白屈菜酸

白屈菜酸
	IUPAC名; 4-Oxo-4H-pyran-2,6-dicarboxylic acid
別名	Jerva acid; Jervaic acid; Jervasic acid; γ-Pyrone-2,6-dicarboxylic acid
識別
CAS號	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
性質
化學式	C7H4O6
摩爾質量	184.1 g·mol−1
熔點	257 °C（530 K）（分解）
相關物質
相關化學品	罌粟酸
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

白屈菜酸是一種雜環有機酸，具有吡喃骨架。

製備

白屈菜酸可以在兩步以內用草酸二乙酯和丙酮製備：^[2]

用途

白屈菜酸可用於熱脫羧反應，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發現。^[4]^[5]^[6]它自然存在於天門冬目植物中。^[7]白屈菜酸鉀與一些植物的感夜性（英語：nyctinasty）有關。更確切地說，它可以調節含羞草決明在黃昏時閉合葉子的狀況。^[8]^[9]

參考文獻

^ 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. , 編. 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" （頁面存檔備份，存於網際網路檔案館） (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" （頁面存檔備份，存於網際網路檔案館） (Investigation of chelidonic acid), Annalen der Chemie und Pharmacie, 57 : 273–318.
^ Asparagales. Angiosperm Phylogeny Website. Angiosperm Phylogeny Group. [30 August 2017]. （原始內容存檔於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. , 編. 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" （頁面存檔備份，存於網際網路檔案館） (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" （頁面存檔備份，存於網際網路檔案館） (Investigation of chelidonic acid), Annalen der Chemie und Pharmacie, 57 : 273–318.

[7] Asparagales. Angiosperm Phylogeny Website. Angiosperm Phylogeny Group. [30 August 2017]. （原始內容存檔於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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