對苯二乙酸

對苯二乙酸
別名	1,4-苯二乙酸; 苯-1,4-二乙酸
縮寫	H2PDA; H2phda
識別
CAS號	7325-46-4
性質
化學式	C10H10O4
摩爾質量	194.18 g·mol⁻¹
外觀	固體
密度	1.345±0.06 g·cm−3
熔點	253—254 °C（526—527 K）
溶解性（水）	微溶於水
相關物質
相關化學品	對苯二甲酸; 苯乙酸
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

對苯二乙酸是一種有機化合物，化學式為C₁₀H₁₀O₄。

製備[編輯]

對苯二乙酸可由對苯二乙腈在鹽酸溶液中於100°C水解反應製得。^[4]

NCCH₂C₆H₄CH₂CN + H₂O → HOOCCH₂C₆H₄CH₂COOH

對二苄氯和一氧化碳的反應也能得到對苯二乙酸。^[5]^[6]

化學性質[編輯]

對苯二乙酸可以和一些過渡金屬鹽反應，如混合配體的鎘配合物的製備^[7]；和鑭系金屬的鹽類的反應也有報道，如在溶劑熱（水：乙醇＝10：1）的條件下和硝酸釹反應，生成[Nd₂(PDA)₃(H₂O)]·2H₂O。^[8]

參考文獻[編輯]

^ Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2018 ACD/Labs). Retrieved from SciFinder. [2018-11-30]
^ Schwenk, Erwin; Journal of Organic Chemistry 1946, V11, P798-802 CAPLUS
^ 1,4-苯二乙酸. Chemical Book. [2018-11-30]
^ Matthew Badland, Michael P. Burns, Robert J. Carroll, Roger M. Howard, Daniel Laity, Nathan J. Wymer. Application of biocatalysis towards asymmetric reduction and hydrolytic desymmetrisation in the synthesis of a β-3 receptor agonist. Green Chemistry. 2011, 13 (10): 2888 [2018-11-30]. ISSN 1463-9262. doi:10.1039/c1gc15694b. （原始內容存檔於2018-06-03）（英語）.
^ Meng-yao She, Da-wei Xiao, Bing Yin, Zheng Yang, Ping Liu, Jian-li Li, Zhen Shi. An efficiently cobalt-catalyzed carbonylative approach to phenylacetic acid derivatives. Tetrahedron. 2013-09, 69 (35): 7264–7268 [2018-11-30]. ISSN 0040-4020. doi:10.1016/j.tet.2013.06.083. （原始內容存檔於2020-02-10）.
^ Li, Jianli; Pang, Peng; Xiao, Dawei. 2-(2-Carboxylphenyl)benzimidazole cobalt complex and application in synthesis of phenylacetic acid or its derivatives. Faming Zhuanli Shenqing, 2013. 7. 10, CN 103193829 A
^ Chunying Xu, Linke Li, Yinping Wang, Qianqian Guo, Xianjuan Wang, Hongwei Hou, Yaoting Fan. Three-Dimensional Cd(II) Coordination Polymers Based on Semirigid Bis(Methylbenzimidazole) and Aromatic Polycarboxylates: Syntheses, Topological Structures and Photoluminescent Properties. Crystal Growth & Design. 2011-10-05, 11 (10): 4667–4675 [2018-11-30]. ISSN 1528-7483. doi:10.1021/cg200961a （英語）.
^ Zilu Chen, Wei Xiong, Zhong Zhang, Fupei Liang. Structure and Magnetic Properties of Two Lanthanide 1,4-Phenylenediacetate Compounds. Zeitschrift für anorganische und allgemeine Chemie. 2009-11-27, 636 (7): 1392–1396 [2018-11-30]. ISSN 0044-2313. doi:10.1002/zaac.200900452 （英語）.

[1] Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2018 ACD/Labs). Retrieved from SciFinder. [2018-11-30]

[2] Schwenk, Erwin; Journal of Organic Chemistry 1946, V11, P798-802 CAPLUS

[3] 1,4-苯二乙酸. Chemical Book. [2018-11-30]

[4] Matthew Badland, Michael P. Burns, Robert J. Carroll, Roger M. Howard, Daniel Laity, Nathan J. Wymer. Application of biocatalysis towards asymmetric reduction and hydrolytic desymmetrisation in the synthesis of a β-3 receptor agonist. Green Chemistry. 2011, 13 (10): 2888 [2018-11-30]. ISSN 1463-9262. doi:10.1039/c1gc15694b. （原始內容存檔於2018-06-03）（英語）.

[5] Meng-yao She, Da-wei Xiao, Bing Yin, Zheng Yang, Ping Liu, Jian-li Li, Zhen Shi. An efficiently cobalt-catalyzed carbonylative approach to phenylacetic acid derivatives. Tetrahedron. 2013-09, 69 (35): 7264–7268 [2018-11-30]. ISSN 0040-4020. doi:10.1016/j.tet.2013.06.083. （原始內容存檔於2020-02-10）.

[6] Li, Jianli; Pang, Peng; Xiao, Dawei. 2-(2-Carboxylphenyl)benzimidazole cobalt complex and application in synthesis of phenylacetic acid or its derivatives. Faming Zhuanli Shenqing, 2013. 7. 10, CN 103193829 A

[7] Chunying Xu, Linke Li, Yinping Wang, Qianqian Guo, Xianjuan Wang, Hongwei Hou, Yaoting Fan. Three-Dimensional Cd(II) Coordination Polymers Based on Semirigid Bis(Methylbenzimidazole) and Aromatic Polycarboxylates: Syntheses, Topological Structures and Photoluminescent Properties. Crystal Growth & Design. 2011-10-05, 11 (10): 4667–4675 [2018-11-30]. ISSN 1528-7483. doi:10.1021/cg200961a （英語）.

[8] Zilu Chen, Wei Xiong, Zhong Zhang, Fupei Liang. Structure and Magnetic Properties of Two Lanthanide 1,4-Phenylenediacetate Compounds. Zeitschrift für anorganische und allgemeine Chemie. 2009-11-27, 636 (7): 1392–1396 [2018-11-30]. ISSN 0044-2313. doi:10.1002/zaac.200900452 （英語）.

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