103966-62-7

Basic information

• Product Name: (R)-1-(4-bromophenyl)ethyl acetate
• Synonyms: (R)-1-(4-bromophenyl)ethyl acetate
• CAS NO: 103966-62-7
• Molecular Weight: 243.1
• Mol File: 103966-62-7.mol
• Article Data: 40

Chemical Properties

• CAS DataBase Reference: (R)-1-(4-bromophenyl)ethyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-(4-bromophenyl)ethyl acetate(103966-62-7)
• EPA Substance Registry System: (R)-1-(4-bromophenyl)ethyl acetate(103966-62-7)

Safety Data

• Hazardous Substances Data: 103966-62-7(Hazardous Substances Data)

Usage

Description

(R)-1-(4-bromophenyl)ethyl acetate is a chemical compound categorized under phenylacetates, which are part of the broader class of organic compounds. This specific compound is characterized by its molecular formula of C10H11BrO2 and a molecular weight of 249.098 g/mol. It presents as a colorless liquid with a fruity scent and is soluble in the majority of organic solvents. Recognized for its low toxicity, (R)-1-(4-bromophenyl)ethyl acetate is deemed relatively safe for use in a variety of chemical applications.

Uses

Used in Pharmaceutical Synthesis:
(R)-1-(4-bromophenyl)ethyl acetate is utilized as an intermediate in the synthesis of various pharmaceuticals. Its unique structure and reactivity make it a valuable component in the development of new drugs and medications.
Used in Agrochemical Production:
In addition to its applications in the pharmaceutical industry, (R)-1-(4-bromophenyl)ethyl acetate is also employed in the production of agrochemicals. It serves as a key compound in the creation of substances used in agriculture to enhance crop protection and yield.
Used in Organic Compound Synthesis:
(R)-1-(4-bromophenyl)ethyl acetate is used as a building block in the synthesis of other organic compounds. Its versatility in chemical reactions allows it to be a useful component in the formation of a wide range of organic molecules for various applications across different industries.

Upstream product

• 56587-87-2 1,2-bis-[1-(4-bromophenyl)ethylidene]hydrazine 
• 64-19-7 acetic acid 
• 1585-07-5 1-bromo-4-ethylbenzene 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 127-09-3 sodium acetate 
• 127-19-5 N,N-dimethyl acetamide 
• 5391-88-8 1-(4-bromophenyl)ethanol 
• 108-22-5 Isopropenyl acetate 
• 876-27-7 4-chlorophenyl acetate 
• 108-05-4 vinyl acetate 
• 108-24-7 acetic anhydride 
• 5391-88-8 (R)-1-(4-bromophenyl)ethanol 
• 21906-01-4 (+/-)-3-(p-bromophenyl)butan-2-one 
• 99-90-1 para-bromoacetophenone 

Downstream Products

• 257604-11-8 1-(1-azidoethyl)-4-bromobenzene 
• 5391-88-8 (R)-1-(4-bromophenyl)ethanol 
• 137408-29-8 (S)-1-(4-bromophenyl)ethyl acetate 
• 5391-88-8 (S)-1-(4-bromophenyl)ethanol 

Relevant articles and documents

Novel immobilization method of enzymes using a hydrophilic polymer support

A novel immobilization of an enzyme with a hydrophilic polymer support in organic solvents has been developed utilizing the "polymer-incarcerated (PI) method", which has been used to immobilize metal catalysts; the kinetic resolution of secondary alcohols

Asymmetric Chemoenzymatic Reductive Acylation of Ketones by a Combined Iron-Catalyzed Hydrogenation–Racemization and Enzymatic Resolution Cascade

A general and practical process for the conversion of prochiral ketones into the corresponding chiral acetates has been realized. An iron carbonyl complex is reported to catalyze the hydrogenation–dehydrogenation–hydrogenation of prochiral ketones. By merging the iron-catalyzed redox reactions with enantioselective enzymatic acylations a wide range of benzylic, aliphatic and (hetero)aromatic ketones, as well as diketones, were reductively acylated. The corresponding products were isolated with high yields and enantioselectivities. The use of an iron catalyst together with molecular hydrogen as the hydrogen donor and readily available ethyl acetate as acyl donor make this cascade process highly interesting in terms of both economic value and environmental credentials.

CO2-expanded liquids as solvents to enhance activity of Pseudozyma antarctica lipase B towards ortho-substituted 1-phenylethanols

Pseudozyma (Candida) antarctica lipase B (CAL-B, Novozym 435) is one of the most widely used and outstanding biocatalysts. However, CAL-B-catalyzed transesterification of ortho-substituted 1-phenylethanol analogs suffers low conversion. In this research, the reactions were accelerated by using CO2-expanded liquids, liquids expanded by dissolving pressurized CO2, such as CO2-expanded hexane or CO2-expanded MeTHF.

Selective benzylic C–H monooxygenation mediated by iodine oxides

A method for the selective monooxdiation of secondary benzylic C–H bonds is described using an N-oxyl catalyst and a hypervalent iodine species as a terminal oxidant. Combinations of ammonium iodate and catalytic N-hydroxyphthalimide (NHPI) were shown to be effective in the selective oxidation of n-butylbenzene directly to 1-phenylbutyl acetate in high yield (86%). This method shows moderate substrate tolerance in the oxygenation of substrates containing secondary benzylic C–H bonds, yielding the corresponding benzylic acetates in good to moderate yield. Tertiary benzylic C–H bonds were shown to be unreactive under similar conditions, despite the weaker C–H bond. A preliminary mechanistic analysis suggests that this NHPI-iodate system is functioning by a radical-based mechanism where iodine generated in situ captures formed benzylic radicals. The benzylic iodide intermediate then solvolyzes to yield the product ester.