201403-02-3

Basic information

• Product Name: b-AMino-4-broMobenzeneethanol
• Synonyms: b-AMino-4-broMobenzeneethanol;2-aMino-2-(4-broMophenyl)ethanol;2-AMINO-2-(4-BROMOPHENYL)ETHAN-1-OL
• CAS NO: 201403-02-3
• Molecular Formula: C₈H₁₀BrNO
• Molecular Weight: 216.0751
• Mol File: 201403-02-3.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: b-AMino-4-broMobenzeneethanol(CAS DataBase Reference)
• NIST Chemistry Reference: b-AMino-4-broMobenzeneethanol(201403-02-3)
• EPA Substance Registry System: b-AMino-4-broMobenzeneethanol(201403-02-3)

Safety Data

• Hazardous Substances Data: 201403-02-3(Hazardous Substances Data)

Usage

General Description

b-Amino-4-bromobenzeneethanol, also known as Ethanol, 2-(4-bromophenylamino)-, is a chemical compound with the molecular formula C8H10BrNO. It is a white to off-white crystalline powder with a molecular weight of 219.07 g/mol. b-AMino-4-broMobenzeneethanol is commonly used as an intermediate in the synthesis of pharmaceuticals and organic compounds. The presence of the amino and bromine groups in its structure makes it suitable for various chemical reactions and applications in the pharmaceutical industry. b-Amino-4-bromobenzeneethanol has potential uses as an analgesic, antipyretic, and anti-inflammatory agent, and also as a building block in the production of other organic compounds. Due to its potential pharmacological properties, this compound is of interest for research and development in the pharmaceutical industry.

InChI:InChI=1S/C8H10BrNO/c9-7-3-1-6(2-4-7)8(10)5-11/h1-4,8,11H,5,10H2

Upstream product

• 135277-78-0 2-azido-2-(4-bromophenyl)ethan-1-ol 
• 92093-23-7 1-(4-bromophenyl)ethane-1,2-diol 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 32368-06-2 (p-Bromophenyl)-1,2-ethane cyclic carbonate 
• 119397-06-7 2-amino-2-(4-bromophenyl)acetic acid 
• 1122-91-4 4-bromo-benzaldehyde 
• 32017-76-8 (+/-)-2-(4-bromophenyl)oxirane 

Downstream Products

• 354153-65-4 (S)-2-amino-2-(4-bromophenyl)ethan-1-ol 
• 354153-64-3 (R)-2-amino-2-(4-bromophenyl)ethan-1-ol 
• 354153-56-3 (S)-N-[(R)-1-(4-Bromo-phenyl)-2-hydroxy-ethyl]-2-hydroxy-2-phenyl-acetamide 
• 354153-60-9 (S)-N-[(S)-1-(4-Bromo-phenyl)-2-hydroxy-ethyl]-2-hydroxy-2-phenyl-acetamide 
• 1147392-80-0 5-(4-bromophenyl)morpholin-3-one 
• 1043491-86-6 (S)-4-(4-bromophenyl)-4,5-dihydrooxazol-2-ylamine 
• 1043491-83-3 (R)-4-(4-bromophenyl)-4,5-dihydrooxazol-2-ylamine 
• 3343-45-1 4-bromo-2-hydroxyacetophenone 

Relevant articles and documents

Catalyst-Free Electrophilic Ring Expansion of N-Unprotected Aziridines with α-Oxoketenes to Efficient Access 2-Alkylidene-1,3-Oxazolidines

2-(2-Oxoalkylidene)-1,3-oxazolidine derivatives were synthesized in good to excellent yields regiospecifically through the catalyst-free electrophilic ring expansion of N-unprotected aziridines and the ketene C=O double bond of α-oxoketenes, in situ generated from the microwave-assisted Wolff rearrangement of 2-diazo-1,3-diketones. The ring expansion predominantly underwent an SN1 process and the hydrogen bond decides the (E)-configuration of products. (Figure presented.).

Site-Specific C(sp3)–H Aminations of Imidates and Amidines Enabled by Covalently Tethered Distonic Radical Anions

The utilization of N-centered radicals to synthesize nitrogen-containing compounds has attracted considerable attention recently, due to their powerful reactivities and the concomitant construction of C?N bonds. However, the generation and control of N-centered radicals remain particularly challenging. We report a tethering strategy using SOMO-HOMO-converted distonic radical anions for the site-specific aminations of imidates and amidines with aid of the non-covalent interaction. This reaction features a remarkably broad substrate scope and also enables the late-stage functionalization of bioactive molecules. Furthermore, the reaction mechanism is thoroughly investigated through kinetic studies, Raman spectroscopy, electron paramagnetic resonance spectroscopy, and density functional theory calculations, revealing that the aminations likely involve direct homolytic cleavage of N?H bonds and subsequently controllable 1,5 or 1,6 hydrogen atom transfer.

Dearomative [2,3] sigmatropic rearrangement of ammonium ylides followed by 1,4-elimination to form α-(ortho-vinylphenyl)amino acid esters

A base-induced dearomative [2,3] sigmatropic rearrangement of amino acid ester-derived ammonium salts followed by 1,4-elimination produced α-(ortho-vinylphenyl)amino acid esters. The reaction of azetidine-2-carboxylic acid-derived ammonium salt, (1S,2S,1′R)-3b, proceeded with a perfect N-to-C chirality transfer to afford α-(ortho-vinylphenyl)azetidine-2-carboxylic acid ester, (R)-5 (99% ee). On the other hand, the reaction of glycine-derived ammonium salt (R)-6a, which involves an efficient chirality transfer from a chiral benzylic carbon to an α-carbon of an ester carbonyl giving the optically active α-(ortho-vinylphenyl)glycine ester, (R)-8a (85% ee), was demonstrated. Although this dearomative [2,3] rearrangement followed by 1,4-elimination has limitations with regard to the structures of the substrates, our method provides unique access to substituted α-arylamino acid derivatives.