3616-83-9

Basic information

• Product Name: 2-Pyridinemethanol, a-ethyl-
• CAS NO: 3616-83-9
• Molecular Formula: C8H11NO
• Molecular Weight: 137.181
• Mol File: 3616-83-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-Pyridinemethanol, a-ethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyridinemethanol, a-ethyl-(3616-83-9)
• EPA Substance Registry System: 2-Pyridinemethanol, a-ethyl-(3616-83-9)

Safety Data

• Hazardous Substances Data: 3616-83-9(Hazardous Substances Data)

Upstream product

• 20609-07-8 2-propyl-pyridine N-oxide 
• 108-24-7 acetic anhydride 
• 1121-60-4 pyridine-2-carbaldehyde 
• 557-20-0 diethylzinc 
• 925-90-6 ethylmagnesium bromide 
• 4377-33-7 2-chloromethylpyridine 
• 622-39-9 2-propylpyridine 

Downstream Products

• 622-39-9 2-propylpyridine 
• 1372174-47-4 methyl 4-((4-fluoro-N-(1-(pyridin-2-yl)propyl)phenylsulfonamido)methyl)benzoate 
• 581-50-0 2,3'-bipyridine 

Relevant articles and documents

Chiral Pyridines: Optical Resolution of 1-(2-Pyridyl)- and 1-[6-(2,2′-Bipyridyl)]ethanols by Lipase-Catalyzed Enantioselective Acetylation

The resolution of racemic 1-(2-pyridyl)ethanols 2a-n, including the 2,2′-bipyridyl and isoquinolyl derivatives, by lipase-catalyzed asymmetric acetylation with vinyl acetate is reported. The reactions were carried out in diisopropyl ether at either room temperature or 60°C using Candida antarctica lipase (CAL) to give (R)-acetate and unreacted (S)-alcohol with excellent enantiomeric purities in good yields. The reaction rate was relatively slow at room temperature for substrates bearing an sp3-type carbon at the 6-position on the pyridine ring, such as 2c, 2d, and 2e, and for those bearing 1-hydroxypropyl and allyl groups at the 2-position on the pyridine ring, such as 21 and 2m. In such cases, a higher temperature was required. Thus, when the reaction was conducted at 60°C, it was accelerated 3- to 7-fold without losing the high enantiospecificity. However, the reaction of homoallylic alcohol 2n was not complete, even when the reaction was continued for a longer period of time at 60°C. This enzymatic resolution can be used practically in a wide range of reaction scales from 10 mg to 10 g or more. This catalyst can be used repeatedly with a 5-10% loss of the initial activity with each use.

Chiral Pyridyl Alcohol-Promoted Highly Enantioselective and Rapid Addition of Dialkylzinc to Pyridinecarboxaldehydes

Optically active 1-(2-, 3-, and 4-pyridyl)propanols and 1-(3-pyridyl)ethanol were synthesized in good to high enantiomeric excesses (up to 88percent e.e.) and in a short reaction time by catalyzed asymmetric addition of dialkylzinc to pyridine-2-, 3- and 4-carboxaldehydes and 6-bromopyridine-2-carboxaldehyde in the presence of tridentate chiral 2--1,1-diarylethanols.