1,2,3,6-tetrahydropyridine-4-carboxylic acid(CAS: 64603-90-3)

1,2,3,6-Tetrahydropyridine-4-carboxylic acid is a colorless crystalline solid with a molecular weight of approximately 174.22 g/mol. It is slightly soluble in water and more soluble in organic solvents like ethanol and acetone. The compound is reactive towards nucleophiles and can undergo esterification and amide formation reactions. It has a pKa of about 4.8, indicating basic properties.

1,2,3,6-Tetrahydropyridine-4-carboxylic acid can be synthesized via a multistep process starting with 1,2,3,6-tetrahydropyridine. This involves the condensation of 2-amino-1,3,6,7-tetrahydropyridine with a carboxylic acid chloride or anhydride. The reaction can be catalyzed by a Lewis acid such as aluminum chloride, with yields typically ranging from 60% to 80%. The process requires careful control of reaction conditions to achieve high selectivity.

1,2,3,6-Tetrahydropyridine-4-carboxylic acid finds applications in various industries. It is used as a precursor in pharmaceuticals for the synthesis of biologically active compounds. In the polymer industry, it serves as a monomer for producing functionalized polymers. Additionally, it is utilized in the manufacturing of sensors and as a component in the development of semiconductors.

When handling 1,2,3,6-tetrahydropyridine-4-carboxylic acid, it is important to wear appropriate personal protective equipment (PPE) including gloves, lab coat, and safety glasses. Storage should be in a cool, dry place away from direct sunlight. Use a fume hood for operations to minimize exposure. Spills should be cleaned up with appropriate absorbents and disposed of according to local regulations. Always consult the Material Safety Data Sheet (MSDS) for detailed safety information.