743384-09-0

Basic information

• Product Name: (3-(2-AMINOETHYL)PHENYL)METHANOL
• Synonyms: (3-(2-AMINOETHYL)PHENYL)METHANOL;Benzenemethanol, 3-(2-aminoethyl)- (9CI)
• CAS NO: 743384-09-0
• Molecular Formula: C₉H₁₃NO
• Molecular Weight: 151.21
• Product Categories: METHYL
• Mol File: 743384-09-0.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (3-(2-AMINOETHYL)PHENYL)METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (3-(2-AMINOETHYL)PHENYL)METHANOL(743384-09-0)
• EPA Substance Registry System: (3-(2-AMINOETHYL)PHENYL)METHANOL(743384-09-0)

Safety Data

• Hazardous Substances Data: 743384-09-0(Hazardous Substances Data)

Usage

Description

(3-(2-AMINOETHYL)PHENYL)METHANOL, with the molecular formula C9H13NO, is a phenethylamine derivative featuring a phenyl ring connected to an aminoethyl group and a hydroxymethyl group. This chemical compound is recognized for its role as a building block in the synthesis of pharmaceuticals and organic compounds, making it a significant intermediate in synthetic chemistry and drug development.

Uses

Used in Pharmaceutical Industry:
(3-(2-AMINOETHYL)PHENYL)METHANOL is used as a chemical intermediate for the synthesis of biologically active molecules, contributing to the development of new pharmaceuticals.
Used in Academic Research:
(3-(2-AMINOETHYL)PHENYL)METHANOL is used as a reference standard or reagent in chemical analysis and academic research, supporting scientific studies and experiments.
Used in Organic Compounds Synthesis:
(3-(2-AMINOETHYL)PHENYL)METHANOL is used as a precursor in the synthesis of various organic compounds, expanding its utility across different chemical applications.

Upstream product

• 177665-49-5 2-(3-(hydroxymethyl)phenyl)acetonitrile 
• 6515-58-8 3-bromomethylbenzoic acid 
• 82072-22-8 3-hydroxymethylbenzyl bromide 
• 68432-92-8 methyl 3-cyanomethylbenzoate 
• 99-36-5 1-methoxycarbonyl-3-methylbenzene 
• 1129-28-8 3-methoxycarbonylbenzyl bromide 

Downstream Products

• 801317-63-5 3-(dimethylaminoethyl)benzyl alcohol 
• 1253889-44-9 N⁽¹⁾-(4-butylphenyl)-N⁽²⁾-(3-(hydroxymethyl)phenethyl)phthalamide 
• 1402088-37-2 N-(3-(hydroxymethyl)phenethyl)benzamide 
• 1292285-98-3 C₁₅H₂₁NO₅ 

Relevant articles and documents

Rhodium-catalyzed asymmetric hydrogenation of olefins with PhthalaPhos, a new class of chiral supramolecular ligands

A library of 19 binol-derived chiral monophosphites that contain a phthalic acid diamide group (Phthala- Phos) has been designed and synthesized in four steps. These new ligands were screened in the rhodium-catalyzed enantioselective hydrogenation of prochiral dehydroamino esters and enamides. Several members of the library showed excellent enantioselectivity with methyl 2-acetamido acrylate (6 ligands gave >97% ee), methyl (Z)-2- acetamido cinnamate (6 ligands gave >94% ee), and N-(1-phenylvinyl)acetamide (9 ligands gave >95% ee), whilst only a few representatives afforded high enantioselectivities for challenging and industrially relevant substrates N-(3,4-dihydronaphthalen-1- yl)-acetamide (96% ee in one case) and methyl (E)-2-(acetamidomethyl)-3- phenylacrylate (99% ee in one case). In most cases, the new ligands were more active and more stereoselective than their structurally related monodentate phosphites (which are devoid of functional groups that are capable of hydrogen-bonding interactions). Control experiments and kinetic studies were carried out that allowed us to demonstrate that hydrogen-bonding interactions involving the diamide group of the PhthalaPhos ligands strongly contribute to their outstanding catalytic properties. Computational studies carried out on a rhodium precatalyst and on a conceivable intermediate in the hydrogenation catalytic cycle shed some light on the role played by hydrogen bonding, which is likely to act in a substrate-orientation effect.

Phthalaphos: Chiral supramolecular ligands for enantioselective rhodium-catalyzed hydrogenation reactions

Interligand hydrogen bonding of chiral monodentate phosphite ligands bearing H-bond donor and acceptor groups leads to formation of supramolecular bidentate ligands, rhodium complexes of which (see picture) afford excellent enantiomeric excesses in catalyzed hydrogenation of classical benchmark and industrially relevant substrates. cod=1,5-cyclooctadiene.