23975-63-5

Basic information

• Product Name: 4,4,4-Trifluoro-1-(2-bromophenyl)-1,3-butanedione
• Synonyms: 4,4,4-Trifluoro-1-(2-bromophenyl)-1,3-butanedione;1-(2-BROMOPHENYL)-4,4,4-TRIFLUORO-1,3-BUTANEDIONE
• CAS NO: 23975-63-5
• Molecular Formula: C₁₀H₆BrF₃O₂
• Molecular Weight: 295.053
• Mol File: 23975-63-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 302.6°C at 760 mmHg
• Flash Point: 136.8°C
• Appearance: /
• Density: 1.606g/cm³
• Vapor Pressure: 0.000983mmHg at 25°C
• Refractive Index: 1.496
• PKA: 5.67±0.23(Predicted)
• CAS DataBase Reference: 4,4,4-Trifluoro-1-(2-bromophenyl)-1,3-butanedione(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,4-Trifluoro-1-(2-bromophenyl)-1,3-butanedione(23975-63-5)
• EPA Substance Registry System: 4,4,4-Trifluoro-1-(2-bromophenyl)-1,3-butanedione(23975-63-5)

Safety Data

• Hazardous Substances Data: 23975-63-5(Hazardous Substances Data)

Usage

General Description

4,4,4-Trifluoro-1-(2-bromophenyl)-1,3-butanedione is a chemical compound with the molecular formula C10H7BrF3O2. It is a yellow solid that is commonly used in organic synthesis and as a reagent in chemical reactions. 4,4,4-Trifluoro-1-(2-bromophenyl)-1,3-butanedione is a derivative of 1,3-butanedione and contains a trifluoromethyl group and a bromophenyl group. It is known for its ability to undergo nucleophilic addition reactions, making it useful in the synthesis of various organic compounds. Additionally, it is important to handle this chemical with care, as it may be harmful if ingested, inhaled, or absorbed through the skin.

InChI:InChI=1/C10H6BrF3O2/c11-7-4-2-1-3-6(7)8(15)5-9(16)10(12,13)14/h1-4H,5H2

Upstream product

• 407-38-5 2,2,2-trifluoroethyl trifluoroacetate 
• 2142-69-0 2-bromophenyl methyl ketone 
• 383-63-1 ethyl trifluoroacetate, 

Downstream Products

• 46004-44-8 2-bromo-ω-diazoacetophenone 
• 88-65-3 2-bromobenzoic-acid 

Relevant articles and documents

An SAR study of hydroxy-trifluoromethylpyrazolines as inhibitors of Orai1-mediated store operated Ca2+ entry in MDA-MB-231 breast cancer cells using a convenient Fluorescence Imaging Plate Reader assay

The proteins Orai1 and STIM1 control store-operated Ca2+ entry (SOCE) into cells. SOCE is important for migration, invasion and metastasis of MDA-MB-231 human triple negative breast cancer (TNBC) cells and has been proposed as a target for cancer drug discovery. Two hit compounds from a medium throughput screen, displayed encouraging inhibition of SOCE in MDA-MB-231 cells, as measured by a Fluorescence Imaging Plate Reader (FLIPR) Ca2+ assay. Following NMR spectroscopic analysis of these hits and reassignment of their structures as 5-hydroxy-5-trifluoromethylpyrazolines, a series of analogues was prepared via thermal condensation reactions between substituted acylhydrazones and trifluoromethyl 1,3-dicarbonyl arenes. Structure-activity relationship (SAR) studies showed that small lipophilic substituents at the 2- and 3-positions of the RHS and 2-, 3- and 4-postions of the LHS terminal benzene rings improved activity, resulting in a novel class of potent and selective inhibitors of SOCE.

Synthesis, fungicidal activity and mode of action of 4-phenyl-6-trifluoromethyl-2-aminopyrimidines against Botrytis cinerea

Anilinopyrimidines are the main chemical agents for management of Botrytis cinerea. However, the drug resistance in fungi against this kind of compounds is very serious. To explore new potential fungicides against B. cinerea, a series of 4-phenyl-6-trifluoromethyl-2-amino-pyrimidine compounds (compounds III-1 to III-22) were synthesized, and their structures were confirmed by 1H-NMR, IR and MS. Most of these compounds possessed excellent fungicidal activity. The compounds III-3 and III-13 showed higher fungicidal activity than the positive control pyrimethanil on fructose gelatin agar (FGA), and compound III-3 on potato dextrose agar (PDA) indicated high activity compared to the positive control cyprodinil. In vivo greenhouse results indicated that the activity of compounds III-3, III-8, and III-11 was significantly higher than that of the fungicide pyrimethanil. Scanning electron micrography (SEM) and transmission electron micrography (TEM) were applied to illustrate the mechanism of title compounds against B. cinerea. The title compounds, especially those containing a fluorine atom at the ortho-position on the benzene ring, could maintain the antifungal activity against B. cinerea, but their mechanism of action is different from that of cyprodinil. The present study lays a good foundation for us to find more efficient reagents against B. cinerea.