204244-60-0

Basic information

• Product Name: 2-Pyridinemethanol,alpha-ethenyl-(9CI)
• Synonyms: 2-Pyridinemethanol,alpha-ethenyl-(9CI);1-(pyridin-2-yl)prop-2-en-1-ol
• CAS NO: 204244-60-0
• Molecular Formula: C₈H₉NO
• Molecular Weight: 135.16316
• Product Categories: PYRIDINE
• Mol File: 204244-60-0.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Pyridinemethanol,alpha-ethenyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyridinemethanol,alpha-ethenyl-(9CI)(204244-60-0)
• EPA Substance Registry System: 2-Pyridinemethanol,alpha-ethenyl-(9CI)(204244-60-0)

Safety Data

• Hazardous Substances Data: 204244-60-0(Hazardous Substances Data)

Usage

General Description

2-Pyridinemethanol,alpha-ethenyl-(9CI) is a chemical compound with the molecular formula C8H9NO. It is a colorless liquid with a pyridine-like odor, and it is commonly used as a precursor in the synthesis of pharmaceuticals and agrochemicals. It is also known for its antifungal and antibacterial properties, making it useful in the development of medical treatments and antimicrobial formulations. Additionally, 2-Pyridinemethanol,alpha-ethenyl-(9CI) has potential applications in the production of flavoring agents and fragrances due to its aromatic properties. It is important to handle this chemical with care, as it may cause skin and eye irritation and can be harmful if swallowed or inhaled.

Upstream product

• 1121-60-4 pyridine-2-carbaldehyde 
• 1826-67-1 vinyl magnesium bromide 
• 109-04-6 2-bromo-pyridine 
• 107-02-8 acrolein 

Downstream Products

• 214149-61-8 (R)-1-(pyridin-2-yl)prop-2-en-1-ol 
• 204244-73-5 (R)-1-(2-pyridinyl)allyl alcohol 
• 1093347-30-8 5-nitro-4-phenyl-1-(2-pyridyl)-1-pentanone 
• 3238-55-9 2-propionylpyridine 
• 1093347-29-5 3-(3,5-dichloroanilino)-1-(2-pyridyl)-1-propanone 
• 73553-52-3 3-anilino-1-(2-pyridyl)-1-propanone 
• 1187764-14-2 5-nitro-4-(4-bromophenyl)-1-(2-pyridyl)-1-pentanone 
• 125279-72-3 (1RS,2RS,8aSR)-1,2-dihydroxyindolizidine 
• 125279-72-3 (+/-)-lentiginosine 
• 59576-30-6 2-methyl-1-(pyridin-2-yl)propan-1-one 

Relevant articles and documents

Potassium Base-Catalyzed Michael Additions of Allylic Alcohols to α,β-Unsaturated Amides: Scope and Mechanistic Insights

We report herein the first KHMDS-catalyzed Michael additions of allylic alcohols to α,β-unsaturated amides through allylic isomerization. The reaction proceeds smoothly in the presence of only 5 mol% of KHMDS to afford a variety of 1,5-ketoamides in high yields. Mechanistic investigations, including experimental and computational studies, reveal that the KHMDS-catalyzed in-situ generation of the enolate from the allylic alcohol through a tunneling-assisted 1,2-hydride shift is the key to the success of this transformation. (Figure presented.).

One-Pot Conversion of Allylic Alcohols to α-Methyl Ketones via Iron-Catalyzed Isomerization-Methylation

A one-pot iron-catalyzed conversion of allylic alcohols to α-methyl ketones has been developed. This isomerization-methylation strategy utilized a (cyclopentadienone)iron(0) carbonyl complex as precatalyst and methanol as the C1 source. A diverse range of allylic alcohols undergoes isomerization-methylation to form α-methyl ketones in good isolated yields (up to 84% isolated yield).

Isothiourea-Catalysed Acylative Kinetic Resolution of Aryl–Alkenyl (sp2vs. sp2) Substituted Secondary Alcohols

The non-enzymatic acylative kinetic resolution of challenging aryl–alkenyl (sp2vs. sp2) substituted secondary alcohols is described, with effective enantiodiscrimination achieved using the isothiourea organocatalyst HyperBTM (1 mol %) and isobutyric anhydride. The kinetic resolution of a wide range of aryl–alkenyl substituted alcohols has been evaluated, with either electron-rich or naphthyl aryl substituents in combination with an unsubstituted vinyl substituent providing the highest selectivity (S=2–1980). The use of this protocol for the gram-scale (2.5 g) kinetic resolution of a model aryl–vinyl (sp2vs. sp2) substituted secondary alcohol is demonstrated, giving access to >1 g of each of the product enantiomers both in 99:1 e.r.