39489-86-6

Usage

Uses

Used in Pharmaceutical Synthesis:
1-(4-CHLORO-PHENYL)-3,3-DIMETHYL-BUTAN-2-ONE is used as a key intermediate in the synthesis of pharmaceutical drugs. Its unique structure allows for the creation of new compounds with potential therapeutic applications in medicine.
Used in Organic Compounds Synthesis:
In the field of organic chemistry, 1-(4-CHLORO-PHENYL)-3,3-DIMETHYL-BUTAN-2-ONE serves as a versatile building block for the synthesis of various organic compounds, contributing to the development of novel materials and chemical entities.
Used in Agricultural Applications:
1-(4-CHLORO-PHENYL)-3,3-DIMETHYL-BUTAN-2-ONE has potential applications in agriculture, where it may be utilized in the development of new agrochemicals or as a component in the synthesis of existing ones, contributing to crop protection and enhancement.
Used in Chemical Research:
As a compound with unique reactivity and properties, 1-(4-CHLORO-PHENYL)-3,3-DIMETHYL-BUTAN-2-ONE is used in chemical research to explore its potential in various chemical reactions and to understand its behavior under different conditions.
Safety Considerations:
Due to the potential reactivity and toxicological properties of 1-(4-chloro-phenyl)-3,3-dimethyl-butan-2-one, it is essential to handle and use 1-(4-CHLORO-PHENYL)-3,3-DIMETHYL-BUTAN-2-ONE with proper care and caution in laboratory and industrial settings to ensure safety and minimize risks.

InChI:InChI=1/C12H15ClO/c1-12(2,3)11(14)8-9-4-6-10(13)7-5-9/h4-7H,8H2,1-3H3

Upstream product

• 39489-71-9 1-(4-chlorophenylthio)-3,3-dimethylbutan-2-one 
• 106-39-8 bromochlorobenzene 
• 75-97-8 3,3-dimethyl-butan-2-one 
• 106-54-7 p-Chlorothiophenol 
• 5469-26-1 1-Bromopinacolon 
• 630-18-2 tert-butyl isocyanide 
• 107323-82-0 4-chlorobenzylmagnesium bromide 

Downstream Products

• 343609-94-9 (E)-2-(4-Chloro-phenyl)-1-dimethylamino-4,4-dimethyl-pent-1-en-3-one 

Relevant academic research and scientific papers

An Expeditious Synthesis of 1-(4-Chlorophenyl)-3,3-dimethyl-2-butanone by a Ligand-Free Palladium-Catalyzed α-Arylation of Pinacolone: Scale-Up and Effect of Base Concentration

An efficient and large-scale synthesis of 1-(4-chlorophenyl)-3,3-dimethyl- 2-butanone (1) by an α-arylation of pinacolone (2) with 1-bromo-4-chlorobenzene (3) in the presence of palladium acetate and sodium f-butoxide in toluene is described. An increase in the concentration of sodium t-butoxide to 2.5-3.0 equivalents suppressed the formation of over-arylated products. These ligand-free conditions afforded a yield of 1 that was comparable to those obtained by using a ligand.

Identification and biological characterization of 6-aryl-7- isopropylquinazolinones as novel TRPV1 antagonists that are effective in models of chronic pain

Vanilloid receptor 1 (VR1, TRPV1) is a cation-selective ion channel that is expressed on primary afferent neurons and is upregulated following inflammation and nerve damage. Blockers of this channel may have utility in the treatment of chronic nociceptive

Catalysis by Ferrous Ion in Nucleophilic Aromatic Substitution Reactions

Efficient catalysis is provided by ferrous chloride in the nucleophilic aromatic substitution reaction of several aryl and heteroaryl halides with a ketone enolate ion as the nucleophile in Me2SO, to give the aryl or heteroaryl ketones in fair to good yields.The enolate ions from pinacolone, acetophenone, cyclohexanone and pentan-3-one behave successfully.A side-reaction is represented in some cases by the hydrodehalogenation of the substrate ArX, and evidence is provided for the intermediacy of both Ar(radical) and Ar(anion) species.Other significant mechanistic clues acquired include: (i) inhibition by electron and radical scavengers; (ii) entrainment of poor nucleophiles by good ones; (iii) the relative reactivity of two nucleophiles in competition experiments with Phl under Fe2+ catalysis having the same value as in the experiments under both photostimulation and spontaneous initiation.All these findings are consistent with an SRN1 mechanism of substitution where ferrous ion, in combination with the nucleophile, plays an important role in the initiation step.