5096-11-7

Basic information

• Product Name: (S)-1-(3-PYRIDYL)ETHANOL
• Synonyms: (S)-3-(1-HYDROXYETHYL) PYRIDINE;(S)-1-(3-PYRIDYL)ETHANOL;(1S)-1-(3-Pyridyl)ethanol;(S)-α-Methylpyridine-3-methanol;(αS)-α-Methylpyridine-3-methanol;[S,(-)]-α-Methyl-3-pyridinemethanol;(S)-1-(Pyridin-3-yl)ethanol ,98%;(-)-(S)-1-(pyridin-3-yl)ethanol
• CAS NO: 5096-11-7
• Molecular Formula: C₇H₈NO*H
• Molecular Weight: 123.15
• Product Categories: Alcohols, Hydroxy Esters and Derivatives;Chiral Compounds;API intermediates
• Mol File: 5096-11-7.mol
• Article Data: 118

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: (S)-1-(3-PYRIDYL)ETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-(3-PYRIDYL)ETHANOL(5096-11-7)
• EPA Substance Registry System: (S)-1-(3-PYRIDYL)ETHANOL(5096-11-7)

Safety Data

• Hazardous Substances Data: 5096-11-7(Hazardous Substances Data)

Usage

General Description

(S)-1-(3-PYRIDYL)ETHANOL is a chemical compound with the molecular formula C7H9NO. It is a colorless liquid with a molecular weight of 123.15 g/mol. (S)-1-(3-PYRIDYL)ETHANOL is derived from pyridine and is a chiral molecule, meaning it has a non-superimposable mirror image. It is commonly used as a flavor and fragrance ingredient in various products such as perfumes and cosmetics. It has a sweet, floral odor and is often used to add a pleasant scent to personal care products. Additionally, (S)-1-(3-PYRIDYL)ETHANOL is used in the pharmaceutical industry as an intermediate in the synthesis of various medicinal compounds. It can also be used as a solvent in chemical reactions. Overall, (S)-1-(3-PYRIDYL)ETHANOL has a wide range of applications in the industry due to its pleasant odor and functional properties.

InChI:InChI=1/C7H9NO/c1-6(9)7-3-2-4-8-5-7/h2-6,9H,1H3/t6-/m0/s1

Upstream product

• 350-03-8 methyl-3-pyridylketone 
• 4754-27-2 1-(3-Pyridyl)ethanol 
• 108-05-4 vinyl acetate 
• 66842-21-5 (-)-(S)-1-(3-Pyridyl)ethyl acetate 
• 129547-86-0 (S)-1-(1-Oxy-pyridin-3-yl)-ethanol 
• 35692-86-5 1-(3-Pyridyl)ethyl acetate 
• 500-22-1 3-pyridinecarboxaldehyde 
• 544-97-8 dimethyl zinc(II) 
• 75-24-1 trimethylaluminum 
• 67031-82-7 1-(3-Pyridyl)ethyl benzoate 
• 536-78-7 3-ethylpyridine 
• 97-72-3 2-Methylpropionic anhydride 
• 14188-94-4 3-acetylpyridine N-oxide 
• 67-63-0 isopropyl alcohol 

Downstream Products

• 2012-74-0 2-(4-chlorophenyl)-3-methylbutyric acid 
• 88549-73-9 (S)-2-(4-Chloro-phenyl)-3-methyl-butyric acid (S)-1-pyridin-3-yl-ethyl ester 
• 88549-73-9 (R)-2-(4-Chloro-phenyl)-3-methyl-butyric acid (R)-1-pyridin-3-yl-ethyl ester 
• 72504-66-6 (1R)-1-(1-benzyl-1,2,5,6-tetrahydro-3-pyridyl)ethanol 
• 183866-61-7 5-((R)-1-Hydroxy-ethyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester 
• 183866-63-9 (R,Z)-benzyl 3-ethylidene-4-(2-methoxy-2-oxoethyl)piperidine-1-carboxylate 
• 183866-66-2 (R)-3-Eth-(Z)-ylidene-4-(1H-indol-2-ylmethyl)-piperidine-1-carboxylic acid benzyl ester 

Relevant articles and documents

Cinchona-Alkaloid-Derived NNP Ligand for Iridium-Catalyzed Asymmetric Hydrogenation of Ketones

Most ligands applied for asymmetric hydrogenation are synthesized via multistep reactions with expensive chemical reagents. Herein, a series of novel and easily accessed cinchona-alkaloid-based NNP ligands have been developed in two steps. By combining [Ir(COD)Cl]2, 39 ketones including aromatic, heteroaryl, and alkyl ketones have been hydrogenated, all affording valuable chiral alcohols with 96.0-99.9% ee. A plausible reaction mechanism was discussed by NMR, HRMS, and DFT, and an activating model involving trihydride was verified.

Manganese catalyzed asymmetric transfer hydrogenation of ketones

The asymmetric transfer hydrogenation (ATH) of a wide range of ketones catalyzed by manganese complex as well as chiral PxNy-type ligand under mild conditions was investigated. Using 2-propanol as hydrogen source, various ketones could be enantioselectively hydrogenated by combining cheap, readily available [MnBr(CO)5] with chiral, 22-membered macrocyclic ligand (R,R,R',R')-CyP2N4 (L5) with 2 mol% of catalyst loading, affording highly valuable chiral alcohols with up to 95% ee.

Abiotic reduction of ketones with silanes catalysed by carbonic anhydrase through an enzymatic zinc hydride

Enzymatic reactions through mononuclear metal hydrides are unknown in nature, despite the prevalence of such intermediates in the reactions of synthetic transition-metal catalysts. If metalloenzymes could react through abiotic intermediates like these, then the scope of enzyme-catalysed reactions would expand. Here we show that zinc-containing carbonic anhydrase enzymes catalyse hydride transfers from silanes to ketones with high enantioselectivity. We report mechanistic data providing strong evidence that the process involves a mononuclear zinc hydride. This work shows that abiotic silanes can act as reducing equivalents in an enzyme-catalysed process and that monomeric hydrides of electropositive metals, which are typically unstable in protic environments, can be catalytic intermediates in enzymatic processes. Overall, this work bridges a gap between the types of transformation in molecular catalysis and biocatalysis. [Figure not available: see fulltext.]