Chemistry Heterocyclic Building Blocks Pyridines pyridin-3-ylmethanol
Acid-Base Reactions: Like any compound containing a hydroxyl group, pyridin-3-ylmethanol can undergo acid-base reactions, where the hydroxyl group can act as a Brønsted-Lowry base by accepting a proton or as a Lewis base by donating a lone pair of electrons.
Oxidation: The alcohol functionality can be oxidized to form an aldehyde or a carboxylic acid under appropriate conditions, using oxidizing agents such as chromic acid (H2CrO4) or potassium permanganate (KMnO4).
Esterification: The hydroxyl group can undergo esterification reactions with carboxylic acids or acid chlorides to form esters. For instance, reacting with acetic acid can yield the corresponding acetate ester.
Substitution Reactions: The pyridine ring is susceptible to electrophilic aromatic substitution reactions. For example, the hydroxyl group can be substituted with various electrophiles under appropriate conditions.
Reduction: The carbonyl group in the aldehyde or carboxylic acid formed by oxidation can be reduced back to the alcohol using reducing agents such as lithium aluminum hydride (LiAlH4) or sodium borohydride (NaBH4).
Alkylation: The pyridine nitrogen can undergo alkylation reactions, where an alkyl group is introduced onto the nitrogen atom. This can be achieved through SN1 or SN2 mechanisms using appropriate alkyl halides.
Nucleophilic Addition Reactions: The hydroxyl group can undergo nucleophilic addition reactions with electrophiles, particularly carbonyl compounds like aldehydes and ketones.
Grignard Reaction: Pyridin-3-ylmethanol can react with Grignard reagents to form tertiary alcohols after protonation.
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Pyridine-3,4-diyldimethanol hydrochloride
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(4-(Trifluoromethyl)pyridin-3-yl)methanol
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tert-Butyl (3-(hydroxymethyl)pyridin-4-yl)carbamate
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5-(Hydroxymethyl)-6-methylnicotinonitrile
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(2-(Trifluoromethyl)pyridin-3-yl)methanol
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(6-Chloro-4-(ethylamino)pyridin-3-yl)methanol
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(5-Bromopyridin-3-yl)methanol hydrochloride
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(6-(Trifluoromethyl)pyridin-3-yl)methanol