7606-26-0

Basic information

• Product Name: (R)-1-(3-PYRIDYL)ETHANOL
• Synonyms: (R)-1-(3-PYRIDYL)ETHANOL;(R)-3-(1-HYDROXYETHYL)PYRIDINE;(1R)-1-(3-Pyridyl)ethanol;(R)-α-Methylpyridine-3-methanol;(αR)-α-Methylpyridine-3-methanol;[R,(+)]-α-Methyl-3-pyridinemethanol;(aR)-a-Methyl-3-PyridineMethanol;(R)-1-(Pyridin-3-yl)ethanol
• CAS NO: 7606-26-0
• Molecular Formula: C₇H₈NO*H
• Molecular Weight: 123.15
• Product Categories: Alcohols, Hydroxy Esters and Derivatives;Chiral Compounds;API intermediates
• Mol File: 7606-26-0.mol
• Article Data: 98

Chemical Properties

• Boiling Point: 239.602 °C at 760 mmHg
• Flash Point: 98.708 °C
• Appearance: /
• Density: 1.083 g/cm³
• Vapor Pressure: 0.022mmHg at 25°C
• Refractive Index: 1.535
• PKA: 13.75±0.20(Predicted)
• CAS DataBase Reference: (R)-1-(3-PYRIDYL)ETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-(3-PYRIDYL)ETHANOL(7606-26-0)
• EPA Substance Registry System: (R)-1-(3-PYRIDYL)ETHANOL(7606-26-0)

Safety Data

• Hazardous Substances Data: 7606-26-0(Hazardous Substances Data)

Usage

General Description

(R)-1-(3-Pyridyl)ethanol, also known as R-3-hydroxypyridine, is a chiral alcohol compound with the molecular formula C7H9NO. It is primarily used as a precursor in the synthesis of various pharmaceuticals, agrochemicals, and other fine chemicals. (R)-1-(3-Pyridyl)ethanol is often utilized as a chiral building block in the production of drugs for the treatment of central nervous system disorders, cancer, and infectious diseases. It can also be used as a chiral resolving agent and as a ligand in asymmetric catalysis. Additionally, (R)-1-(3-Pyridyl)ethanol has potential applications in the development of new materials and in the field of organic chemistry.

InChI:InChI=1/C7H9NO/c1-6(9)7-3-2-4-8-5-7/h2-6,9H,1H3/t6-/m1/s1

Upstream product

• 35692-86-5 1-(3-Pyridyl)ethyl acetate 
• 500-22-1 3-pyridinecarboxaldehyde 
• 75-24-1 trimethylaluminum 
• 4754-27-2 1-(3-Pyridyl)ethanol 
• 108-05-4 vinyl acetate 
• 350-03-8 methyl-3-pyridylketone 
• 67-63-0 isopropyl alcohol 
• 97-72-3 2-Methylpropionic anhydride 
• 536-78-7 3-ethylpyridine 
• 67031-82-7 1-(3-Pyridyl)ethyl benzoate 
• 544-97-8 dimethyl zinc(II) 
• 27854-86-0 (1R)-1-(3-pyridyl)ethyl acetate 

Downstream Products

• 183866-66-2 (R)-3-Eth-(Z)-ylidene-4-(1H-indol-2-ylmethyl)-piperidine-1-carboxylic acid benzyl ester 
• 183866-63-9 (R,Z)-benzyl 3-ethylidene-4-(2-methoxy-2-oxoethyl)piperidine-1-carboxylate 
• 183866-61-7 5-((R)-1-Hydroxy-ethyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester 
• 72504-66-6 (1R)-1-(1-benzyl-1,2,5,6-tetrahydro-3-pyridyl)ethanol 

Relevant articles and documents

Cobalt-catalyzed asymmetric hydrogenation of ketones: A remarkable additive effect on enantioselectivity

A chiral cobalt pincer complex, when combined with an achiral electron-rich mono-phosphine ligand, catalyzes efficient asymmetric hydrogenation of a wide range of aryl ketones, affording chiral alcohols with high yields and moderate to excellent enantioselectivities (29 examples, up to 93% ee). Notably, the achiral mono-phosphine ligand shows a remarkable effect on the enantioselectivity of the reaction.

Ruthenium-catalyzed hydrogenation of aromatic ketones using chiral diamine and monodentate achiral phosphine ligands

The Ru-catalyzed asymmetric hydrogenation of ketones with chiral diamine and monodentate achiral phosphine has been developed. A wide range of ketones were hydrogenated to afford the corresponding chiral secondary alcohols in good to excellent enantioselectivities (up to 98.1% ee). In addition, an appropriate mechanism for the asymmetric hydrogenation was proposed and verified by NMR spectroscopy.

RETRACTED ARTICLE: The Manganese(I)-Catalyzed Asymmetric Transfer Hydrogenation of Ketones: Disclosing the Macrocylic Privilege

The bis(carbonyl) manganese(I) complex [Mn(CO)2(1)]Br (2) with a chiral (NH)2P2 macrocyclic ligand (1) catalyzes the asymmetric transfer hydrogenation of polar double bonds with 2-propanol as the hydrogen source. Ketones (43 substrates) are reduced to alcohols in high yields (up to >99 %) and with excellent enantioselectivities (90–99 % ee). A stereochemical model based on attractive CH–π interactions is proposed.