6302-55-2

Basic information

• Product Name: 1-(4-Chlorophenyl)1,3-butanedione
• Synonyms: 1-(4-Chlorophenyl)1,3-butanedione;1-(4-Chlorophenyl)butane-1,3-dione, 4'-Chloro-3-oxobutyrophenone;4-Chlorobenzoylacetone
• CAS NO: 6302-55-2
• Molecular Formula: C₁₀H₉ClO₂
• Molecular Weight: 196.64
• Product Categories: Phenyls & Phenyl-Het;Phenyls & Phenyl-Het
• Mol File: 6302-55-2.mol
• Article Data: 28

Chemical Properties

• Melting Point: 73-74 °C
• Boiling Point: 312 °C at 760 mmHg
• Flash Point: 131.1 °C
• Appearance: /
• Density: 1.205 g/cm³
• Vapor Pressure: 0.000544mmHg at 25°C
• Refractive Index: 1.531
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 8.41±0.10(Predicted)
• CAS DataBase Reference: 1-(4-Chlorophenyl)1,3-butanedione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Chlorophenyl)1,3-butanedione(6302-55-2)
• EPA Substance Registry System: 1-(4-Chlorophenyl)1,3-butanedione(6302-55-2)

Safety Data

• Hazardous Substances Data: 6302-55-2(Hazardous Substances Data)

Usage

General Description

1-(4-Chlorophenyl)1,3-butanedione, also known as chlorphenylbutanone, is an organic compound with the chemical formula C10H11ClO2. It is a yellow to brownish liquid that is commonly used in the synthesis of pharmaceuticals and as a fragrance and flavoring agent. The compound is derived from the condensation of 4-chloroacetophenone and ethyl acetoacetate and is commonly used to impart a buttery and creamy flavor to products such as baked goods, candies, and dairy products. 1-(4-Chlorophenyl)1,3-butanedione is also known to exhibit antimicrobial properties, making it an effective preservative in various consumer products. However,

InChI:InChI=1/C10H9ClO2/c1-7(12)6-10(13)8-2-4-9(11)5-3-8/h2-5H,6H2,1H3

Upstream product

• 13014-48-7 4-chlorobenzoyl cyanide 
• 67-64-1 acetone 
• 153395-93-8 (+/-)-4-(4-chlorophenyl)but-3-yn-2-ol 
• 637-87-6 1-Chloro-4-iodobenzene 
• 79-20-9 acetic acid methyl ester 
• 99-91-2 para-chloroacetophenone 
• 201230-82-2 carbon monoxide 
• 67864-02-2 4′-chloro-1-phenylbut-2-en-1-one 
• 7335-27-5 ethyl 4-chlorobenzoate 
• 43053-63-0 6-(4-chlorophenyl)-4-hydroxy-2H-pyran-2-one 
• 141-78-6 ethyl acetate 
• 108-24-7 acetic anhydride 
• 165684-80-0 3-(4-chlorobenzoyl)pentane-2,4-dione 
• 106-39-8 bromochlorobenzene 

Downstream Products

• 64-19-7 acetic acid 
• 74-11-3 para-chlorobenzoic acid 
• 135126-88-4 3-(4-Chloro-phenyl)-1-methyl-5-((E)-styryl)-1H-pyrazole-4-carbonitrile 
• 135126-81-7 3-(4-Chloro-phenyl)-1-methyl-5-oxo-7-phenyl-2,5,6,7-tetrahydro-1H-[1,2]diazepine-4-carbonitrile 
• 135126-75-9 4-(4-Chloro-phenyl)-6-methyl-3-((E)-styryl)-6H-isoxazolo[3,4-d]pyridazin-7-one 
• 158575-12-3 1-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)propane-1,3-dione 
• 802983-93-3 7-(4-chloro-phenyl)-3-iodo-5-methyl-2-phenyl-pyrazolo[1,5-a]pyrimidine 
• 61820-94-8 1-(4-chlorophenyl)-2-tosylethanone 
• 500169-90-4 6-(4-chlorophenyl)-2-ethylsulfanyl-4H-thiopyran-4-one 
• 500169-97-1 6-(4-chlorophenyl)-2-mercapto-4H-thiopyran-4-one 
• 935700-58-6 6-(4-chlorophenyl)-2-(morpholin-4-yl)pyridin-4-ol 
• 134600-02-5 6-(p-chlorophenyl)-4-methyl-3-cyano-2-pyridone 
• 802983-89-7 7-(4-chloro-phenyl)-5-methyl-2-phenyl-pyrazolo[1,5-a]pyrimidine 
• 53842-12-9 1-(p-chlorophenyl)-1,4-pentanedione 

Relevant articles and documents

Synthesis of Highly Substituted Biaryls by the Construction of a Benzene Ring via in Situ Formed Acetals

Herein, we present an interesting method for the construction of a benzene ring using propargylic alcohols and 1,3-dicarbonyls, which involves three new C-C bond formations via cascade alkylation, formylation, annulation, and aromatization to make substituted biaryls. This one-pot Br?nsted acid-promoted protocol utilizes the unique reactivity of the acetal formed under the reaction conditions. Alkynyl methyl ketones could be employed instead of 1,3-dicarbonyls as they are converted to 1,3-dicarbonyls by hydration under the reaction conditions.

Multi-stimuli-responsive fluorescence of axially chiral 4-ene-β-Diketones

A unique series of simple, smart, and chiral binaphthalene-substituted 4-ene-β-diketones molecules has been designed and prepared. Their optical properties, charge contribution, and transition process highly depend on their chemical structures. These π-conjugated materials are highly emissive in both solution and solid (emission quantum yield up to 68%), owing to the inhibition of enol-keto tautomerization and the effect of steric hindrance from binaphthalene. Through ethylenic bond hydrolysis, they can be used for not only cation/anion sensing but also chiral amino acids recognition. Moreover, at low concentrations, they have little cytotoxicity to living cells and can stain cytoplasm. Therefore, they afford a new platform in the design of multi-stimuli-responsive, smart, and chiral materials.

Direct synthesis of 2,3,5-trisubstituted pyrroles: via copper-mediated one-pot multicomponent reaction

We have developed a copper-mediated one-pot synthesis of 2,3,5-trisubstituted pyrroles from 1,3-dicarbonyl compounds and acrylates using ammonium acetate as a nitrogen source. The reaction achieves C-C and C-N bond formation and provides an efficient approach to access highly functionalized pyrroles without further raw material preparation. This method is operationally simple, compatible with a wide range of functional groups, and provides the target products in moderate to good yields. This journal is