磷酸伸丁酯 | 51374-71-1

• 物质功能分类: 有机原料 - 无机酸酯
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 中文名称: 磷酸伸丁酯
• 英文名称: 1,4-butylenephosphoric acid
• 英文别名: 2-oxo-2λ⁵-[1,3,2]dioxaphosphepan-2-ol；2-hydroxy-2-oxo-[1,3,2λ⁵]dioxaphosphepane；2-Hydroxy-2-oxo-[1,3,2λ⁵]dioxaphosphepan；Phosphorsaeure-butandiylester；Butandiyl-hydrogenphosphat；Phosphorsaeure-；Tetramethylene phosphate；2-hydroxy-1,3,2λ5-dioxaphosphepane 2-oxide
• CAS: 51374-71-1
• 化学式: C₄H₉O₄P
• 分子量: 152.087
• InChiKey: UXYAJXBVMZFRMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2909499000

反应信息

• 作为产物：
  描述：

  1,4-丁二醇 在 PPA 作用下， 反应 5.0h， 生成 磷酸伸丁酯
  参考文献：
  名称：

  酯XX的形成和转化的研究。酯形成磷酸酯环化反应

  摘要：

  作者描述了从通过用多磷酸处理某些二醇而产生的复杂混合物中分离环状磷酸酯，该混合物含有大量的羟烷基磷酸酯。这样，可以容易地从相应的二醇获得三亚甲基磷酸（产率15.8％）和四亚甲基磷酸（产率0.3％）。

  DOI：

  10.1002/hlca.19600430161

文献信息

• Controlled/living ring-opening polymerization of ɛ-caprolactone catalyzed by phosphoric acid
  作者：ChunXia Chen、Rong Xu、Bin Li

  DOI：10.1007/s11426-012-4586-x

  日期：2012.7

  The bulk ring-opening polymerization (ROP) of ɛ-caprolactone (ɛ-CL) by various phosphoric acids using phenylmethanol as the initiator was conducted. 1,1′-bi-2-Naphthol (BINOL)-based phosphoric acid was found to be an effective organocatalyst for ROP leading to polyesters at 90°C. The overall conversion to poly(ɛ-caprolactone) was more than 96% and poly(ɛ-caprolactone) with M w of 8400 and polydispersity index of 1.13 was obtained. 1H NMR spectra of oligomers demonstrated the quantitative incorporation of the protic initiator in the polymer chains and showed that transesterification reactions did not occur to a significant extent. The controlled polymerization was indicated by the linear relationships between the number-average molar mass and monomer conversion or monomer-to-initiator ratio. In addition, the present protocol provided an easy-to-handle, inexpensive and environmentally benign entry for the synthesis of biodegradable materials as well as polyesters for biomedical applications.

  通过各种磷酸与苯甲醇作为引发剂进行的 ɛ-内酯（ɛ-CL）的大宗开环聚合反应（ROP）研究表明，基于 1,1′-双-2-萘酚（BINOL）的磷酸是有效的有机催化剂，在 90°C 条件下能够成功合成聚酯。聚（ɛ-内酯）的整体转化率超过了 96%，得到的聚（ɛ-内酯）分子量为 8400，分散指数为 1.13。寡聚物的 1H NMR 光谱显示原子引发剂在聚合链中的定量掺入，并表明酯交换反应没有显著发生。受控聚合通过数均相对分子质量与单体转化率或单体与引发剂比率之间的线性关系得以体现。此外，该方法为合成可生物降解材料及用于生物医学应用的聚酯提供了一种易于操作、成本低廉且环保的途径。
• A convenient synthesis of 6-, 7-, and 8-membered cyclic phosphodiesters
  作者：Fausto Ramirez、Hikotada Tsuboi、Hiroshi Okazaki、James F. Marecek

  DOI：10.1016/0040-4039(82)80133-0

  日期：1982.1

  1,3-, 1,4-, and 1,5-Alkanediols are converted into the corresponding 6-, 7-, and 8- membered cyclic phosphodiesters in a two-step procedure utilizing N-(1,2-dimethylethylene-dioxyphosphoryl)imidazole (2̃ as the sole phosphorylating reagent.

  使用N-（1,2-二甲基乙烯-二氧基磷酰基）在两步过程中将1,3-，1,4-和1,5-链烷二醇转化为相应的6、7和8元环磷酸二酯咪唑（2̃为唯一的磷酸化试剂。
• 2,4-Dinitrophenol as an activating reagent in a facile preparation of cyclic phosphate triesters
  作者：Eric J. Amigues、Marie E. Migaud

  DOI：10.1016/j.tetlet.2003.11.101

  日期：2004.1

  2,4-Dinitrophenol was employed with benzyloxy-bis-(diisopropylamino)phosphine to synthesise the cyclic phosphate derivatives of a series of alkane diols (HO-(CH2)(n)-OH, n= 2-6) in good isolated yields. Tetrazole and DNP were compared by P-31 NMR spectroscopy for their ability to catalyse the cyclisation at the P(III) stage. Investigation of the phosphate triester stability under various oxidation and chromatographic conditions resulted in the optimisation of the isolation procedures of the chemically unstable cyclic compounds. Conditions for debenzylation were developed to yield the corresponding cyclic phosphodiesters quantitatively. The methodology was further applied to the preparation and isolation of the cyclic phosphate derivative of a carbohydrate. (C) 2003 Elsevier Ltd. All rights reserved.
• A Facile Synthesis of Cyclic of Phosphodiesters
  作者：Jadwiga Jankowska、Jacek Stawiński

  DOI：10.1055/s-1984-30855

  日期：——
• Penney,C.L.; Belleau,B., Canadian Journal of Chemistry, 1978, vol. 56, p. 2396 - 2404
  作者：Penney,C.L.、Belleau,B.

  DOI：——

  日期：——