1. 毕业设计（论文）的内容和要求

对苯二乙酸（1,4-phenylenediacetic acid，简称h2-pda）分子式为c10h10o4，常温下为白色晶粒，难溶于水，熔点为253℃，沸点为410.7℃，相对密度为1.345g/cm3（20℃）。

对苯二乙酸是一种重要的有机芳香族对称二元羧酸，是重要的有机合成中间体以及精细化工原料，最常作为起始剂应用于诸多对称化合物的合成过程。

对苯二乙酸含有两个柔性的羧基基团，能够形成顺式和反式构型，再加上羧基配位方式的多样性，可以构筑结构新颖又具有特殊性能的配位聚合物，是一种新型多功能的多羧酸配体[1]。

2. 参考文献

[1] 康红. 基于羧酸配体的金属有机骨架化合物的合成, 表征, 稳定性及储氢性能的研究[D]. 南京: 南京师范大学, 2013. [2] Liu T, Lv J, Shi L, et al. Conformation control of a flexible 1,4-phenylenediacetate ligand in coordination complexes: a rigidity-modulated strategy[J]. CrystEngComm, 2009, 11(4): 583-588. [3] An L, Wang H, Xu F, et al. Selective carbon dioxide adsorption by two robust microporous coordination polymers[J]. Inorganic Chemistry, 2016, 55(24): 12923-12929. [4] 王文志, 刘宝玉, 李瑞雪, 等. 聚对苯二乙酰癸二胺的制备与物理力学性能[J]. 高分子材料科学与工程, 2009, 25(4): 144-146. [5] Badland M, Burns M P, Carroll R J, et al. Application of biocatalysis towards asymmetric reduction and hydrolytic desymmetrisation in the synthesis of a β-3 receptor agonist[J]. Green Chemistry, 2011, 13(10): 2888-2894. [6] Radau G. Syntheses and different chemical behaviour of precursors of putative dibasic inhibitors of human mast cell tryptase[J]. Monatshefte f#252;r Chemie Chemical Monthly, 2003, 134(8): 1159-1166. [7] Kumar S, Dixit S K, Awasthi S K. An efficient one pot method for synthesis of carboxylic acids from nitriles using recyclable ionic liquid [bmim]HSO4[J]. Tetrahedron Letters, 2014, 55(28): 3802-3804. [8] Kimura M, Kuboki A, Sugai T. Chemo-enzymatic synthesis of enantiomerically pure (R)-2-naphthylmethoxyacetic acid[J]. Tetrahedron: Asymmetry, 2002, 13(10): 1059-1068. [9] Yousefi M, Mohammadi M, Habibi Z, et al. Nitrile biotransformation by whole cells of Aspergillus sp. PTCC 5266[J]. Biocatalysis and Biotransformation, 2011, 29(2-3): 54-59. [10] Chemat F. Towards the rehabilitation of the Mathews#8217;”dry#8217;hydrolysis reaction using microwave technology[J]. Tetrahedron Letters, 2002, 43(32): 5555-5557. [11] 吕秀阳, 石超君. 近临界水介质中苯乙腈无催化水解制备苯乙酸的方法[P]. CN: 101161626 A, 2008-4-16. [12] She M, Xiao D, Yin B, et al. An efficiently cobalt-catalyzed carbonylative approach to phenylacetic acid derivatives[J]. Tetrahedron, 2013, 69(35): 7264-7268. [13] Lin Y S, Yamamoto A. Direct carbonylation of benzyl alcohol and its analogs catalyzed by palladium and HI in aqueous systems and mechanistic studies[J]. Bulletin of the Chemical Society of Japan, 1998, 71(3): 723-734. [14] Zhang B, Li J, Chen W, et al. Synthesis, crystal structure of Co (II)(6-methoxybenzothiazole-2-carboxylate)2(DMF)2 and its application to carbonylation of benzyl chloride[J]. Chinese Journal of Chemistry, 2010, 28(1): 111-114. [15] Zavahir S, Xiao Q, Sarina S, et al. Selective oxidation of aliphatic alcohols using molecular oxygen at ambient temperature: mixed-valence vanadium oxide photocatalysts[J]. ACS Catalysis, 2016, 6(6): 3580-3588. [16] Das V K, Thakur A J. Greener oxidation of aldehydes over bio-silica supported Fe2O3 nanoparticles: A convenient ”NOSE#8217; approach[J]. Applied Catalysis A: General, 2014, 470: 97-103.

3. 毕业设计（论文）进程安排

起讫日期 设计（论文）各阶段工作内容 备 注 2017-2-20#8212;3-3 查阅国内外相关文献，进行文献综述，完成开题报告。

拟订实验方案，确定实验体系，进行实验的准备工作。

2017-3-3#8212;5-12 优化对苯二乙酰胺水解反应条件：催化剂用量、溶剂用量、反应温度以及反应时间。