4209-02-3

Basic information

• Product Name: 1-(4-bromophenyl)-2-chloroethan-1-one
• Synonyms: 1-(4-bromophenyl)-2-chloroethan-1-one;2-Chloro-4’4'-Bromo-2-chloroacetophenone;4'-Bromo-α-chloroacetophenone;2-Chloro-4'-bromoacetophenone;p-Bromo-2-chloroacetophenone
• CAS NO: 4209-02-3
• Molecular Formula: C₈H₆BrClO
• Molecular Weight: 233.48964
• EINECS: 224-134-6
• Mol File: 4209-02-3.mol

Chemical Properties

• Melting Point: 119-120 °C
• Boiling Point: 306.7 °C at 760 mmHg
• Flash Point: 139.3 °C
• Appearance: /
• Density: 1.572 g/cm³
• Vapor Pressure: 0.000759mmHg at 25°C
• Refractive Index: 1.571
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 1-(4-bromophenyl)-2-chloroethan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-bromophenyl)-2-chloroethan-1-one(4209-02-3)
• EPA Substance Registry System: 1-(4-bromophenyl)-2-chloroethan-1-one(4209-02-3)

Safety Data

• Hazard Codes: Xn
• Hazardous Substances Data: 4209-02-3(Hazardous Substances Data)

Usage

Uses

2-Chloro-4''-bromoacetophenone

InChI:InChI=1/C8H6BrClO/c9-7-3-1-6(2-4-7)8(11)5-10/h1-4H,5H2

Upstream product

• 94783-77-4 Dimethyl-<4-brom-phenacyl>-sulfoniumchlorid 
• 99-90-1 para-bromoacetophenone 
• 619-41-0 4-(bromoacetyl)toluene 
• 67-56-1 methanol 
• 51556-09-3 1-bromo-4-(chloroethynyl)benzene 
• 1122-91-4 4-bromo-benzaldehyde 
• 21757-86-8 1-(4-bromophenyl)-2,2,2-trichloroethan-1-ol 
• 41262-33-3 1-(4-bromophenyl)-2,2,2-trichloroethan-1-one 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 766-96-1 4-bromo-1-ethynylbenzene 
• 619-42-1 4-methoxycarbonylphenyl bromide 
• 79-11-8 chloroacetic acid 
• 80-11-5 N-methyl-N-nitrosotoluene-p-sulfonamide 
• 586-75-4 4-chlorobenzoyl chloride 

Downstream Products

• 586-76-5 4-Bromobenzoic acid 
• 58881-56-4 2,2'-thiobis[1-(4-bromophenyl)ethanone] 
• 81585-72-0 1-(4-bromo-phenyl)-2-iodo-ethanone 
• 61592-47-0 1-(4-bromophenyl)-2-chloroethan-1-ol 
• 59031-97-9 α-chloromethyl p-bromophenyl ketoxime 
• 61378-99-2 6-(4-bromo-phenyl)-2,3-dihydro-[1,4]oxathiin 
• 141104-14-5 3-[2-(4-bromophenyl)-2-oxoethyl]-1,3-benzothiazol-3-ium chloride 
• 135703-49-0 6-amino-2-(4-brom-phenacylthio)-4-methylthio-pyridin-3,5-dicarbonitril 
• 89563-39-3 Benzyl-[4-(4-bromo-phenyl)-thiazol-2-yl]-cyclopropyl-amine 
• 119730-28-8 2-(4-bromobenzoylmethylthio)-6-propylpyrimidin-4(1H)-one 
• 5195-29-9 4-bromophenylglyoxal 
• 99-90-1 para-bromoacetophenone 
• 234089-73-7 2-[2-(4-Bromo-phenyl)-morpholin-4-yl]-ethanol 
• 37052-85-0 1-(4-bromo-phenyl)-2-(5-methoxy-1H-benzoimidazol-2-ylsulfanyl)-ethanone 

Relevant articles and documents

Convergent Synthesis of Immune Inhibitor IMMH002

A convergent synthesis of IMMH002 in 36% overall yield starting from bromobenzene is described with a key Suzuki-Miyaura cross-coupling reaction used to provide a crucial intermediate. The route does not require column chromatography and solves the most intractable quality problem caused by a homologue by-product in the original linear synthesis. Furthermore, reducing the use of Lewis acid mediated reactions improves the environmental impact of the synthesis and reduces overall waste. The new route described herein is more efficient, convenient, reliable, and economically more viable when compared to the previously reported linear route.

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.

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The invention discloses a preparation method of pusaimode. Bromo-benzene is used as an initial raw material to prepare pusaimode by adopting a convergent synthesis route. The yield of the preparationmethod is high, the cost is low, the amount of generated waste water, waste gas, and waste solids is low, the operation is convenient, and the application value is high.

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Preparation method of aituomode

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Preparation method of pusaimode (Chinese name)

The invention discloses a preparation method of pusaimode. Bromo-benzene and benzene are used as initial raw materials to prepare pusaimode by adopting a convergent synthesis route. The yield of the preparation method is high, the cost is low, the amount of generated waste water, waste gas, and waste solids is low, the operation is convenient, and the application value is high.

Design and synthesis of analogues of the sphingosine-1-phosphate receptor 1 agonist IMMH001 with improved phosphorylation rate in human blood

IMMH001, which is a prodrug for sphingosine-1-phosphate receptor 1 (S1P1) agonist, is converted to the active form, its monophosphate ester (S)-IMMH001-P, by sphingosine kinase 1 (SphK1) and sphingosine kinase 2 (SphK2) in vivo. In this study, we designed head-piece-modified analogues of IMMH001 based on structural information and prepared them with an efficient modular synthetic strategy. The analogues showed higher phosphorylation rates in human blood than the parent compound. These results indicated that the pro-R hydroxymethyl in the head-piece-moiety of IMMH001 prevents the pro-S hydroxymethyl from being phosphorylated by the kinase and ATP. The analogues may have better therapeutic potential.

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.

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CV-driven Optimization: Cobalt-Catalyzed Electrochemical Expedient Oxychlorination of Alkenes via ORR

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