6302-55-2

Usage

Uses

Used in Food Industry:
1-(4-Chlorophenyl)1,3-butanedione is used as a flavoring agent for its distinctive buttery and creamy taste, enhancing the flavor profile of baked goods, candies, and dairy products.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 1-(4-Chlorophenyl)1,3-butanedione serves as a key intermediate in the synthesis of various drugs, contributing to the development of new medicinal compounds.
Used in Fragrance Industry:
1-(4-Chlorophenyl)1,3-butanedione is also utilized as a fragrance ingredient, adding depth and complexity to perfumes and other scented products due to its unique aromatic properties.
Used as a Preservative in Consumer Products:
1-(4-Chlorophenyl)1,3-butanedione is used as an antimicrobial agent and preservative in a range of consumer products to prevent spoilage and extend shelf life, thanks to its ability to inhibit the growth of microorganisms.
While the provided materials do not specify different applications across various industries beyond the food, pharmaceutical, fragrance, and preservative uses, the above uses are inferred based on the compound's properties and typical applications of similar compounds in various industries. If additional specific applications are identified in the future, they can be added to the list accordingly.

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

Upstream product

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

Downstream Products

• 165684-80-0 3-(4-chlorobenzoyl)pentane-2,4-dione 
• 13298-58-3 1-(4-chlorophenyl)-2-diazobutane-1,3-dione 
• 101767-72-0 2-(p-chlorobenzoyl)-3-methyl-7-chloro-4H-1,4-benzothiazine 
• 132360-06-6 3-Cyan-4-methyl-6-(p-chlorophenyl)-pyrid-2(1H)-thion 
• 94639-14-2 4-(4-chlorophenyl)-3-cyano-6-methylpyridine-2(1H)-thione 
• 117184-81-3 1-(4-Chloro-phenyl)-2-(2-methyl-[1,3]dithiolan-2-yl)-ethanone 
• 135126-91-9 ethyl-5-methyl-4-(4-chlorophenyl)-isoxazole-3-carboxylate 
• 84762-43-6 1-[2-(4-Bromo-phenyl)-6-(4-chloro-phenyl)-4-thioxo-4H-[1,3]oxazin-5-yl]-ethanone 
• 134600-02-5 6-(p-chlorophenyl)-4-methyl-3-cyano-2-pyridone 
• 134600-03-6 4-(p-chlorophenyl)-6-methyl-3-cyano-2-pyridone 
• 95081-22-4 (6-Chloro-3-methyl-4H-benzo[1,4]thiazin-2-yl)-(4-chloro-phenyl)-methanone 
• 76387-93-4 6-(4-Chloro-phenyl)-4-methyl-1-phenyl-1H-pyrimidine-2-thione 
• 110919-38-5 2-(p-chlorobenzoyl)-3-methyl-7-bromo-4H-1,4-benzothiazine 
• 98120-09-3 2-(p-chlorobenzoyl)-7-methoxy-3-methyl-4H-1,4-benzothiazine 

Relevant academic research and scientific papers

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.).

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.

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.

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.

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

Switching of Sulfonylation Selectivity by Nature of Solvent and Temperature: The Reaction of β-Dicarbonyl Compounds with Sodium Sulfinates under the Action of Iron-Based Oxidants

Selectivity of sulfonylation of β-keto esters with sodium sulfinates under the action of iron(III) salts as oxidants can be regulated by the type of solvent used and the reaction temperature. α-Sulfonyl β-keto esters are obtained when the process is conducted in THF/H2O solution at 40 °C. The change of the solvent to iPrOH/H2O and refluxing of a reaction mixture provides α-sulfonyl esters – the products of successive sulfonylation-deacylation. When β-diketones are applied as starting materials, only α-sulfonyl ketones are formed. The reaction pathway includes sulfonylation of dicabonyl compounds under the action of Fe(III) to form α-sulfonylated dicarbonyl compounds, which are then attacked by a solvent as the nucleophile, resulting in the products of successive sulfonylation-deacylation. Participation of the solvent in the reaction pathway determines the products structure.

Pyrazole compound containing N-aryl sulfonate and synthesis and application thereof

The invention discloses a pyrazole compound containing N-aryl sulfonate. A structural formula of the pyrazole compound is shown in the description. Proofed by pharmacological study, the pyrazole compound has the advantages that the activity of cyclooxygenase 2 is inhibited; the high-efficiency inhibition function on the generation of cyclooxygenase 2 due to inflammation mediums is realized, so that the pyrazole compound can be used as an active matter, and the prepared anti-inflammation medicine can be used for treating the inflammations, such as rheumatic arthritis and rheumatalgia, and the diseases and symptoms, such as fevers.

Rhodium(ii)-catalysed generation of cycloprop-1-en-1-yl ketones and their rearrangement to 5-aryl-2-siloxyfurans

Donor-acceptor cyclopropenes formed from enoldiazoketones undergo catalytic rearrangement to 5-aryl-2-siloxyfurans via a novel mechanism that involves a nucleophilic addition of the carbonyl oxygen to the rhodium-activated cyclopropene.

O -Iodoxybenzoic Acid (IBX)-Iodine Mediated One-Pot Deacylative Sulfonylation of 1,3-Dicarbonyl Compounds: A Synthesis of β-Carbonyl Sulfones

A combination of o-iodoxybenzoic acid (IBX) and a catalytic amount of iodine is found to promote a facile one-pot deacylative sulfonylation reaction of 1,3-dicarbonyl compounds with sodium sulfinates to yield β-carbonyl sulfones. The present method provides the target products bearing a wide variety of functional groups in one step and in good yields.

H2O2-promoted reactions of aliphatic primary amines with 1,3-diketones for the synthesis of 1 H -pyrrol-3(2 H)-ones at ambient temperature in water

A green organic reaction of aliphatic primary amines with 1,3-diketones promoted by 30% aqueous H2O2 has been developed. It provides an inexpensive, regioselective, and efficient approach to 1H-pyrrol-3(2H)-ones with high yields from the simple and readily available starting materials in one pot via multicomponent tandem cyclization reactions and C-C cleavage under very mild and environmentally friendly reaction conditions.