42981-08-8

Basic information

• Product Name: 2,3',4'-TRICHLOROACETOPHENONE
• Synonyms: 3,4-DICHLOROPHENACYL CHLORIDE;1-ETHANONE, 2-CHLORO-1-(3,4-DICHLOROPHENYL)-;2-CHLORO-1-(3,4-DICHLOROPHENYL)-1-ETHANONE;2-CHLORO-1-(3,4-DICHLORO-PHENYL)-ETHANONE;2-chloro-3-4-dichloroacetophenone;2-Chloro-1-(3,4-dichlorophenyl)ethan-1-one, 2,3',4'-Trichloroacetophenone;3,4-Dichlorophenacyl chloride 95%;2-Chloro-1-(3,4-dichlorophenyl)
• CAS NO: 42981-08-8
• Molecular Formula: C₈H₅Cl₃O
• Molecular Weight: 223.48
• Mol File: 42981-08-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 46-47°C
• Boiling Point: 171-173°C 15mm
• Flash Point: 171-173°C/15mm
• Appearance: /
• Density: 1.43 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Soluble in methanol.
• CAS DataBase Reference: 2,3',4'-TRICHLOROACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3',4'-TRICHLOROACETOPHENONE(42981-08-8)
• EPA Substance Registry System: 2,3',4'-TRICHLOROACETOPHENONE(42981-08-8)

Safety Data

• Statements: 34
• Safety Statements: 36/37/39
• RIDADR: 1759
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 42981-08-8(Hazardous Substances Data)

Usage

Uses

2,3',4'-Trichloroacetophenone is used as an organic chemical synthesis intermediate.

Upstream product

• 2039-83-0 3,4-dichlorostyrene 
• 79-04-9 chloroacetyl chloride 
• 95-50-1 1,2-dichloro-benzene 

Downstream Products

• 67241-18-3 (3-chloro-phenyl)-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-amine 
• 67241-23-0 3-[4-(3,4-dichloro-phenyl)-thiazol-2-ylamino]-phenol 
• 66121-87-7 4-[4-(3,4-dichloro-phenyl)-thiazol-2-ylamino]-benzenesulfonamide 
• 67241-21-8 (4-bromo-phenyl)-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-amine 
• 67241-20-7 (3-bromo-phenyl)-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-amine 
• 66122-17-6 4-[4-(3,4-dichloro-phenyl)-thiazol-2-ylamino]-3-methyl-benzenesulfonamide 
• 66122-07-4 4-[4-(3,4-dichloro-phenyl)-thiazol-2-ylamino]-2-methyl-benzenesulfonamide 
• 66121-97-9 2-[4-(3,4-dichloro-phenyl)-thiazol-2-ylamino]-5-methyl-benzenesulfonamide 
• 68666-17-1 [4-(3,4-dichloro-phenyl)-thiazol-2-yl]-(4-phenyl-thiazol-2-yl)-amine 
• 256474-24-5 (S)-2-Chloro-1-(3,4-dichlorophenyl)ethan-1-ol 
• 58917-27-4 (R)-sulcatol 
• 1517-69-7 (R)-1-phenylethanol 
• 135145-34-5 (S)-1-(m-chlorophenyl)ethanol 
• 120121-01-9 (R)-1-(3-chlorophenyl)-ethanol 

Relevant articles and documents

Novel carbazole-triazole conjugates as DNA-targeting membrane active potentiators against clinical isolated fungi

A series of carbazole-triazole conjugates were designed, synthesized and characterized by IR, NMR, and HRMS spectra. Biological assay showed that most of the synthesized compounds exhibited moderate and even strong antifungal activities, especially 3,6-dibromocarbazolyl triazole 5d displayed excellent inhibitory efficacy against most of the tested fungal strains (MIC = 2–32 μg/mL) and effectively fungicidal ability towards C. albicans, C. tropicals and C. parapsilosis ATCC 22019 (MFC = 4–8 μg/mL). Its combination use with fluconazole could enhance the antifungal efficacy, and compound 5d also did not obviously trigger the development of resistance in C. albicans even after 10 passages. Preliminary mechanism study revealed that the active molecule 5d could depolarize fungal membrane potential and intercalate into DNA to possibly block DNA replication, thus possibly exhibiting its powerful antifungal abilities. Conjugate 5d could interact with HSA, which was constructive for the further design, modification and screening of drug molecules. Docking investigation demonstrated a non-covalent binding of 5d with CYP51 through hydrogen bond and hydrophobicity. These results strongly suggested that compound 5d could act as a potential template for the development of promising antifungal drugs.

Design, synthesis and evaluation of clinafloxacin triazole hybrids as a new type of antibacterial and antifungal agents

A series of clinafloxacin triazole hybrids as a new type of antibacterial and antifungal agents were synthesized for the first time and screened for their antimicrobial efficacy against four Gram-positive bacteria, four Gram-negative bacteria and two fungi by two fold serial dilution technique. The bioactive assay indicated that most of the target compounds displayed broad antimicrobial spectrum and good antibacterial and antifungal activities with low MIC values ranging from 0.25 to 2 μg/mL against all the tested strains which exhibited comparable or even better efficiency in comparison with the reference drugs Chloramphenicol, Clinafloxacin and Fluconazole, respectively. Notably, some synthesized clinafloxacin triazoles showed stronger efficacy against methicillin-resistant Staphylococcus aureus than their parent Clinafloxacin.

INVESTIGATIONS ON REACTIONS OF CHLORINE DIOXIDE AND SODIUM CHLORITE WITH ORGANIC COMPOUNDS. PART XXXV. REACTIONS OF CHLORINE DIOXIDE WITH RING-SUBSTITUTED STYRENES

Reactions of chlorine dioxide with ring substituted styrenes (1a-n) in carbon tetrachloride at 52-54 deg C were studied.The reaction products were isolated and characterised.It has been found that methyl-, chloro-, nitrostyrenes and 4-methoxystyrene are attacked by chlorine dioxide exclusively on the vinyl group, to yield the corresponding α-chloroacetophenones (2), diastereoisomers of β-chlorostyrene (6,7), oxidation products (8,9) and some polymers.Oxidation of its phenolic hydroxyl groups and vinyl polymerization took place in hydroxystyrenes.