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外観
白色～わずかにうすい黄褐色, 結晶性粉末～粉末
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溶解性
エタノールに溶ける。
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解説
ピロ粘液酸，ピロねんえきさん，焦性粘液酸，2-フランカルボン酸ともいう。長柱状晶。融点 133～134℃，昇華性。フルフラールの酸化で得られる。脱炭酸によりフランを生成する。アンモニウム塩を加熱するとピロールが生成する。また，乾留により，2,5‐フランジカルボン酸を経て焦性粘液酸(2‐フランカルボン酸，ピロ粘液酸ともいう)を生ずる。
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用途
有機合成原料。
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説明
2-Furoic acid is an organic compound, consisting of a furan ring and a carboxylic acid side-group. Along with other furans, its name is derived from the Latin word furfur, meaning bran, from which these compounds were first produced. The salts and esters of furoic acids are known as furoates. 2-Furoic acid is most widely encountered in food products as a preservative and a flavouring agent, where it imparts a sweet, earthy flavour.
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化学的特性
white to light yellow crystal powder. 1g is dissolved in 26ml cold water or 4ml boiling water, easily soluble in ethanol and ether. Sublimation at 130-140°C (6.65-8kPa).
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使用
2-Furoic acid is an heterocyclic carboxylic acid that is widely used in food products as a preservative and flavouring agent. It is also used in the synthesis of methylfuran, furoamide and furoic acid esters and salts. In the plastics industry, it can be used as plasticizer, thermosetting resin, etc. substitute for chloropicrin in disinfecting grain elevators.
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主な応用
2-Furoic acid (FA) is a preservative, acting as a bactericide and fungicide. Some of the applications of 2-furoic acid include:
Synthesis of a single-molecule magnet, Mn11Gd2 based high-nuclearity heterometallic complex.
Synthesis of orally active antidiabetic vanadyl complex, bis(α-furancarboxylato)oxovanadium(IV).
As a ligand in the synthesis of luminescent 4f-3d heterometallic one-dimensional coordination polymers.
Synthesis of biocompatible multifunctional dextran furoate nanospheres.
FA is often used as a starting material for the production of furoate esters.
FA and its derivatives are also used in the production of nylons principally applied in biomedical researches.
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定義
ChEBI: 2-furoic acid is a furoic acid having the carboxylic acid group located at position 2. It has a role as an inhibitor, a human xenobiotic metabolite, a Saccharomyces cerevisiae metabolite, a plant metabolite and a bacterial xenobiotic metabolite. It is a conjugate acid of a 2-furoate.
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製造方法
2-furoic acid can be synthesized by the oxidation of furfural. The reaction was carried out at 45°C with vigorous stirring. The reactant is filtered to recover the catalyst copper oxide, the filtrate is acidified with 50% sulfuric acid to pH 3-2.5, suction filtered, washed with water, and dried to obtain 2-furoic acid.
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危険性
Strong irritant to eyes and skin.
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純化方法
Crystallise the acid from hot water (charcoal), dry it at 120o for 2hours, then recrystallise it from CHCl3, and again dry it at 120o for 2hours. For use as a standard in volumetric analysis, good quality commercial acid should be crystallised from CHCl3 and dried as above or sublimed at 130-140o/50-60mm or less. [Beilstein 18 I 438, 18 II 265, 18 III/IV 3914, 18/6 V 102.]
