白屈菜酸

白屈菜酸
	IUPAC名; 4-Oxo-4H-pyran-2,6-dicarboxylic acid
别名	Jerva acid; Jervaic acid; Jervasic acid; γ-Pyrone-2,6-dicarboxylic acid
识别
CAS号	99-32-1
PubChem	7431
ChemSpider	7153
SMILES	O=C\1/C=C(\O/C(C(=O)O)=C/1)C(=O)O;
InChI	1/C7H4O6/c8-3-1-4(6(9)10)13-5(2-3)7(11)12/h1-2H,(H,9,10)(H,11,12);
InChIKey	PBAYDYUZOSNJGU-UHFFFAOYAH
性质
化学式	C7H4O6
摩尔质量	184.1 g·mol−1
熔点	257 °C（530 K）（分解）
相关物质
相关化学品	罂粟酸
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

白屈菜酸是一种杂环有机酸，具有吡喃骨架。

制备

白屈菜酸可以在两步以内用草酸二乙酯和丙酮制备：^[2]

用途

白屈菜酸可用于热脱羧反应，合成4-吡喃酮。^[3]

自然存在

白屈菜酸最初在白屈菜的提取物中得到发现。^[4]^[5]^[6]它自然存在于天门冬目植物中。^[7]白屈菜酸钾与一些植物的感夜性（英语：nyctinasty）有关。更确切地说，它可以调节含羞草决明在黄昏时闭合叶子的状况。^[8]^[9]

参考文献

^ E. Raymond Riegel and F. Zwilgmeyer (1937). "Chelidonic acid". Org. Synth. 17: 40; Coll. Vol. 2: 126.
^ G. Horvath; C. Russa; Z. Koentoes; J. Gerencser. A new Efficient Method for the Preparation of 2,6-Pyridinedihiethyl Ditosylates from Dimethyl 2,60-Pyridinedicarboxylates. Synth. Commun. 1999, 29 (21): 3719–3732. doi:10.1080/00397919908086011.
^ Weygand, Conrad. Hilgetag, G.; Martini, A. , 编. Weygand/Hilgetag Preparative Organic Chemistry 4th. New York: John Wiley & Sons, Inc. 1972: 1009. ISBN 0471937495.
^ Roscoe, H.E.; Schorlemmer, C. A Treatise on Chemistry, Volume 3, Part 2 1st. New York: D Appleton and Company. 1890: 624.
^ Probst, Joseph M. A. (1839) "Beschreibung und Darstellungsweise einiger bei der Analyse des Chelidonium majus aufgefundenen Stoffe" （页面存档备份，存于互联网档案馆） (Description and methods of preparation of some substances found during the analysis of Chelidonium majus), Annalen der Chemie und Pharmacie, 29 (2) : 113–131 ; see especially pp. 116–118.
^ See also: Lerch, Joseph Udo (1846) "Untersuchung der Chelidonsäure" （页面存档备份，存于互联网档案馆） (Investigation of chelidonic acid), Annalen der Chemie und Pharmacie, 57 : 273–318.
^ Asparagales. Angiosperm Phylogeny Website. Angiosperm Phylogeny Group. [30 August 2017]. （原始内容存档于2008-09-28）.
^ Ueda, Minoru; Ohnuki, Takashi; Yamamura, Shosuke. Leaf-opening substance of a nyctinastic plant, Cassia mimosoides. Phytochemistry. 1998, 49 (3): 633. doi:10.1016/S0031-9422(98)00134-4.
^ Ueda, Minoru; Yamamura, Shosuke. Chemical studies on plant movement. Current Organic Chemistry. 1998, 2 (4): 437–461.

[OrgSynth-1] E. Raymond Riegel and F. Zwilgmeyer (1937). "Chelidonic acid". Org. Synth. 17: 40; Coll. Vol. 2: 126.

[2] G. Horvath; C. Russa; Z. Koentoes; J. Gerencser. A new Efficient Method for the Preparation of 2,6-Pyridinedihiethyl Ditosylates from Dimethyl 2,60-Pyridinedicarboxylates. Synth. Commun. 1999, 29 (21): 3719–3732. doi:10.1080/00397919908086011.

[Weygand-3] Weygand, Conrad. Hilgetag, G.; Martini, A. , 编. Weygand/Hilgetag Preparative Organic Chemistry 4th. New York: John Wiley & Sons, Inc. 1972: 1009. ISBN 0471937495.

[Treatise-4] Roscoe, H.E.; Schorlemmer, C. A Treatise on Chemistry, Volume 3, Part 2 1st. New York: D Appleton and Company. 1890: 624.

[5] Probst, Joseph M. A. (1839) "Beschreibung und Darstellungsweise einiger bei der Analyse des Chelidonium majus aufgefundenen Stoffe" （页面存档备份，存于互联网档案馆） (Description and methods of preparation of some substances found during the analysis of Chelidonium majus), Annalen der Chemie und Pharmacie, 29 (2) : 113–131 ; see especially pp. 116–118.

[6] See also: Lerch, Joseph Udo (1846) "Untersuchung der Chelidonsäure" （页面存档备份，存于互联网档案馆） (Investigation of chelidonic acid), Annalen der Chemie und Pharmacie, 57 : 273–318.

[7] Asparagales. Angiosperm Phylogeny Website. Angiosperm Phylogeny Group. [30 August 2017]. （原始内容存档于2008-09-28）.

[8] Ueda, Minoru; Ohnuki, Takashi; Yamamura, Shosuke. Leaf-opening substance of a nyctinastic plant, Cassia mimosoides. Phytochemistry. 1998, 49 (3): 633. doi:10.1016/S0031-9422(98)00134-4.

[9] Ueda, Minoru; Yamamura, Shosuke. Chemical studies on plant movement. Current Organic Chemistry. 1998, 2 (4): 437–461.

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