1,4-dioxane-2,3-dione | 3524-70-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: 1,4-dioxane-2,3-dione
• 英文别名: ethylene oxalate；ethyleneoxalate；[1,4]dioxane-2,3-dione；[1,4]Dioxan-2,3-dion；2,3-Dioxo-1,4-dioxan
• CAS: 3524-70-7
• 化学式: C₄H₄O₄
• 分子量: 116.073
• InChiKey: ZNLAHAOCFKBYRH-UHFFFAOYSA-N

物化性质

• 熔点：
  160-162 °C
• 沸点：
  175 °C(Press: 5 Torr)
• 密度：
  1.423±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  1,4-dioxane-2,3-dione 、 全氟叔丁基碘化物 在 magnesium 、 1,2-二溴乙烷 作用下， 生成 3-perfluoro-tert-butyl-3-hydroxy-1,4-dioxan-2-one
  参考文献：
  名称：

  Dormidontov, Yu. P.; Kazakov, A. F.; Shadrina, L. P., Journal of Organic Chemistry USSR (English Translation), 1990, vol. 26, # 3.1, p. 456 - 458

  摘要：

  DOI：
• 作为产物：
  描述：

  草酰氯 在 乙二醇 作用下， 生成 1,4-dioxane-2,3-dione
  参考文献：
  名称：

  Adams; Weeks, Journal of the American Chemical Society, 1916, vol. 38, p. 2518

  摘要：

  DOI：

文献信息

• Formation of cyclic carbonates in the reactions of 1,2-glycols with oxalyl chloride.
  作者：Taisuke ITAYA、Takehiko IIDA、Hiromi EGUCHI

  DOI：10.1248/cpb.41.408

  日期：——

  Oxalyl chloride reacts with a wide range of 1, 2-glycols in the presence of triethylamine to produce 1, 3-dioxolan-2-ones together with 1, 4-dioxane-2, 3-diones; the ratio of the products largely depends on the structure of the 1, 2-glycol. The formation of the cyclic carbonates may be rationalized in terms of stereoelectronically controlled cleavage of the tetrahedral intermediates.

  草酰氯在三乙胺存在下与广泛的1, 2-二醇反应，生成1, 3-二恶烷-2-酮和1, 4-二恶烷-2, 3-二酮；产物的比例很大程度上取决于1, 2-二醇的结构。环状碳酸酯的形成可以用四面体中间体的手性电子控制断裂来合理化。
• The reaction of 1,3,2-dioxastannolans with diacyl chlorides: decarbonylation in the reaction with oxalyl chloride
  作者：Alwyn G. Davies、Pan Hua-De、Jalal A.-A. Hawari

  DOI：10.1016/s0022-328x(00)99202-7

  日期：1983.11

  2,2-Dibutyl-1,3,2-dioxastannolans react with carbonyl chloride to give the corresponding ethylene carbonates, and with malonyl chloride or succinyl chloride to give the oligomeric malonates or succinates. The reaction of oxalyl chloride, however, depends of the number of methyl substituents carried by the carbon atoms of the ring; with none, ethylene oxalate is essentially the only product, but increasing

  2,2-二丁基-1,3,2-二氧杂环戊烷与羰基氯反应生成相应的碳酸亚乙酯，并与丙二酰氯或琥珀酰氯反应生成低聚丙二酸酯或琥珀酸酯。然而，草酰氯的反应取决于环的碳原子所携带的甲基取代基的数目。没有任何一种，草酸乙烯酯基本上是唯一的产物，但是增加的甲基化会诱导一氧化碳的释放和碳酸亚乙酯的形成，直到有四个甲基取代基的只有频哪醇的碳酸盐，而没有草酸酯形成，这就是一个明显的例子。索普-英戈尔德效应的效果。讨论了该脱羰基的机理。
• Efficient Synthesis and Hydrolysis of Cyclic Oxalate Esters of Glycols.
  作者：Taisuke Itaya、Takehiko Iida、Yasuko Gomyo、Itaru Natsutani、Masashi Ohba

  DOI：10.1248/cpb.50.346

  日期：——

  1'-oxalyldiimidazole is useful for the synthesis of two selected cyclic oxalates 2e,f. The cyclic oxalates 2 other than trisubstituted and tetrasubstituted ones were found to be very reactive: kinetic studies on the hydrolysis of 1,4-dioxane-2,3-dione (2a) as well as its mono- and some selected 5,6-disubstituted derivatives 2 have revealed that they undergo hydrolysis 260-1500 times more rapidly than diethyl oxalate

