186296-23-1

Basic information

• Product Name: (S)-N-(1-(4-bromophenyl)ethyl)acetamide
• Synonyms: (S)-N-(1-(4-bromophenyl)ethyl)acetamide;(S)-N-acetyl-1-(4-bromophenyl)ethylamine
• CAS NO: 186296-23-1
• Molecular Formula: C₁₀H₁₂BrNO
• Molecular Weight: 242.11238
• Mol File: 186296-23-1.mol
• Article Data: 48

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-N-(1-(4-bromophenyl)ethyl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-(1-(4-bromophenyl)ethyl)acetamide(186296-23-1)
• EPA Substance Registry System: (S)-N-(1-(4-bromophenyl)ethyl)acetamide(186296-23-1)

Safety Data

• Hazardous Substances Data: 186296-23-1(Hazardous Substances Data)

Usage

Description

(S)-N-(1-(4-bromophenyl)ethyl)acetamide is a chemical compound with the molecular formula C10H12BrNO and a molar mass of 236.11 g/mol. It is an acetamide derivative that features a bromophenyl group and an ethyl group. This white to off-white solid is sparingly soluble in water and is commonly utilized as an intermediate in the synthesis of pharmaceuticals and organic compounds. Due to its potential biological activity, (S)-N-(1-(4-bromophenyl)ethyl)acetamide may have applications in the fields of medicine, research, and chemical synthesis.

Uses

Used in Pharmaceutical Synthesis:
(S)-N-(1-(4-bromophenyl)ethyl)acetamide is used as an intermediate in the pharmaceutical industry for the synthesis of various drugs and organic compounds. Its unique structure, containing a bromophenyl group and an ethyl group, allows it to serve as a building block for more complex molecules with potential therapeutic properties.
Used in Chemical Research:
In the field of chemical research, (S)-N-(1-(4-bromophenyl)ethyl)acetamide is used as a compound for studying its properties and potential reactions with other molecules. This can lead to the discovery of new chemical pathways and the development of novel compounds with specific applications.
Used in Chemical Synthesis:
(S)-N-(1-(4-bromophenyl)ethyl)acetamide is also used in chemical synthesis as a precursor to create a variety of organic compounds. Its versatility in forming different chemical bonds makes it a valuable component in the synthesis of specialty chemicals for various industries, including agriculture, materials science, and environmental science.

Upstream product

• 177750-12-8 N-{1-(4-bromophenyl)vinyl}acetamide 
• 27298-97-1 (S)-1-(4-bromophenyl)ethylamine 
• 79-04-9 chloroacetyl chloride 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 
• 59862-55-4 (E)-1-(4-bromophenyl)ethan-1-one oxime 
• 1434602-36-4 (E)-1-(4-bromophenyl)ethanone O-benzyloxime 
• 99-90-1 para-bromoacetophenone 
• 59862-55-4 p-bromoacetophenone oxime 
• 24358-62-1 1-(4-bromophenyl)ethylamine 
• 1121583-62-7 isopropyl 2-propoxyacetate 
• 147169-48-0 (S)-tert-butyl 1-phenylethylcarbamate 
• 2627-86-3 (S)-1-phenyl-ethylamine 

Downstream Products

• 199441-99-1 (S)-N-ethanoyl-1-(4-cyanophenyl)ethylamine 
• 36244-70-9 (S)-4-(1-aminoethyl)benzonitrile 
• 222714-30-9 (S)-N-2-chloroethanoyl-(4-cyanophenyl)ethylamine 
• 222714-40-1 methyl benzoate 
• 916211-64-8 (S)-4-(1-aminoethyl)benzoic acid hydrochloride salt 
• 1353776-49-4 (S)-N-[1-(4-Pyridin-4-yl-phenyl)ethyl]-acetamide 
• 1353767-43-7 (S)-N-{1-[4-(6'-phenoxy-3,4,5,6-tetrahydro-2H-[1,3']bipyridinyl-4-yl)phenyl]ethyl}acetamide 
• 1353767-58-4 (S)-N-(1-{4-[1-(3-cyanopyridin-2-yl)piperidin-4-yl]phenyl}ethyl)acetamide 
• 1353765-27-1 (S)-N-(1-{4-[1-(4-ethoxy-phenyl)-piperidin-4-yl]-phenyl}-ethyl)-acetamide 
• 1353776-58-5 (S)-N-[1-(4-piperidin-4-yl-phenyl)-ethyl]-acetamide 
• 185141-71-3 (S)-N-[1-(4-iodo-phenyl)-ethyl]-acetamide 
• 1353777-00-0 (S)-N-(1-{4-[1-(6-Chloro-pyrimidin-4-yl)-piperidin-4-yl]-phenyl}-ethyl)-acetamide 
• 1353777-44-2 (S)-2-{4-[4-(1-acetylamino-ethyl)-phenyl]-piperidin-1-yl}-pyrimidine-5-carboxylic acid 
• 1353777-17-9 (S)-N-(1-{4-[1-(4-Hydroxy-3-methyl-phenyl)-piperidin-4-yl]-phenyl}-ethyl)-acetamide 

