二茂鐵甲酸

二茂鐵甲酸
識別
CAS號	1271-42-7
性質
化學式	C11H10FeO2
摩爾質量	230.04 g·mol−1
熔點	194—197 °C（467—470 K）（分解）; 205 °C（478 K）（分解）
pKa	6.78
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

二茂鐵甲酸是一種有機化合物，化學式為C₁₁H₁₀FeO₂。

合成[編輯]

將正丁基鋰在攪拌下滴加至二茂鐵的無水乙醚溶液中，發生鋰化反應（而C-H酸性更弱的苯無明顯反應）；待反應結束後將混合物加入至乾冰-乙醚的混合物中攪拌，乾冰消失後加入冷水，分離出水相後加6 N鹽酸酸化，沉澱出產物二茂鐵甲酸，副產物二茂鐵二甲酸占30%。它們通過在乙酸中結晶分離提純。^[3]

性質[編輯]

二茂鐵甲酸具有弱酸性，比苯甲酸弱大約三倍。^[3]它可以和鹼反應，生成二茂鐵甲酸鹽；^[4]草醯氯反應，得到二茂鐵甲醯氯。^[5]

參考文獻[編輯]

^ Harold Shechter, John F. Helling. Ferrocenyl and 1,1'-Ferrocenylene Grignard Reagents 1a. The Journal of Organic Chemistry. 1961-04, 26 (4): 1034–1037 [2020-12-24]. ISSN 0022-3263. doi:10.1021/jo01063a013 （英語）.
^ Andrei S. Batsanov, Damien Hérault, Judith A. K. Howard, Leonard G. F. Patrick, Michael R. Probert, Andrew Whiting. Synthesis and Structure of Planar Chiral, Bifunctional Aminoboronic Acid Ferrocene Derivatives. Organometallics. 2007-04, 26 (9): 2414–2419 [2020-12-24]. ISSN 0276-7333. doi:10.1021/om070038l （英語）.
^ ^3.0 ^3.1 ^3.2 Robert A. Benkeser, Donald Goggin, Gene Schroll. A Route to Monosubstituted Ferrocene Compounds. Journal of the American Chemical Society. 1954-08, 76 (15): 4025–4026 [2020-12-24]. ISSN 0002-7863. doi:10.1021/ja01644a047 （英語）.
^ Neto, Alberto Federman; Miller, Joseph; Andrade, Vânia Faria de; Fujimoto, Susana Yumi; Afonso, Márcia Maísa de Freitas; Archanjo, Fernando Costa; Darin, Vítor André; Silva, Márcio Luís Andrade e; Borges, Áurea Donizete Lanchote; Ponte, Gino Del. New Synthesis of Ferrocene Monocarboxylic Acid and Systematic Studies on the Preparation of Related Key-Intermediates. Zeitschrift für anorganische und allgemeine Chemie. 2002, 628 (1): 209–216. ISSN 0044-2313. doi:10.1002/1521-3749(200201)628:1<209::AID-ZAAC209>3.0.CO;2-C （德語）.
^ Muhammad Saleem, Haojie Yu, Li Wang, Zain-ul-Abdin, Hamad Khalid, Muhammad Akram, Nasir M. Abbasi, Yongsheng Chen. Study on synthesis of ferrocene-based boronic acid derivatives and their saccharides sensing properties. Journal of Electroanalytical Chemistry. 2016-02, 763: 71–78 [2020-12-24]. doi:10.1016/j.jelechem.2015.12.028. （原始內容存檔於2018-06-17）（英語）.

[1] Harold Shechter, John F. Helling. Ferrocenyl and 1,1'-Ferrocenylene Grignard Reagents 1a. The Journal of Organic Chemistry. 1961-04, 26 (4): 1034–1037 [2020-12-24]. ISSN 0022-3263. doi:10.1021/jo01063a013 （英語）.

[2] Andrei S. Batsanov, Damien Hérault, Judith A. K. Howard, Leonard G. F. Patrick, Michael R. Probert, Andrew Whiting. Synthesis and Structure of Planar Chiral, Bifunctional Aminoboronic Acid Ferrocene Derivatives. Organometallics. 2007-04, 26 (9): 2414–2419 [2020-12-24]. ISSN 0276-7333. doi:10.1021/om070038l （英語）.

[Robert-3] 3.0 ^3.1 ^3.2 Robert A. Benkeser, Donald Goggin, Gene Schroll. A Route to Monosubstituted Ferrocene Compounds. Journal of the American Chemical Society. 1954-08, 76 (15): 4025–4026 [2020-12-24]. ISSN 0002-7863. doi:10.1021/ja01644a047 （英語）.

[4] Neto, Alberto Federman; Miller, Joseph; Andrade, Vânia Faria de; Fujimoto, Susana Yumi; Afonso, Márcia Maísa de Freitas; Archanjo, Fernando Costa; Darin, Vítor André; Silva, Márcio Luís Andrade e; Borges, Áurea Donizete Lanchote; Ponte, Gino Del. New Synthesis of Ferrocene Monocarboxylic Acid and Systematic Studies on the Preparation of Related Key-Intermediates. Zeitschrift für anorganische und allgemeine Chemie. 2002, 628 (1): 209–216. ISSN 0044-2313. doi:10.1002/1521-3749(200201)628:1<209::AID-ZAAC209>3.0.CO;2-C （德語）.

[5] Muhammad Saleem, Haojie Yu, Li Wang, Zain-ul-Abdin, Hamad Khalid, Muhammad Akram, Nasir M. Abbasi, Yongsheng Chen. Study on synthesis of ferrocene-based boronic acid derivatives and their saccharides sensing properties. Journal of Electroanalytical Chemistry. 2016-02, 763: 71–78 [2020-12-24]. doi:10.1016/j.jelechem.2015.12.028. （原始內容存檔於2018-06-17）（英語）.

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