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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 ...
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
Upon heating α-picolinic acid will spontaneously decarboxylate forming the so-called 'Hammick Intermediate' (3).This was initially thought to be an aromatic ylide, but is now believed to be a carbene [5] [6] In the presence of a strong electrophile, such as an aldehyde or ketone, this species will undergo nucleophilic attack faster than proton transfer.
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.
Aminopyralid is a selective herbicide used for control of broadleaf weeds, especially thistles and clovers. It is in the picolinic acid family of herbicides, which also includes clopyralid, picloram, triclopyr, and several less common herbicides.
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 ...