ピコリン酸 化学特性,用途語,生産方法
外観
白色～わずかにうすい赤色、結晶性粉末～粉末又は塊
溶解性
熱水, 熱エタノールに易溶。冷水に難溶。エーテルに不溶。酢酸に易溶。水、エタノールに可溶。ベンゼンに難溶。エーテル、クロロホルムに不溶。
解説
2-pyridinecarboxylic acid．C6H5NO2(123.11)．α-ピコリンを過マンガン酸カリウムで酸化すると得られる．加熱すると脱炭酸してピリジンになる．白～微赤色の針状晶．融点136～137 ℃．pKa 5.4．ピコリン酸は，水，エタノールに可溶，エーテル，クロロホルムに不溶．昇華性がある．重金属塩は特有の呈色を示す．森北出版「化学辞典（第2版）
用途
ピコリン酸は人体中においてクロム、亜鉛、マンガン、銅、鉄そしてモリブデンなどの元素に対しキレート配位子として作用し、フェニルアラニン、トリプトファンおよびアルカロイドの合成に関係する。[要出典] 亜鉛と錯体を形成し腸壁から循環器系への亜鉛の透過を促進する。また、実験ではカルシウムの定量的検出にも用いられる。
商業的にはピコリン酸は薬品（特に麻酔薬）の中間生成物として、金属塩はサプリメントとして使われている。
化学的特性
Off-white to tan powder. easily soluble in glacial acetic acid, almost insoluble in ether, chloroform and carbon disulfide.
使用
2-Picolinic acid is used as a chelate for alkaline earth metals. It is also used to prepare picolinato ligated transition metal complexes. In synthetic organic chemistry, has been used as a substrate in the Mitsunobu reaction and in the Hammick reaction.
定義
ChEBI: Picolinic acid is a pyridinemonocarboxylic acid in which the carboxy group is located at position 2. It is an intermediate in the metabolism of tryptophan. It has a role as a MALDI matrix material and a human metabolite. It is a conjugate acid of a picolinate.
主な応用
2-Picolinic acid is used in the preparation of 2-Aminodihydro[1,3]thiazines as BACE 2 inhibitors and their preparation and use in the treatment of diabetes.
Metal complexes of picolinic acid were prepared by the refluxion of metal salts and picolinic acid in ethanol taking 1:3 molar ratio for 6 hours. The solutions were concentrated and cooled, to crystallize out the complexes.The complexes were washed with ether to remove the excess ligand.
合成
2-Picolinic acid synthesis: In a 500ml three-necked flask, add 100g of 2-cyanopyridine and 200g of deionized water, then start stirring, heat up to 50°C, add 128.2g of 30% sodium hydroxide to the flask, after adding, add Continue to heat up, react under reflux for 4 hours, then distill water, after 50 g of distilled water, cool the reaction solution to 20°C, add 30% hydrochloric acid, adjust the pH value of the reaction solution to 2.5, then turn on the steam to heat up the water and steam to the kettle When the temperature reaches 120°C, the reaction solution is evaporated to dryness, and the distilled water is completed. Then, 300 g of anhydrous alcohol is added dropwise to the flask to maintain the temperature of the reaction solution at 55°C. After cooling and crystallization, a solid was precipitated, filtered and dried to obtain 106.0 g of 2-picolinic acid with a yield of 89.6%.
純化方法
Crystallise the acid from water or *benzene. The picrate has m 185-187o (from MeOH). [Beilstein 22 H 33, 22 I 502, 22 II 30, 22 III/IV 303, 22/2 V 3.]
ピコリン酸 上流と下流の製品情報
原材料
準備製品