4023-81-8

Basic information

• Product Name: 1-(3-BROMO-PHENYL)-BUTANE-1,3-DIONE
• Synonyms: 1-(3-BROMO-PHENYL)-BUTANE-1,3-DIONE;1-(4-Bromophenyl)-1,3-butanedione;1-(3-BroMophenyl)-1,3-butanedione;4-Bromobenzoylacetone
• CAS NO: 4023-81-8
• Molecular Formula: C₁₀H₉BrO₂
• Molecular Weight: 241.08
• Mol File: 4023-81-8.mol
• Article Data: 18

Chemical Properties

• Melting Point: 94-96℃ (ethanol )
• Boiling Point: 331.7°C at 760mmHg
• Flash Point: 115.3°C
• Appearance: /
• Density: 1.441g/cm³
• Vapor Pressure: 0.000153mmHg at 25°C
• Refractive Index: 1.549
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 8.41±0.10(Predicted)
• CAS DataBase Reference: 1-(3-BROMO-PHENYL)-BUTANE-1,3-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-BROMO-PHENYL)-BUTANE-1,3-DIONE(4023-81-8)
• EPA Substance Registry System: 1-(3-BROMO-PHENYL)-BUTANE-1,3-DIONE(4023-81-8)

Safety Data

• Hazardous Substances Data: 4023-81-8(Hazardous Substances Data)

Usage

General Description

1-(3-Bromo-phenyl)-butane-1,3-dione is a chemical compound with the molecular formula C10H11BrO2. It is a bright yellow, crystalline solid and is used as a building block in the synthesis of various organic compounds. 1-(3-BROMO-PHENYL)-BUTANE-1,3-DIONE is also known by other names such as 3-bromoacetylacetone and 3-(3-bromophenyl)-1,3-butanedione. It is commonly used in organic chemistry research and is known for its ability to undergo various chemical reactions to form new compounds. Additionally, it is known to have potential applications in the pharmaceutical and agrochemical industries.

InChI:InChI=1/C10H9BrO2/c1-7(12)6-10(13)8-2-4-9(11)5-3-8/h2-5H,6H2,1H3

Upstream product

• 79-20-9 acetic acid methyl ester 
• 99-90-1 para-bromoacetophenone 
• 1202238-18-3 C₁₂H₁₁BrO₃ 
• 6048-21-1 4-bromobenzoyl cyanide 
• 67-64-1 acetone 
• 141-78-6 ethyl acetate 

Downstream Products

• 53498-48-9 4-vinylbenzoylacetone 
• 1488363-22-9 (Z)-3-amino-1-(4-bromophenyl)but-2-en-1-one 
• 69771-11-5 [(CH₃C(O)CHC(O)C₆H₄Br)2Cu] 
• 590419-75-3 bis[1-(4-bromophenyl)-1,3-butanedione]-palladium(II) 
• 1189122-38-0 (Z)-N-(4-(4-bromophenyl)-4-oxobut-2-en-2-yl)acetamide 
• 1248472-15-2 (4-bromophenyl)(2-methyl-5-phenyl-4,5-dihydrofuran-3-yl)methanone 
• 1210068-75-9 C₂₂H₁₉BrO₉ 
• 1210068-89-5 C₂₂H₁₉BrO₉ 
• 1357077-29-2 3-(4-bromobenzoyl)heptane-2,6-dione 

Relevant articles and documents

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.).

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.

A General Proline-Catalyzed Synthesis of 4,5-Disubstituted N-Sulfonyl-1,2,3-Triazoles from 1,3-Dicarbonyl Compounds and Sulfonyl Azide

An efficient proline-catalyzed synthesis of 4,5-disubstituted-N-sulfonyl-1,2,3-triazoles has been accomplished from 1,3-dicarbonyl compounds and sulfonyl azides. The developed reaction is suitable for various symmetrical and unsymmetrical 1,3-dicarbonyl compounds, tolerates various functional groups and affords 4,5-disubstituted-N-sulfonyl-1,2,3-triazoles in good yield with excellent regioselectivity. Rhodium-catalyzed denitrogenative functionalization of 4,5-disubstituted-N-sulfonyl-1,2,3-triazoles further demonstrates their utility in organic synthesis.