153875-87-7

Basic information

• Product Name: 2-AMINO-2-(NAPHTHALEN-2-YL)ETHANOL
• Synonyms: 2-AMINO-2-(NAPHTHALEN-2-YL)ETHANOL;b-Amino-2-naphthaleneethanol
• CAS NO: 153875-87-7
• Molecular Formula: C₁₂H₁₃NO
• Molecular Weight: 187.241
• Mol File: 153875-87-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 392.893 °C at 760 mmHg
• Flash Point: 191.415 °C
• Appearance: /
• Density: 1.183 g/cm³
• CAS DataBase Reference: 2-AMINO-2-(NAPHTHALEN-2-YL)ETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-2-(NAPHTHALEN-2-YL)ETHANOL(153875-87-7)
• EPA Substance Registry System: 2-AMINO-2-(NAPHTHALEN-2-YL)ETHANOL(153875-87-7)

Safety Data

• Hazardous Substances Data: 153875-87-7(Hazardous Substances Data)

Usage

General Description

2-Amino-2-(naphthalen-2-yl)ethanol is a chemical compound that consists of an amino group and a naphthalene ring attached to an ethanol molecule. It is commonly used as a building block in the synthesis of various pharmaceuticals, agrochemicals, and organic compounds. This chemical is important for its role in the production of chiral ligands and catalysts, which are essential in asymmetric synthesis. Additionally, it has been studied for its potential as a therapeutic agent, particularly in the treatment of various diseases and disorders. Overall, 2-Amino-2-(naphthalen-2-yl)ethanol is a versatile compound with important applications in both industry and research.

Upstream product

• 43210-74-8 (+/-)-1-(2-naphthalenyl)-ethane-1,2-diol 
• 827-54-3 2-naphthylethylene 

Downstream Products

• 191109-49-6 (S)-2-amino-2-(β-naphthyl)-1-ethanol 
• 204851-80-9 (R)-2-amino-2-(2-naphthyl)ethanol 
• 354153-57-4 (S)-2-Hydroxy-N-((R)-2-hydroxy-1-naphthalen-2-yl-ethyl)-2-phenyl-acetamide 
• 354153-61-0 (S)-2-Hydroxy-N-((S)-2-hydroxy-1-naphthalen-2-yl-ethyl)-2-phenyl-acetamide 

Relevant articles and documents

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.