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Picolinic acid is a bidentate chelating agent of elements such as chromium, zinc, manganese, copper, iron, and molybdenum in the human body. [5] [6] It is a substrate in the Mitsunobu reaction. In the Hammick reaction, picolinic acid reacts with ketones to give pyridine-2-carbonols: [7] NC 5 H 4 CO 2 H + R 2 C=O → NC 5 H 4 CR 2 (OH) + CO 2
A pyridinecarboxylic acid is any member of a group of organic compounds which are monocarboxylic derivatives of pyridine. Pyridinecarboxylic acid comes in three isomers: Picolinic acid (2-pyridinecarboxylic acid) Nicotinic acid (3-pyridinecarboxylic acid), also known as Niacin; Isonicotinic acid (4-pyridinecarboxylic acid)
He recognized the acid from β–picoline as Nicotinsäure (nicotinic acid or "niacin"), [12] which Weidel had discovered in 1873. [13] When Weidel decarboxylated the carboxylic acid of each isomer – by dry distilling its calcium salt with calcium oxide – the reaction yielded pyridine, thus showing that picoline was a mixture of three ...
The Hammick reaction, named after Dalziel Hammick, is a chemical reaction in which the thermal decarboxylation of α-picolinic (or related) acids in the presence of carbonyl compounds forms 2-pyridyl-carbinols. [1] [2] [3] The Hammick reaction. Using p-cymene as solvent has been shown to increase yields. [4]
2-Picoline is also a precursor to the agrichemical, nitrapyrin, which prevents loss of ammonia from fertilizers. Oxidation by potassium permanganate affords picolinic acid: [1] Treatment of 2-methylpyridine with butyllithium results in deprotonation of the methyl group: [4] H 3 CC 5 H 4 N + BuLi → LiH 2 CC 5 H 4 N + BuH
The synthesis of 2,6-diacetylpyridine begins with oxidation of the methyl groups in 2,6-lutidine to form dipicolinic acid. This process has been well established with potassium permanganate and selenium dioxide. [3] The diketone can be formed from the diester of picolinic acid groups through a Claisen condensation. [4]
Homarine (N-methyl picolinic acid betaine) is an organic compound with the chemical formula C 7 H 7 NO 2. [2] It is commonly found in aquatic organisms from phytoplankton to crustaceans, although it is not found in vertebrates. [3] [4]
Isonicotinic acid or pyridine-4-carboxylic acid is an organic compound with the formula C 5 H 4 N(CO 2 H). It is a derivative of pyridine with a carboxylic acid substituent at the 4-position. It is an isomer of picolinic acid and nicotinic acid, which have the carboxyl group at the 2- and 3-position respectively compared to the 4-position for ...