对苯二乙酸

对苯二乙酸
别名	1,4-苯二乙酸; 苯-1,4-二乙酸
缩写	H2PDA; H2phda
识别
CAS号	7325-46-4
性质
化学式	C10H10O4
摩尔质量	194.18 g·mol⁻¹
外观	固体
密度	1.345±0.06 g·cm−3
熔点	253—254 °C（526—527 K）
溶解性（水）	微溶于水
相关物质
相关化学品	对苯二甲酸; 苯乙酸
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

对苯二乙酸是一种有机化合物，化学式为C₁₀H₁₀O₄。

制备

对苯二乙酸可由对苯二乙腈在盐酸溶液中于100°C水解反应制得。^[4]

NCCH₂C₆H₄CH₂CN + H₂O → HOOCCH₂C₆H₄CH₂COOH

对二苄氯和一氧化碳的反应也能得到对苯二乙酸。^[5]^[6]

化学性质

对苯二乙酸可以和一些过渡金属盐反应，如混合配体的镉配合物的制备^[7]；和镧系金属的盐类的反应也有报道，如在溶剂热（水：乙醇＝10：1）的条件下和硝酸钕反应，生成[Nd₂(PDA)₃(H₂O)]·2H₂O。^[8]

参考文献

^ 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. （原始内容存档于2018-06-03）（英语）.
^ 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. （原始内容存档于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 （英语）.
^ 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 （英语）.

[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. （原始内容存档于2018-06-03）（英语）.

[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. （原始内容存档于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 （英语）.

[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 （英语）.

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