2114-00-3

Basic information

• Product Name: 2-Bromopropiophenone
• Synonyms: 1-Benzoyl-1-bromoethane;1-Bromoethyl phenyl ketone;2-bromo-1-phenyl-1-propanon;2-bromo-propiophenon;alpha-Bromoethyl phenyl ketone;alpha-Methylphenacyl bromide;-Bromopropiophenone;Propiophenone, 2-bromo-
• CAS NO: 2114-00-3
• Molecular Formula: C₉H₉BrO
• Molecular Weight: 213.07
• EINECS: 218-307-5
• Product Categories: Aromatics;Miscellaneous Reagents
• Mol File: 2114-00-3.mol
• Article Data: 136

Chemical Properties

• Boiling Point: 245-250 °C(lit.)
• Flash Point: >230 °F
• Appearance: clear yellow to greenish liquid
• Density: 1.4 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0256mmHg at 25°C
• Refractive Index: n20/D 1.571(lit.)
• Storage Temp.: Refrigerator
• Water Solubility: Insoluble
• BRN: 508550
• CAS DataBase Reference: 2-Bromopropiophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromopropiophenone(2114-00-3)
• EPA Substance Registry System: 2-Bromopropiophenone(2114-00-3)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-37/39
• RIDADR: UN 2810 6.1/PG 2
• WGK Germany: 3
• RTECS: UG8400000
• F: 19
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: Ⅲ
• Hazardous Substances Data: 2114-00-3(Hazardous Substances Data)

Usage

Description

2-Bromopropiophenone, also known as α-Bromopropiophenone, is an α-bromoketone characterized by its clear yellow to greenish liquid appearance. It plays a significant role in the manufacturing process of 1-acetamido-3-methyl-2-phenylimidazo[1,2-a]pyridinium bromide and is involved in the synthesis of various compounds, including 2-phenylmorpholinols and N-phenacylammonium salts.

Uses

Used in Pharmaceutical Synthesis:
2-Bromopropiophenone is used as a key intermediate in the synthesis of pharmaceutical compounds for various therapeutic applications. Its ability to participate in the manufacturing process of 1-acetamido-3-methyl-2-phenylimidazo[1,2-a]pyridinium bromide highlights its importance in the development of novel drugs.
Used in Chemical Synthesis:
In the chemical industry, 2-Bromopropiophenone is utilized as a starting material for the synthesis of 2-phenylmorpholinols, which are organic compounds with potential applications in various fields. Its versatility as a synthetic building block makes it valuable for creating a range of products.
Used in the Synthesis of N-Phenacylammonium Salts:
2-Bromopropiophenone is also employed in the synthesis of N-phenacylammonium salts, such as N-(α-benzoylbenzyl)-, N-(1-benzoylethyl)-, N-phenacyl-, pyrazinium, 3-bromoquinolinium, benzothiazolium, or p-cyanopyridinium hexafluoroantimonates. These salts have potential applications in various chemical and pharmaceutical processes, further demonstrating the versatility of 2-Bromopropiophenone in different industries.

InChI:InChI=1/C9H9BrO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7H,1H3/t7-/m1/s1

Upstream product

• 39623-95-5 1-phenylprop-1-enyl acetate 
• 637-50-3 1-phenylpropene 
• 93-55-0 1-phenyl-propan-1-one 
• 71-43-2 benzene 
• 93-54-9 1-Phenyl-1-propanol 
• 29568-65-8 α-Bromopropiophenone cyclic ethylene acetal 
• 2114-03-6 2,2-dibromo-1-phenylpropan-1-one 
• 873-66-5 1-propenylbenzene 
• 766-90-5 cis-1-phenyl-1-propylene 
• 37471-46-8 1-phenyl-1-trimethylsiloxypropene 
• 100-47-0 benzonitrile 
• 17356-08-0 thiourea 
• 2142-63-4 1-(3-Bromophenyl)ethanone 
• 110728-77-3 (4R,5R)-2-(1-Bromo-ethyl)-2-phenyl-[1,3]dioxolane-4,5-dicarboxylic acid 

Downstream Products

• 91245-84-0 2-aziridin-1-yl-1-phenyl-propan-1-ol 
• 19134-50-0 (SR)-(+/-)-1-phenyl-2-(1-pyrrolidinyl)-1-propanone 
• 5703-17-3 1-phenyl-2-piperidin-1-yl-propan-1-one 
• 6276-64-8 2-(1-pyridinium)-1-phenylpropanone bromide 
• 46408-42-8 1-phenyl-2-(1H-imidazol-1-yl)propan-1-one hydrochloride 
• 100867-03-6 1-phenyl-2-(pyridine-3-sulfonyl)-propan-1-one 
• 372093-71-5 6-methoxy-3-methyl-2-phenylindole 
• 1826-18-2 thiazole-5-methyl-4-phenyl 
• 19968-59-3 2,5-dimethyl-4-phenyl-1,3-thiazole 
• 67902-75-4 S-1-methyl-2-oxo-2-phenylethyl thiobenzoate 
• 30455-42-6 3-methyl-2-phenyl-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazine 
• 25020-87-5 5-methyl-4-phenyl-2-p-tolyl-thiazole 
• 40043-53-6 3-methyl-2,4,4,6-tetraphenyl-4H-[1,4]oxaphosphininium; bromide 
• 26205-40-3 methyl(α-trimethylsiloxybenzyl) ketone 

Relevant articles and documents

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Regiospecific synthesis of α-diones, α,α-dialkoxyketones and α-alkoxy-α-sulfenylated ketones

A convenient synthesis of α-diones and their monoprotected acetals, i.e. α-ketoacetals, was developed by mercury induced solvolysis of regiospecifically formed α-chloro-α-(alkylthio)ketones. Analogously, α-alkoxy-α-sulfenylated ketones were formed when reacting α-chloro-α-sulfenylated ketones with an alkaline alcoholic medium, α-Alkoxy-α-sulfenylated ketones themselves could be transformed into α-diones or ?-ketoacetals, which in turn were hydrolyzed under anhydrous conditions into the corresponding α-diones. (C) 2000 Elsevier Science Ltd.

Asymmetric Transfer Hydrogenation: Dynamic Kinetic Resolution of α-Amino Ketones

A series of α-amino ketones were reduced using asymmetric transfer hydrogenation (ATH) through a dynamic kinetic resolution (DKR). The protecting group was matched to the reducing agent, and following optimization, a series of substrates were investigated, giving products in high diastereoselectivity, over 99% ee in several cases and full conversion. The methodology was applied to the enantioselective synthesis of an MDM2-p53 inhibitor precursor.

Facile Approach to Geminal HeterodihalogenationOne-Pot Synthesis of α-Bromo-α-Chloro Ketones

An efficient and practical protocol for the geminal heterodihalogenation of methyl ketones by using readily available dimethyl sulfoxide and a combination of HCl and HBr is reported. Control experiments suggested that the acidity of the solution, as well as the oxidizing ability and nucleophilicity of the dimethyl sulfoxide might work cooperatively in ensuring the success of the tandem substitution. Its operational simplicity, easy accessibility, and mild oxidative conditions suggest that the present strategy might be useful for the assembly of bromochloromethyl functional groups in drug discovery.