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对苯二乙酸

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(重定向自1,4-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  checkY
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[1]
熔点 253—254 °C(526—527 K)[2]
溶解性 微溶于水[3]
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盐酸溶液中于100°C水解反应制得。[4]

NCCH2C6H4CH2CN + H2O → HOOCCH2C6H4CH2COOH

对二苄氯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

  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).