28587-05-5

Basic information

• Product Name: 1-(4-CHLOROPHENYL)-3-(DIMETHYLAMINO)-2-PROPEN-1-ONE
• Synonyms: 1-(4-CHLOROPHENYL)-3-(DIMETHYLAMINO)-2-PROPEN-1-ONE;(2E)-1-(4-Chlorophenyl)-3-(dimethylamino)prop-2-en-1-one;2-Propen-1-one, 1-(4-chlorophenyl)-3-(dimethylamino)-;(E)-1-(4-chlorophenyl)-3-(dimethylamino)prop-2-en-1-one(WXC05416)
• CAS NO: 28587-05-5
• Molecular Formula: C₁₁H₁₂ClNO
• Molecular Weight: 209.67
• Mol File: 28587-05-5.mol
• Article Data: 79

Chemical Properties

• Boiling Point: 302.9°C at 760 mmHg
• Flash Point: 137°C
• Appearance: /
• Density: 1.143g/cm³
• Vapor Pressure: 0.000961mmHg at 25°C
• Refractive Index: 1.555
• CAS DataBase Reference: 1-(4-CHLOROPHENYL)-3-(DIMETHYLAMINO)-2-PROPEN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-CHLOROPHENYL)-3-(DIMETHYLAMINO)-2-PROPEN-1-ONE(28587-05-5)
• EPA Substance Registry System: 1-(4-CHLOROPHENYL)-3-(DIMETHYLAMINO)-2-PROPEN-1-ONE(28587-05-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 28587-05-5(Hazardous Substances Data)

Usage

General Description

1-(4-chlorophenyl)-3-(dimethylamino)-2-propen-1-one, also known as 4-chloro-3-(dimethylamino)acetophenone, is an organic compound with a chemical formula C11H12ClNO. 1-(4-CHLOROPHENYL)-3-(DIMETHYLAMINO)-2-PROPEN-1-ONE consists of a 4-chlorophenyl group, a dimethylamino group, and a propen-1-one group. It is a yellowish liquid with a pungent odor, and it is commonly used as an intermediate in the synthesis of pharmaceuticals and organic compounds. It is also used as a reagent in chemical reactions and as a precursor for the synthesis of dyes and pigments. 1-(4-chlorophenyl)-3-(dimethylamino)-2-propen-1-one is a potentially hazardous chemical and should be handled with care and used in a controlled environment.

InChI:InChI=1/C11H12ClNO/c1-13(2)8-7-11(14)9-3-5-10(12)6-4-9/h3-8H,1-2H3

Upstream product

• 139943-10-5 N,N-dimethyl-1,3-butadien-1-amine 
• 74780-48-6 1--3-oxidopyridinium 
• 99-91-2 para-chloroacetophenone 
• 68-12-2 N,N-dimethyl-formamide 
• 18503-89-4 N,N-dimethylformamide diisopropyl acetal 
• 74793-93-4 1--3-hydroxypyrimidinium chloride 
• 15724-88-6 trans-1-(4-chlorophenyl)-3-chloroprop-2-en-1-one 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 5815-08-7 tert-Butoxybis(dimethylamino)methane 
• 68760-10-1 1-(4-Chlor-phenyl)-3-hydroxy-prop-2-en-1-on 
• 124-40-3 dimethyl amine 
• 20353-93-9 Gold's reagent 

