1,4-立方烷二甲酸

1,4-立方烷二甲酸
识别
CAS号	32846-66-5
PubChem	276350
性质
化学式	C10H8O4
摩尔质量	192.17 g·mol−1
外观	白色固体
熔点	220-222 °C（分解）
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

1,4-立方烷二甲酸是一种有机化合物，化学式为C₁₀H₈O₄。它可以环戊酮乙二醇缩酮和溴为原料反应，得到endo-2,4-二溴二环戊二烯-1,8-二酮中间体，再在紫外光照射下反应，经氢氧化钠溶液回流、酸化后制得^[2]。它在氘代甲醇中的核磁氢谱的峰位于4.19（s，6H）ppm^[2]。它可用于合成1,4-二碘立方烷^[3]和1,2,4,7-立方烷四甲酸^[4]。

参考文献[编辑]

^ ^1.0 ^1.1 Griffiths, Justin R.; Tsanaktsidis, John; Savage, G. Paul; Priefer, Ronny. Thermochemical properties of iodinated cubane derivatives. Thermochimica Acta (Elsevier BV). 2010, 499 (1-2): 15–20. ISSN 0040-6031. doi:10.1016/j.tca.2009.10.015.
^ ^2.0 ^2.1 Collin, Diego E.; Jackman, Edward H.; Jouandon, Nicolas; Sun, Wei; Light, Mark E.; Harrowven, David C.; Linclau, Bruno. Decagram Synthesis of Dimethyl 1,4-Cubanedicarboxylate Using Continuous-Flow Photochemistry. Synthesis. 2021-04, 53 (07): 1307–1314. doi:10.1055/s-0040-1705964.
^ Moriarty, Robert M.; Khosrowshahi, Jaffar S.; Dalecki, Tomasz M. Hypervalent iodine iodinative decarboxylation of cubyl and homocubyl carboxylic acids. Journal of the Chemical Society, Chemical Communications (Royal Society of Chemistry (RSC)). 1987, (9): 675. ISSN 0022-4936. doi:10.1039/c39870000675.
^ Bottaro, Jeffrey C.; Penwell, Paul E.; Schmitt, Robert J. Improved synthesis of cubane-1,2,4,7-tetracarboxylic acid. The Journal of Organic Chemistry (American Chemical Society (ACS)). 1991, 56 (3): 1305–1307. ISSN 0022-3263. doi:10.1021/jo00003a071.

[Justin-1] 1.0 ^1.1 Griffiths, Justin R.; Tsanaktsidis, John; Savage, G. Paul; Priefer, Ronny. Thermochemical properties of iodinated cubane derivatives. Thermochimica Acta (Elsevier BV). 2010, 499 (1-2): 15–20. ISSN 0040-6031. doi:10.1016/j.tca.2009.10.015.

[Diego-2] 2.0 ^2.1 Collin, Diego E.; Jackman, Edward H.; Jouandon, Nicolas; Sun, Wei; Light, Mark E.; Harrowven, David C.; Linclau, Bruno. Decagram Synthesis of Dimethyl 1,4-Cubanedicarboxylate Using Continuous-Flow Photochemistry. Synthesis. 2021-04, 53 (07): 1307–1314. doi:10.1055/s-0040-1705964.

[3] Moriarty, Robert M.; Khosrowshahi, Jaffar S.; Dalecki, Tomasz M. Hypervalent iodine iodinative decarboxylation of cubyl and homocubyl carboxylic acids. Journal of the Chemical Society, Chemical Communications (Royal Society of Chemistry (RSC)). 1987, (9): 675. ISSN 0022-4936. doi:10.1039/c39870000675.

[4] Bottaro, Jeffrey C.; Penwell, Paul E.; Schmitt, Robert J. Improved synthesis of cubane-1,2,4,7-tetracarboxylic acid. The Journal of Organic Chemistry (American Chemical Society (ACS)). 1991, 56 (3): 1305–1307. ISSN 0022-3263. doi:10.1021/jo00003a071.

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