67382-35-8

Basic information

• Product Name: (E)-1-(4-chlorophenyl)-3-(diMethylaMino)prop-2-en-1-one
• Synonyms: (E)-1-(4-chlorophenyl)-3-(diMethylaMino)prop-2-en-1-one;(2E)-1-(4-Chlorophenyl)-3-(dimethylamino)-2-propen-1-one;(E)-1-(4-Chlorophenyl)-3-(dimethylamino)-2-propen-1-one;1B-027;2-Propene-1-one, 1-(4-chlorophenyl)-3-dimethylamino-;MLS000546312;Propenone, 1-(4-chlorophenyl)-3-dimethylamino-;SMR000169482
• CAS NO: 67382-35-8
• Molecular Formula: C₁₁H₁₂ClNO
• Molecular Weight: 209.67208
• Mol File: 67382-35-8.mol
• Article Data: 35

Chemical Properties

• Melting Point: 85-87 °C(Solv: hexane (110-54-3))
• Boiling Point: 303℃
• Flash Point: 137℃
• Appearance: /
• Density: 1.143
• PKA: 4.98±0.70(Predicted)
• CAS DataBase Reference: (E)-1-(4-chlorophenyl)-3-(diMethylaMino)prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-(4-chlorophenyl)-3-(diMethylaMino)prop-2-en-1-one(67382-35-8)
• EPA Substance Registry System: (E)-1-(4-chlorophenyl)-3-(diMethylaMino)prop-2-en-1-one(67382-35-8)

Safety Data

• Hazardous Substances Data: 67382-35-8(Hazardous Substances Data)

Usage

General Description

(E)-1-(4-chlorophenyl)-3-(dimethylamino)prop-2-en-1-one, also known as Clomazone, is a chemical compound commonly used as an herbicide. It belongs to the family of chalcone derivatives and works by inhibiting the synthesis of carotenoids in plants, leading to their death. Clomazone is effective in controlling a wide range of annual grasses and broadleaf weeds in various crops, including soybeans, cotton, and corn. It is typically applied as a pre-emergent herbicide to prevent weed growth before planting, and it has a relatively low risk of environmental toxicity. However, proper handling and application precautions are recommended due to its potential for skin and eye irritation.

Upstream product

• 139943-10-5 N,N-dimethyl-1,3-butadien-1-amine 
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• 68-12-2 N,N-dimethyl-formamide 
• 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 
• 18503-89-4 N,N-dimethylformamide diisopropyl acetal 

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 
• 14063-77-5 (Z)-3-chloro-3-(4-chlorophenyl)acrylaldehyde 
• 86768-13-0 4-(4-Chlorbenzoyl)-1-(4-fluorphenyl)-pyrazol-3-essigsaeure-tert.butylester 

Relevant articles and documents

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.

Stereoselective synthesis of trifluoromethyl-substituted 2: H -furan-amines from enaminones

A straightforward strategy for synthesis of highly functionalized trifluoromethyl 2H-furans is described. The copper catalyzed method relies on a cascade cyclic reaction between enaminones and N-tosylhydrazones. This method allows the synthesis of 2-amino

Highly Site-Selective Metal-Free C-H Acyloxylation of Stable Enamines

A highly site-selective acyloxylation of stable enamines with PhI(OAc)2 under metal-free conditions to afford (E)-vinyl acetate derivatives in good to excellent yields is described. Depending on the judicious choice of the solvent system, either the α- or β-site-selective product could be obtained with high selectivity. For the α-site-selective product, the rearranged amide compound is obtained as the major product. This reaction proceeds under mild reaction conditions (room temperature, metal-free, and open-flask) and features a broad substrate scope.