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3-Methylpyridine or 3-picoline, is an organic compound with formula 3-CH 3 C 5 H 4 N. It is one of three positional isomers of methylpyridine , whose structures vary according to where the methyl group is attached around the pyridine ring.
[4] [5] By 1870, the German chemist Adolf von Baeyer had synthesized picoline in two ways: by the dry distillation of acroleïnammoniak (CH 2 =CH-CH=N-CHOH-CH=CH 2) [6] and by heating tribromallyl (1,2,3-tribromopropane) with ammonia in ethanol. [7] In 1871, the English chemist and physicist James Dewar speculated that picoline was ...
4-Methylpyridine is the organic compound with the formula CH 3 C 5 H 4 N. It is one of the three isomers of methylpyridine. This pungent liquid is a building block for the synthesis of other heterocyclic compounds. Its conjugate acid, the 4-methylpyridinium ion, has a pK a of 5.98, about 0.7 units above that of pyridine itself. [1]
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 ...
C 5 H 5 N + RCO 3 H → C 5 H 5 NO + RCO 2 H. Some electrophilic substitutions on the pyridine are usefully effected using pyridine N-oxide followed by deoxygenation. Addition of oxygen suppresses further reactions at nitrogen atom and promotes substitution at the 2- and 4-carbons. The oxygen atom can then be removed, e.g., using zinc dust. [95]
Methylpyridinium is prepared by treating pyridine with dimethylsulfate: [2]. C 5 H 5 N + (CH 3 O) 2 SO 2 → [C 5 H 5 NCH 3] + CH 3 OSO − 3. It is found in some coffee products. [3] It is not present in unroasted coffee beans, but is formed during roasting from its precursor chemical, trigonelline. [3]
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)
[5] [6] Selective cleavage of the N-Boc group in the presence of other protecting groups is possible when using AlCl 3. Sequential treatment with trimethylsilyl iodide then methanol can also be used for Boc deprotection, [ 7 ] [ 8 ] especially where other deprotection methods are too harsh for the substrate. [ 9 ]