5465-65-6

Basic information

• Product Name: 4'-Chloro-3'-nitroacetophenone
• Synonyms: LABOTEST-BB LT00232960;1-(4-CHLORO-3-NITROPHENYL)ETHANONE;4'-CHLORO-3'-NITROACETOPHENONE;4-CHLORO-3-NITROACETOPHENONE;3'-NITRO-4'-CHLORO ACETOPHENONE;4'-Chloro-3'-Nitroacetophenone 4-Chloro-3-Nitroacetophenone 3'-Nitro-4'-Chloroacetophenone;4-chloro-3-niroacetophenone;4'-chloro-3'-nitroacetophenone,1-(4-chloro-3-nitrophenyl)ethanone
• CAS NO: 5465-65-6
• Molecular Formula: C₈H₆ClNO₃
• Molecular Weight: 199.59
• EINECS: 226-769-4
• Product Categories: Aromatic Acetophenones & Derivatives (substituted);C7 to C8;Carbonyl Compounds;Ketones;Acetophenone series
• Mol File: 5465-65-6.mol
• Article Data: 11

Chemical Properties

• Melting Point: 99-101 °C(lit.)
• Boiling Point: 160°C (rough estimate)
• Flash Point: 128 °C
• Appearance: light yellow powder
• Density: 1.4125 (rough estimate)
• Vapor Pressure: 0.000242mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• BRN: 1640627
• CAS DataBase Reference: 4'-Chloro-3'-nitroacetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-Chloro-3'-nitroacetophenone(5465-65-6)
• EPA Substance Registry System: 4'-Chloro-3'-nitroacetophenone(5465-65-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• Hazardous Substances Data: 5465-65-6(Hazardous Substances Data)

Usage

Chemical Properties

light yellow powder

Uses

4′-Chloro-3′-nitroacetophenone was used to prepare starting reagent for the synthesis of 6- and 7-acetyl-3-methyl-2-quinoxalinecarboxamide1,4-dioxides.

General Description

4′-Chloro-3′-nitroacetophenone is the intermediate formed during the synthesis of 4-chloro-3-nitrostyrene. It participates in deamination reaction of 4-chloro-5- and -3-nitro-2-aminoacetophanones.

InChI:InChI=1/C8H6ClNO3/c1-5(11)7-3-2-6(9)4-8(7)10(12)13/h2-4H,1H3

Upstream product

• 857560-77-1 1-(2-amino-4-chloro-5-nitro-phenyl)-ethanone 
• 635-22-3 4-Chloro-3-nitroaniline 
• 431-03-8 dimethylglyoxal 
• 89-77-0 2-Amino-4-chlorobenzoic acid 
• 197514-04-8 4-chloro-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)benzoic acid 
• 99-91-2 para-chloroacetophenone 
• 108-90-7 chlorobenzene 
• 96228-48-7 2-acetamido-4-chloro-5-nitroacetophenone 
• 39061-72-8 2-acetyl-5-chloroaniline 
• 103274-64-2 acetic acid-(2-acetyl-5-chloro-anilide) 

Downstream Products

• 144783-46-0 1-(4-morpholino-3-nitrophenyl)ethan-1-one 
• 6277-38-9 1-(4-methoxy-3-nitrophenyl)ethanone 
• 99068-55-0 1-(4-ethylamino-3-nitro-phenyl)-ethanone 
• 144889-77-0 1-[4-(4-Methoxy-benzenesulfonyl)-3-nitro-phenyl]-ethanone 
• 19688-53-0 2'-Chlor-2-nitro-4-acetyl-diphenylsulfid 
• 25799-16-0 1-[4-(Naphthalen-1-ylsulfanyl)-3-nitro-phenyl]-ethanone 
• 19688-48-3 3-nitro-4-(2-methoxythiophenoxy)-acetophenone 
• 19688-50-7 2'-Nitro-3-methyl-4'-acetyl-diphenylsulfid 
• 19688-54-1 3'-Chlor-2-nitro-4-acetyl-diphenylsulfid 
• 19688-52-9 2-Nitro-4'-methylmercapto-4-acetyl-diphenylsulfid 
• 19688-47-2 2-Nitro-3'-methoxy-4-acetyl-diphenylsulfid 
• 19688-46-1 2-Nitro-2'-methoxy-4-acetyl-diphenylsulfid 
• 25799-29-5 1-[4-(3-Bromo-naphthalen-2-ylsulfanyl)-3-nitro-phenyl]-ethanone 
• 13799-06-9 6-Brom-2'-nitro-3-methyl-4'-acetyl-diphenylsulfid 

Relevant articles and documents

An Expedient Method for the Synthesis of 1,2,4-Triazolo-fused 1,5-Benzodiazepine, 1,5-Benzoxazepine, and 1,5-Benzothiazepine Scaffolds: A Novel Seven-membered Ring System of Biological Interest

New heterocyclic compounds 1-(3-methyl-9H-dibenzo[b,f][1,2,4]triazolo[4,3-d][1,4]diazepin-6-yl)ethanone 8a, 1-(3-methyldibenzo[b,f][1,2,4]triazolo[4,3-d][1,4]oxazepin-6-yl)ethanone 8b, and 1-(3-methyldibenzo[b,f][1,2,4]triazolo[4,3-d][1,4]thiazepin-6-yl)ethanone 8c are synthesized from benzodiazepinone, benzoxazepinone, and benzothiazepinone derivatives. These heterocyclic scaffolds have wide medicinal importance. Best results were obtained in antibacterial screening against Escherichia coli, Enterobacter cloacae, and Staphylococcus aureus and antifungal screening against Candida albicans and Fusarium oxysporum. 1,1-Diphenyl-2-picrylhydrazyl radical scavenging activities of compounds 6c, 7c, and 8c were tested in doses 10, 20, 30, 40, and 50?μg/mL and were expressed as IC50 values and percent of inhibition with means?±?standard deviation of three different concentrations of synthesized compounds. The assignment of the structures of synthesized compounds was made by thin-layer chromatography, elemental analysis, IR, 1H-NMR, 13C-NMR, and liquid chromatography–mass spectrometry.

Method for synthesizing 1-(5-benzothiazolyl)ethyl ketone

The invention discloses a novel method for synthesizing 1-(5-benzothiazolyl)ethyl ketone. The method takes para-chloroacetophenone, concentrated sulfuric acid, concentrated nitric acid, sodium sulfidenonahydrate, zinc powder and formic acid as raw materials, and the synthesis of the 1-(5-benzothiazolyl)ethyl ketone can be realized under relatively moderate conditions. According to the novel method disclosed by the invention, the raw materials have low cost and the economic benefits are relatively high; reaction conditions are relatively moderate, the reaction speed is relatively rapid and theconversion rate is relatively high; the method is safe and environmentally friendly and is simple to operate; the method is more easily applied to synthesis of organic intermediates.

Vanadium pentoxide as a catalyst for regioselective nitration of organic compounds under conventional and nonconventional conditions

Vanadium pentoxide is used as an efficient catalyst for regioselective nitration of aromatic compounds under conventional and nonconventional conditions such as ultrasonically assisted (USAR) and microwave-assisted reactions (MWAR). The reactions underwent smoothly and afforded good yields of products with high regioselectivity. Observed longer reaction times (about 8 h) in V2O5 catalyzed reactions reduced to (0.5/30 min) under sonication and (90 s) in the case of MWAR. When ortho position is blocked, para derivatives are obtained as end products while ortho nitro products are obtained when para position is blocked.