Downstream Products

• 143621-16-3 (Z)-1-(4-Chloro-phenyl)-3-(hydroxy-methyl-amino)-propenone 
• 71007-16-4 1-(4-chlorophenyl)-3-piperidin-1-yl-propenone 
• 71035-26-2 (E)-1-(4-chlorophenyl)-3-morpholinoprop-2-en-1-one 
• 824953-65-3 3-(4-chlorophenyl)-2-(2-methoxycarbonylphenylhydrazono)-3-oxo-propanal 
• 824953-66-4 3-(4-chlorophenyl)-2-(2-cyanophenylhydrazono)-3-oxo-propanal 
• 36175-15-2 1-(6-(4-chlorophenyl)-2-methylpyridin-3-yl)ethan-1-one 
• 1134193-17-1 4-(o-chlorophenyl)-1-(p-bromophenyl)-3-(p-chlorobenzoyl)-1,4-dihydropyridine 
• 1134193-26-2 1-(o-chlorophenyl)-2-(o-methylphenyl)-5-(p-chlorobenzoyl)-1,2-dihydropyridine 
• 1134193-03-5 4-phenyl-1-phenyl-3-(p-chlorobenzoyl)-1,4-dihydropyridine 
• 1134193-07-9 4-phenyl-1-(p-fluorophenyl)-3-(p-chlorobenzoyl)-1,4-dihydropyridine 
• 1427308-74-4 (E)-1-(4-chlorophenyl)-3-(2-methyl-1H-indol-3-yl)-prop-2-en-1-one 
• 1427308-79-9 (E)-1-(4-chlorophenyl)-3-(1,2-dimethyl-1H-indol-3-yl)propenone 
• 1612217-66-9 4-(4-chlorophenyl)-N-(3,4,5-trimethoxyphenyl)pyrimidin-2-amine 

Relevant articles and documents

Access to α,α-dihaloacetophenones through anodic C[dbnd]C bond cleavage in enaminones

We have developed a method to synthesize α,α-dihaloketones under electrochemical conditions. In this reaction, the Cl- or Br- is oxidized to Cl2 or Br2 at the anode, which undergoes two-step addition reactions with the N,N-dimethyl enaminone, and finally breaks C[dbnd]C of the N,N-dimethyl enaminone to generate α,α-dihaloketones. The electrosynthesis reaction can be conveniently carried out in an undivided electrolytic cell at room temperature. In addition, various functional groups are compatible with this green protocol which can be applied simultaneously to the gram scale without significantly lower yield.

Synthesis, characterization, and antimicrobial activity investigations of ruthenium (II)–bipyridine complexes of ciprofloxacin derivatives

A series of ruthenium (II) complexes derived from the reaction between cis-bis (2,2′-bipyridine) dichloro ruthenium (II) dihydrate and enaminone derivatives of ciprofloxacin were synthesized and fully characterized using elemental analysis, cyclic voltammetry and different spectroscopic techniques (Uv–vis, FTIR, NMR, mass spectroscopy, and X-ray photoelectron spectrometry (XPS)). The isolated compounds were tested for their antibacterial and antifungal activities against gram-negative and gram-positive bacteria. The FTIR data revealed that ciprofloxacin derivatives act as bidentate ligands through the pyridone carbonyl and the carboxylate oxygen atom. The UV–visible data showed that the charge transfer CT band is blue shifted upon the coordination of the ciprofloxacin derivatives compared to the CT band of the parent complex. The XPS results revealed the characteristic peaks of Ru3p3/2 and Ru3p1/2 as well as Ru3d5/2 and Ru3d3/2, which confirmed the assembly of the ruthenium (II) ciprofloxacin derivative complexes. Cyclic voltammetry data showed that the ciprofloxacin enaminone derivatives have a similar reduction potential for the Ru (II)/Ru (III) redox couple, and it revealed that the coordination of the ruthenium (II) ion altered the redox property of the ligands and enhanced their electron transfer rate. The electrochemical and the UV–visible results suggest that the ciprofloxacin derivative ligands are (Formula presented.) -acceptor ligands. Further, the complexes showed higher antibacterial activities than the parent ciprofloxacin antibiotic and did not show antifungal activities among the tested fungi strains.

Efficient synthesis, structure elucidation, and anti-parasitic activities of novel quinolinyl β–enaminones

In the present study, a novel series of side chain-modified quinoline β-enaminones were synthesized in good-to-excellent yields. The structures of all the synthesized compounds have been established with the help of spectral and analytical data and also b