Relevant articles and documents

Synthesis of phospholane-phosphoramidite ligands and their application in asymmetric catalysis

A set of phospholane-phosphoramidite ligands, which possess four elements of chirality, has been synthesized through a modular diastereoselective process. The ligands were applied in the Rh-catalyzed asymmetric C =C hydrogenation of several functionalized olefins with enantioselectivities of up to 99 % ee and a turnover frequency of up to 12 000 h-1, in the Rh-catalyzed hydroformylation of vinyl arenes with enantioselectivities of up to 79 % ee, and in the Ir-catalyzed asymmetric C =N hydrogenation of different aryl imines with enantioselectivities of up to 79 % ee. New P,P′ hybrid ligands: A set of phospholane-phosphoramidites (quinaphoslane) with four elements of chirality are synthesized through a modular diastereoselective process and applied in the Rh-catalyzed hydrogenation of functionalized olefins with up to 99 % ee and a turnover frequency (TOF) of up to 12 000 h-1, in the Rh-catalyzed hydroformylation of vinyl arenes with regioselectivities of up to 99 % and up to 79 % ee, and in the Ir-catalyzed hydrogenation of imines with up to 79 % ee.

Highly enantioselective hydrogenation of enamides catalyzed by rhodium-monodentate phosphoramidite complex

The monodentate phosphoramidite ligand monophos was used in the Rh-catalyzed asymmetric hydrogenation of enamides to give high enantioselectivities (up to 96% ee).

New chiral ferrocene/indole-based diphosphine ligands for Rh-catalyzed asymmetric hydrogenation of functionalized olefins

Convenient synthesis of a new family of chiral ferrocene/indole-based diphosphine ligands, (Rc,Rp)-IndoFerroPhos (L), from (Sc,Rp)-PPFA and 2-(diphenylphosphino)indole has been described. These new ligands exhibited high efficiency in the Rh-catalyzed asymmetric hydrogenation of functionalized olefins including α-dehydroamino acid esters, α-enamides and dimethyl itaconate, in which up to >99% yield and 98% ee were achieved.

Optimization of 2-alkoxyacetates as acylating agent for enzymatic kinetic resolution of chiral amines

In this study, the activity of acetic acid esters modified with electron withdrawing 2-alkoxy-groups was investigated as acylating agent in kinetic resolution (KR) of racemic amines. A homologous series of the isopropyl esters of four 2-alkoxyacetic acids (2-methoxy-, 2-ethoxy-, 2-propoxy- and 2-butoxyacetic acids) were prepared and investigated for enantiomer selective N-acylation, catalyzed by lipase B from Candida antarctica, under batch and continuous-flow conditions. In the first set of experiments, isopropyl 2-propoxyacetate showed the highest effectivity with all of the four racemic amines [(±)-1-phenylethylamine, (±)-4-phenylbutan-2-amine, (±)-heptan-2-amine and (±)-1-methoxypropane-2-amine] in the set enabling excellent conversions (≥46%) and enantiomeric excess values (ee ≥ 99%) with each amines in continuous-flow mode KRs under the optimized reaction conditions. In a second set of experiments, KRs of five additional amines – being substituted derivatives of (±)-1-phenylethylamine – further demonstrated the usefulness of isopropyl 2-propoxyacetate – being the best acylating agent in the first set of KRs – in KRs leading to (R)-N-propoxyacetamides with high ee values (≥99.8%).