  基于在三乙胺存在下乙二醇1与草酰氯反应中环状碳酸酯3形成的机理，我们在这里通过控制3的形成，给出了三种二醇1的环状草酸酯2的三种有效合成方法：在所有反应中，用吡啶取代碱显着降低了3的产率，从而实现了与（R *，R *）-化合物1g-i，q，r和频哪醇（1k）的反应中产物比率的急剧逆转；尽管在与一些（R *，S *）二醇的反应中形成了大量的草酸酯聚合物，但是可以通过使用2,4,6-可力丁代替吡啶来消除该缺点。1,1'-草酰二咪唑可用于合成两种选定的环状草酸酯2e，f。发现三环和四环以外的环状草酸酯2具有很高的反应活性：对1,4-二恶烷-2,3-二酮（2a）以及其单-和某些5,6-水解的动力学研究。双取代衍生物2已显示出，它们在25摄氏度下于乙酸盐缓冲液-乙腈（pH 5.69）中的水解速度比草酸二乙酯（12）快260-1500倍。尽管环状草酸酯21是由顺式1,2-环戊二醇（11 ）的反应性是2a的1
• Oriented polyglycolic acid film and production process thereof
  申请人：Kureha Kagaku Kogyo K.K.

  公开号：US05853639A1

  公开（公告）日：1998-12-29

  The invention provides an oriented polyglycolic acid film formed from a thermoplastic resin material which comprises polyglycolic acid having a repeating unit represented by the following formula (1): ##STR1## and the following physical properties: (a) the melt viscosity, .rho.* \x9bas measured at a temperature of (the melting point, Tm of the polymer+20.degree. C.) and a shear rate of 100/sec! being 500-100,000 Pa.s; (b) the melting point, Tm being at least 150.degree. C.; (c) the melt enthalpy, .DELTA.Hm being at least 20 J/g; and (d) the density being at least 1.50 g/cm.sup.3 as measured in an unoriented, crystallized form, wherein the film has tensile strength of at least 150 MPa, and production processes thereof.

  本发明提供一种取向聚乙二醇酸薄膜，该薄膜由热塑性树脂材料形成，该树脂材料包括由以下式子（1）表示的重复单元的聚乙二醇酸：##STR1##以及以下物理性质：（a）熔融粘度，在（聚合物的熔点Tm+20°C）和100 / sec的剪切速率下测量，为500-100,000 Pa.s; （b）熔点Tm至少为150°C; （c）熔融焓ΔHm至少为20 J / g; （d）密度至少为1.50 g / cm.sup.3，在未取向的结晶形态下测量，其中该膜的拉伸强度至少为150 MPa，并提供其生产工艺。
• Injection-molded product of polyglycolic acid and production process
  申请人：Kureha Kagaku Kogyo K.K.

  公开号：US06046251A1

  公开（公告）日：2000-04-04

  An injection-molded product is obtained by injection molding a thermoplastic resin material. The thermoplastic resin material comprises a polyglycolic acid homopolymer or copolymer having a repeating unit represented by the following formula (1): ##STR1## in a proportion not lower than 70 wt. % and a repeating unit derived from at least one cyclic comonomer selected from the group consisting of ethylene oxalate and lactide in a proportion not higher than 30 wt. %, and having the following physical properties: (a) a melt viscosity, n*, measured at a temperature of the melting point, Tm, of the polyglycolic acid homopolymer or copolymer +20.degree. C. and a shear rate of 1,000/sec, of 30-10,000 Pa.multidot.s; (b) a melting point, Tm, of at least 150.degree. C.; (c) a melt enthalpy, .DELTA.Hm, of at least 20 J/g; and (d) a density of at least 1.50 g/cm.sup.3 as measured in an unoriented, crystallized form. The injection-molded product has Izod impact strength, unnotched, 25.degree. C., of at least 20 kJ/m.sup.2, tensile strength of a least 60 MPa, tensile elongation of at least 5%, flexural strength of at least 100 MPa, and flexural modulus of at least 5 GPa, and is obtained by injection molding at an injection temperature ranging from the melting point, Tm, of the homopolymer or copolymer to 255.degree. C.

  注塑成型产品是通过注塑热塑性树脂材料得到的。该热塑性树脂材料包括重复单元由以下公式（1）表示的聚乙二酸酯均聚物或共聚物，其占比不低于70重量％，并且来自于由乙二酸乙酯和乳酸组成的环状共聚单体之一的重复单元的占比不高于30重量％，并且具有以下物理性质：（a）在聚乙二酸酯均聚物或共聚物的熔点Tm+20℃和剪切速率为1,000 /秒的温度下测得的熔融粘度n*为30-10,000 Pa.multidot.s;（b）熔点Tm至少为150℃;（c）熔融焓ΔHm至少为20 J/g;（d）在未定向结晶形态下测得的密度至少为1.50 g/cm.sup.3。注塑成型产品具有Izod冲击强度，无切口，25℃下至少为20 kJ/m.sup.2，拉伸强度至少为60 MPa，拉伸伸长率至少为5％，弯曲强度至少为100 MPa，弯曲模量至少为5 GPa，并且通过在聚合物或共聚物的熔点Tm到255℃的注塑温度范围内进行注塑而得到。