25856-01-3

Basic information

• Product Name: 1-(4-bromophenyl)-3-phenylpropane-1,3-dione
• Synonyms: 1-(4-bromophenyl)-3-phenylpropane-1,3-dione;1-(4-Bromophenyl)-3-phenyl-1,3-propanedione
• CAS NO: 25856-01-3
• Molecular Formula: C₁₅H₁₁BrO₂
• Molecular Weight: 303.15064
• Mol File: 25856-01-3.mol
• Article Data: 15

Chemical Properties

• Melting Point: 94 °C
• Boiling Point: 443.3±30.0 °C(Predicted)
• Appearance: /
• Density: 1.422±0.06 g/cm3(Predicted)
• PKA: 8.66±0.12(Predicted)
• CAS DataBase Reference: 1-(4-bromophenyl)-3-phenylpropane-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-bromophenyl)-3-phenylpropane-1,3-dione(25856-01-3)
• EPA Substance Registry System: 1-(4-bromophenyl)-3-phenylpropane-1,3-dione(25856-01-3)

Safety Data

• Hazardous Substances Data: 25856-01-3(Hazardous Substances Data)

Usage

Description

1-(4-bromophenyl)-3-phenylpropane-1,3-dione, also known as bromadoline, is a chemical compound with the molecular formula C15H11BrO2. It is a derivative of the medicine-based compound phenylpropanone and is commonly used in the production of pharmaceutical drugs. Bromadoline is known for its analgesic and sedative effects, making it a valuable ingredient in pain medications and sedatives. However, due to its potential for abuse and addiction, the use and distribution of bromadoline is highly regulated in many countries. It is important to handle this chemical with caution and under the supervision of a trained professional.

Uses

Used in Pharmaceutical Industry:
1-(4-bromophenyl)-3-phenylpropane-1,3-dione is used as an active pharmaceutical ingredient for its analgesic and sedative properties, contributing to the development of pain medications and sedatives.
Used in Pain Management:
Bromadoline is used as an analgesic agent for managing pain due to its effectiveness in reducing discomfort and alleviating pain sensations.
Used in Sedation:
As a sedative, 1-(4-bromophenyl)-3-phenylpropane-1,3-dione is used to induce a state of calmness and relaxation, which can be beneficial in various medical procedures and treatments requiring sedation.
Note: The use of bromadoline in these applications is subject to strict regulations and professional oversight due to its potential for abuse and addiction.

Upstream product

• 23565-63-1 1-(4-bromophenyl)-3-phenylpropynone 
• 932-90-1 Benzaldoxime 
• 39833-48-2 3-(4-bromophenyl)-1-phenylprop-2-yn-1-one 
• 619-42-1 4-methoxycarbonylphenyl bromide 
• 98-86-2 acetophenone 
• 586-76-5 4-Bromobenzoic acid 
• 57699-28-2 methyl 4-bromophenylglyoxalate 
• 70-11-1 α-bromoacetophenone 
• 15206-55-0 methyl 2-oxo-2-phenylacetate 
• 99-73-0 para-bromophenacyl bromide 
• 93-58-3 benzoic acid methyl ester 
• 99-90-1 para-bromoacetophenone 
• 93-89-0 benzoic acid ethyl ester 
• 2403-27-2 1-(4-bromophenyl)-3-phenyl-2-propen-1-one 

Downstream Products

• 61668-27-7 (+/-)-2-benzoyl-1-(4-bromo-phenyl)-4-phenyl-butane-1,4-dione 
• 93944-86-6 2-bromo-1-(4-bromophenyl)-3-phenyl-1,3-propanedione 
• 1340475-92-4 2,4-dibenzoyl-1,5-bis(4-bromophenyl)pentane-1,5-dione 
• 1417818-39-3 1-(4-bromo-phenyl)-2-phenyl-ethane-1,2-diol 
• 61668-32-4 2-benzoyl-1-(4-bromophenyl)pentane-1,4-dione 
• 39229-12-4 4-bromobenzil 

Relevant articles and documents

Non-metal catalytic method for preparing 1,3-diketone compounds based on acetyenic ketone

The invention discloses a non-metal catalytic method for preparing 1,3-diketone compounds based on acetyenic ketone. The preparation method is a stepwise method or a one-pot method. The stepwise method comprises the following steps: mixing an acetyenic ketone compound I, a nitrogen-containing aromatic compound II and a No.1 base for a reaction, performing separation and purification to obtain an intermediate product, mixing the intermediate product and a No.2 base for a reaction, and performing separation and purification to obtain the product; and the one-pot method comprises the following steps: firstly mixing an acetyenic ketone compound I and a nitrogen-containing aromatic compound II, adding a No.1 base, performing a reaction for a period of time, adding a No.2 base, continuing a reaction for a period of time, and finally performing separation and purification to obtain the product. The method provided by the invention has mild reaction conditions, simple operation and a higher yield, wherein the yield is generally 80% or more, and the method has greater practical application value in drug synthesis.

Novel Bifunctionalization of Activated Methylene: Base-Promoted Trifluoromethylthiolation of β-Diketones with Trifluoromethanesulfinyl Chloride

A novel bifunctionalization of activated methylene was achieved successfully through the base-promoted trifluoromethylthiolation of β-diketones or β-ketoesters with trifluoromethanesulfinyl chloride. A series of α-trifluoromethylthiolated α-chloro-β-diketones and α-chloro-β-ketoesters were obtained in moderate to good yields under mild conditions. When β-diketones containing a phenyl group with a hydroxyl or amino substituent at the ortho position were used as substrates, intramolecular trifluoromethylthiolation/cyclization reaction took place to give the corresponding cyclic products. Furthermore, the protocol could be extended to perfluoroalkylthiolation with the sodium perfluoroalkanesulfinate/POCl3 system. On the basis of experimental results, plausible mechanisms are proposed.

Room-Temperature Coupling/Decarboxylation Reaction of α-Oxocarboxylates with α-Bromoketones: Solvent-Controlled Regioselectivity for 1,2- and 1,3-Diketones

A transition-metal-free and room-temperature coupling/decarboxylation reaction between α-oxocarboxylates and α-bromoketones is reported herein. It represents the first mild and regioselective synthesis of either 1,2- or 1,3-diketones from the same starting materials. Notably, the regioselectivity is simply controlled by solvents. The preliminary experimental data and DFT calculations suggest sequential Darzens-type coupling, alkaline hydrolysis, KOH-promoted oxirane opening and decarboxylation in one pot. This method is efficient for the synthesis of α,β-epoxy-γ-butyrolactone and curcuminoids.