34006-49-0

Basic information

• Product Name: 2-chloro-4-nitroacetophenone
• Synonyms: 2-chloro-1-(4-nitrophenyl)ethanone
• CAS NO: 34006-49-0
• Molecular Formula: C₈H₆ClNO₃
• Molecular Weight: 199.59
• Mol File: 34006-49-0.mol
• Article Data: 29

Chemical Properties

• Boiling Point: 322.1°Cat760mmHg
• Flash Point: 148.6°C
• Appearance: /
• Density: 1.384g/cm³
• Vapor Pressure: 0.000285mmHg at 25°C
• Refractive Index: 1.575
• CAS DataBase Reference: 2-chloro-4-nitroacetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-4-nitroacetophenone(34006-49-0)
• EPA Substance Registry System: 2-chloro-4-nitroacetophenone(34006-49-0)

Safety Data

• Hazardous Substances Data: 34006-49-0(Hazardous Substances Data)

Usage

Description

2-chloro-4-nitroacetophenone is an organic compound with the molecular formula C8H6ClNO3. It is a derivative of acetophenone, featuring a chlorine atom at the 2nd position and a nitro group at the 4th position on the benzene ring. 2-chloro-4-nitroacetophenone is known for its reactivity and is often utilized in the synthesis of various chemical compounds.

Uses

Used in Pharmaceutical Industry:
2-chloro-4-nitroacetophenone is used as a synthetic intermediate for the preparation of various pharmaceutical compounds. Its unique structure allows it to be a key component in the development of new drugs with potential therapeutic applications.
Used in Chemical Research:
In the field of chemical research, 2-chloro-4-nitroacetophenone serves as a valuable compound for understanding the reactivity and properties of substituted acetophenones. It can be used to study the effects of different substituents on the chemical behavior of acetophenone derivatives.
Used in the Synthesis of Cytotoxic Compounds:
2-chloro-4-nitroacetophenone is used as a reagent in the preparation of tetrahydropyrrolo[3,2-c]azepin-4-ones, which are known for their cytotoxic properties. These compounds have potential applications in the development of anticancer drugs, making 2-chloro-4-nitroacetophenone an important compound in the fight against cancer.

InChI:InChI=1/C8H6ClNO3/c9-5-8(11)6-1-3-7(4-2-6)10(12)13/h1-4H,5H2

Upstream product

• 186581-53-3 diazomethane 
• 60-29-7 diethyl ether 
• 122-04-3 4-nitro-benzoyl chloride 
• 100-19-6 (4-nitrophenyl)ethanone 
• 100-13-0 4-nitrostyrene 
• 73805-24-0 α-chloro-p-nitrostyrene oxide 
• 4203-31-0 2-diazo-1-(4-nitrophenyl)ethanone 
• 99-81-0 4-Nitrophenacyl bromide 
• 54075-25-1 4-nitro-α-(trichloromethyl)benzyl alcohol 
• 67-56-1 methanol 
• 110944-98-4 2-iodo-1-(4-nitrophenyl)ethanone 
• 6531-13-1 1-[4-nitrophenyl]-1-ethanol 
• 80-11-5 N-methyl-N-nitrosotoluene-p-sulfonamide 

Downstream Products

• 65921-30-4 2-(4-nitrophenyl)-2-oxoethyl acetate 
• 62625-61-0 5-(4-nitro-phenyl)-2-phenyl-6H-[1,3,4]thiadiazine 
• 62625-68-7 2-benzyl-5-(4-nitro-phenyl)-6H-[1,3,4]thiadiazine 
• 91088-16-3 N,N-Dimethyl-dithiocarbaminsaeure-(4-nitro)-phenacylester 
• 92108-98-0 N,N-Diethyl-dithiocarbaminsaeure-(4-nitro)-phenacylester 
• 97661-33-1 2-methyl-3-{[4-(4-nitro-phenyl)-thiazol-2-yl]-hydrazono}-cyclopentanecarboxylic acid 
• 91556-55-7 Thiophosphorsaeure- 
• 98032-59-8 2-ethyl-3-{[4-(4-nitro-phenyl)-thiazol-2-yl]-hydrazono}-cyclopentanecarboxylic acid 
• 90972-37-5 Dithiophosphorsaeure- 
• 58881-57-5 1-(4-nitrophenyl)-2-[2-(4-nitrophenyl)-2-oxoethylsulfanyl]ethanone 
• 21427-72-5 7-chloro-2-(4-nitro-phenyl)-3H-pyrido[2,3-b][1,4]thiazine 
• 91260-88-7 2-(Methylamino)-4-(p-nitrophenyl)thiazole 
• 58585-12-9 (3-hydroxybenzo[b]thiophen-2-yl)(4-nitrophenyl)methanone 
• 119730-17-5 6-methyl-2-((2-(4-nitrophenyl)-2-oxoethyl)thio)pyrimidin-4(3H)-one 

Relevant articles and documents

A practical synthesis of α-bromo/iodo/chloroketones from olefins under visible-light irradiation conditions

A practical synthesis of α-bromo/iodo/chloroketones from olefins under visible-light irradiation conditions has been developed. In the presence of PhI(OAc)2 as promoter and under ambient conditions, the reactions of styrenes and triiodomethane undergo the transformation smoothly to deliver the corresponding α-iodoketones without additional photocatalyst in good yields under sunlight irradiation. Meanwhile, the reactions of styrenes with tribromomethane and trichloromethane generate the desired α-bromoketones and α-chloroketones in high yields by using Ru(bpy)3Cl2 as a photocatalyst under blue LED (450–455 nm) irradiation.

Facile Synthesis of α-Haloketones by Aerobic Oxidation of Olefins Using KX as Nonhazardous Halogen Source

An operationally simple and safe synthesis of α-haloketones using KBr and KCl as nonhazardous halogen sources is reported. It involves an iron-catalysed reaction of alkenes with KBr/KCl using O2 as terminal oxidant under the irradiation of visible-light. This strategy avoids the risks associated with handling halo-contained electrophiles (Cl2, Br2, NCS, NBS). The process is tolerant to several functional groups, and extended to a range of substituted styrenes in up to 89% yield. A radical reaction pathway is proposed based on control experiments and spectroscopy studies.

Cascade Trisulfur Radical Anion (S3?-) Addition/Electron Detosylation Process for the Synthesis of 1,2,3-Thiadiazoles and Isothiazoles

Trisulfur radical anion (S3?-) mediated reactions with in situ formed azoalkenes and α,β-usaturated N-sulfonylimines for the construction of 1,2,3-thiadiazoles and isothiazoles has been developed. S3?- is in situ generated from potassium sulfide in DMF. These two approaches provide a new, safe, and simple way to construct 4-subsituted 1,2,3-thiadiazoles, 5-subsituted 1,2,3-thiadiazoles, and isothiazole in good yields. The reactions include the formation of the new C-S and N-S bonds via S3?- addition and electron detosylation under mild conditions.