55919-47-6

Basic information

• Product Name: Ethyl 2-bromo-3-oxo-3-phenylpropanoate
• Synonyms: ETHYL 2-BROMO-3-OXO-3-PHENYLPROPANOATE;Ethyl 2-bromo-3-oxo-3-phenylpropionate, Ethyl benzoyl(bromo)acetate
• CAS NO: 55919-47-6
• Molecular Formula: C₁₁H₁₁BrO₃
• Molecular Weight: 271.11
• Mol File: 55919-47-6.mol
• Article Data: 56

Chemical Properties

• Boiling Point: 300.4 °C at 760 mmHg
• Flash Point: 135.5 °C
• Appearance: /
• Density: 1.445 g/cm³
• Vapor Pressure: 0.00112mmHg at 25°C
• Refractive Index: 1.548
• PKA: 7.09±0.26(Predicted)
• CAS DataBase Reference: Ethyl 2-bromo-3-oxo-3-phenylpropanoate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2-bromo-3-oxo-3-phenylpropanoate(55919-47-6)
• EPA Substance Registry System: Ethyl 2-bromo-3-oxo-3-phenylpropanoate(55919-47-6)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 55919-47-6(Hazardous Substances Data)

Usage

General Description

Ethyl 2-bromo-3-oxo-3-phenylpropanoate is an organic compound that belongs to the class of esters. It is a colorless liquid with a fruity odor and is commonly used as a chemical intermediate in the synthesis of pharmaceuticals and other organic compounds. Ethyl 2-bromo-3-oxo-3-phenylpropanoate is also used as a reagent in organic reactions due to its high reactivity. Ethyl 2-bromo-3-oxo-3-phenylpropanoate is a versatile chemical that has applications in various industries such as pharmaceuticals, agrochemicals, and flavors and fragrances. However, it is important to handle this compound with care as it is corrosive and may cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C11H11BrO3/c1-2-15-11(14)9(12)10(13)8-6-4-3-5-7-8/h3-7,9H,2H2,1H3

Upstream product

• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 128-08-5 N-Bromosuccinimide 
• 64-19-7 acetic acid 
• 4086-63-9 2-Benzylamino-6-aminotriazine 
• 98-86-2 acetophenone 
• 934-32-7 1H-benzimidazol-2-amine 
• 504-29-0 2-aminopyridine 
• 5764-85-2 Ethyl 3-hydroxy-3-phenylpropanoate 

Downstream Products

• 71-43-2 benzene 
• 13950-67-9 ethyl 2,3-dihydro-2-oxo-4-phenyl-5-thiazolecarboxylate 
• 60312-24-5 PL-158 
• 127801-93-8 ethyl 6-phenylimidazo<2,1-b>thiazole-5-carboxylate 
• 127801-97-2 ethyl 2-benzoylimino-2,3-dihydrothiazole-3-acetate 
• 119448-82-7 ethyl 2-phenylimidazo[1,2-a] pyridine-3-carboxylate 
• 127801-89-2 ethyl 2-phenylimidazo<1,2-a>pyrimidine-3-carboxylate 
• 144294-13-3 ethyl 2-phenylimidazo<1,2-a>pyrazine-3-carboxylate 
• 87814-40-2 N-(pyrazin-2-yl)benzamide 
• 127801-87-0 ethyl 6-methyl-2-phenylimidazo[1,2-a]pyridine-3-carboxylate 
• 127801-92-7 ethyl 3-methyl-6-phenylimidazo<2,1-b>thiazole-5-carboxylate 
• 127801-96-1 ethyl 2-benzoylimino-2,3-dihydro-4-methylthiazole-3-acetate 
• 127801-90-5 ethyl 7-methyl-2-phenylimidazo<1,2-a>pyrimidine-3-carboxylate 
• 104484-36-8 (E)-2-(1-Ethoxycarbonyl-2-oxo-2-phenyl-ethylsulfanyl)-3-phenyl-acrylic acid 

Relevant articles and documents

Electrochemical chlorination and bromination of electron-deficient C[sbnd]H bonds in quinones, coumarins, quinoxalines and 1,3-diketones

The electrochemistry-promoted chlorination and bromination of electron-deficient C[sbnd]H bonds was developed, using quinones, coumarins, quinoxalines and 1,3-diketones. This protocol features readily available and safe halogen sources (hydrochloric acid and KBr), high site-selectivity and mild reaction conditions. It could provide an efficient access to a series of chlorinated and brominated quinones, coumarins, quinoxalines and 1,3-diketones.

Synthesis of imidazo[1,2-a] [1,3,5]triazines by NBS-mediated coupling of 2-amino-1,3,5-triazines with 1,3-dicarbonyl compounds

Aroylimidazo[1,2-a][1,3,5]triazines are rapidly synthesized via a facile and mild reaction of 2-amino-triazines and 1,3-dicarbonyl compounds using NBS. The reaction occurred with good yields and excellent regioselectivity, and β-keto esters, β-keto amides, and 1,3-diones were tolerated under the optimized procedure. In addition, the successful application of this methodology for a gram-scale reaction indicates its potential for bulk synthesis.

Highly efficient and green synthesis of 2,4-diphenyl substituted thiazoles

2,4-Diphenyl thiazole is an important organic intermediate and its derivatives contain multiple biological properties. In the present study, we reported a new protocol to synthesize 2,4-diphenyl thiazole analogs, which involved the bromination of ethyl benzoylacetates with NBS in the presence of 2-hydroxypropyl-β-cyclodextrin, followed by a direct cyclization with thiobenzamides in water. Compared with the reported method, the current protocol contains less reaction steps, milder reaction conditions, and simpler workup procedure.