in a cool, dry place, and should be handled carefully due to its potential to cause skin and eye irritation.

InChI:InChI=1/C10H9FO2/c1-7(12)6-10(13)8-2-4-9(11)5-3-8/h2-5H,6H2,1H3

Upstream product

• 403-42-9 1-(4-fluorophenyl)ethanone 
• 141-78-6 ethyl acetate 
• 658-13-9 p-fluorobenzoyl cyanide 
• 67-64-1 acetone 
• 459-57-4 4-fluorobenzaldehyde 
• 68415-10-1 1-cyano-(4-fluorophenyl)-1-morpholinomethane 
• 405065-66-9 4-para-fluorophenyl-3-butyn-2-one 
• 352-34-1 4-fluoro-1-iodobenzene 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 79-20-9 acetic acid methyl ester 
• 201230-82-2 carbon monoxide 

Downstream Products

• 70862-53-2 5-(4-fluorophenyl)-3-methylisoxazole 
• 73418-32-3 4-chloro-5-(4-fluoro-phenyl)-3-methyl-isoxazole 
• 73418-41-4 4-bromo-5-(4-fluoro-phenyl)-3-methyl-isoxazole 
• 76691-12-8 (E)-1-(4-Fluoro-phenyl)-3-morpholin-4-yl-but-2-en-1-one 
• 120513-34-0 2-[5-(4-Fluoro-phenyl)-3-methyl-pyrazol-1-yl]-1H-benzoimidazole 
• 76691-13-9 (E)-1-(4-Fluoro-phenyl)-3-(4-phenyl-piperazin-1-yl)-but-2-en-1-one 
• 76691-10-6 (E)-1-(4-Fluoro-phenyl)-3-(4-hydroxy-4-phenyl-piperidin-1-yl)-but-2-en-1-one 
• 94639-17-5 4-(4-Fluoro-phenyl)-6-methyl-2-thioxo-1,2-dihydro-pyridine-3-carbonitrile 
• 132360-05-5 6-(4-Fluoro-phenyl)-4-methyl-2-thioxo-1,2-dihydro-pyridine-3-carbonitrile 
• 133256-49-2 2-amino-4(4'-fluorophenyl)-6-methylpyrimidine 
• 107378-03-0 1-[3-(4-Fluoro-benzoyl)-5-(4-fluoro-phenyl)-1-phenyl-1H-pyrazol-4-yl]-ethanone 
• 139262-38-7 (6-Bromo-3-methyl-4H-benzo[1,4]thiazin-2-yl)-(4-fluoro-phenyl)-methanone 
• 133116-94-6 3-amino-1-(4-fluorophenyl)but-2-en-1-one 
• 134259-95-3 4-Bromo-1-(4-fluoro-phenyl)-butane-1,3-dione 

Relevant articles and documents

Uncovering New Excited State Photochemical Reactivity by Altering the Course of the de Mayo Reaction

An unprecedented and previously unknown photochemical reactivity of 1,3-dicarbonyl compounds is observed with amino-alkenes leading to dihydropyrans. This novel photochemical reactivity changes the established paradigm related to the De Mayo reaction between 1,3-dicarbonyl compounds and alkenes. This new reaction allows convenient access to the Marmycin core in a single step from commercially available reactants. The origin and scope of this new photoreaction is detailed with preliminary photophysical and mechanistic investigations.

Binuclear Schiff-base zinc(II) complexes: Synthesis, crystal structures and reactivity toward ring opening polymerization of rac-lactide

Upon crystallization from DMF/diethyl ether or CH2Cl2/pyridine of tetracoordinated Zn(II) complexes containing either 4-fluorophenyl or 4-anisyl substituted O,N,O-tridentate Schiff base ligands and pyridine as auxiliary ligand, three new doubly phenoxide-bridged dimeric Zn(II) complexes were isolated and their catalytic properties for the ring opening polymerization (ROP) of rac-lactide were explored. The single-crystal XRD analysis allowed to corroborate the molecular structures of the binuclear complexes, showing that the pentacoordinated Zn(II) metal ion adopts a slightly distorted square pyramidal geometry. The basal plane Is formed by the O,N,O-donor set of the tridentate Schiff base ligand and a phenoxo bridging oxygen, while a pyridine or a DMF molecule is located at the apex of the pyramid. The binuclear complexes were employed as catalysts in the ROP of rac-lactide for polylactide (PLA) synthesis. Polymerization conditions such as reaction time, catalyst concentration and use of benzyl alcohol as cocatalyst were studied, as well as their influence on the conversion rate, average molecular weight and polydispersity of the obtained PLA. The catalyst substituted with fluorine was more reactive, but with a lower control on the molecular weight compared to the methoxy-substituted catalyst. On the other hand, the presence of pyridine as an auxiliary ligand generates an improvement in the polydispersity of PLA.

I2-Promoted [3+2] Cyclization of 1,3-Diketones with Potassium Thiocyanate: a Route to Thiazol-2(3H)-One Derivatives

An I2-promoted strategy has been developed for the synthesis of thiazol-2(3H)-one derivatives from 1,3-diketones with potassium thiocyanate. This [3+2] cyclization reaction involves C?S and C?N bond formation and exhibits good functional group tolerance. A series of thiazol-2(3H)-one derivatives are obtained in moderate to good yields. (Figure presented.).

Discovery of pyrazole N-aryl sulfonate: A novel and highly potent cyclooxygenase-2 (COX-2) selective inhibitors

Based on a new pyrazole sulfonate synthetic method, a novel class of molecules with a basic structure of pyrazole N-aryl sulfonate have been designed and synthesized. The interest in conducting intensive research stems from quite evident anti-inflammatory effects exhibited by the compounds in preliminary animal experiments. A series of compounds were synthesized by different substitutions of the R1, R2, and R3 groups. Within the series, 4-iodophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and phenyl 5-methyl-3-(4-(trifluoromethyl) phenyl)-1H-pyrazole-1-sulfonate exhibited excellent anti-inflammatory activity (% inhibition of auricular edemas = 27.0 and 35.9, respectively); the in vivo analgesic activity of phenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and 2-chlorophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate was confirmed to be effective (inhibition ratio of writhing = 50.7% and 48.5% separately), and compounds phenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate, 4-iodophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and 2-chlorophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate were identified as selective COX-2 inhibitors (SI = 455, 10,497 and >189 severally). In Acute Oral Toxicity assays conducted in vivo, the lethal dose 50 (LD50) of 4-iodophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and 2-chlorophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate to mice was >2000 mg/kg BW.