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

General Description

(3-(2-aminoethyl)phenyl)methanol is a chemical compound with the molecular formula C9H13NO. It is a derivative of phenethylamine, consisting of a phenyl ring attached to an aminoethyl group and a hydroxymethyl group. (3-(2-AMINOETHYL)PHENYL)METHANOL is commonly used as a building block in the synthesis of various pharmaceuticals and organic compounds. It has potential applications in the pharmaceutical industry due to its ability to serve as a precursor in the synthesis of biologically active molecules. Additionally, it may also be used in academic research and chemical analysis as a reference standard or reagent. Overall, (3-(2-aminoethyl)phenyl)methanol is an important chemical intermediate with diverse potential applications in synthetic chemistry and drug development.

Upstream product

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

Downstream Products

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

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.