4,5-dimethyl-2-methoxy-1,3,2-dioxaphospholane | 41821-87-8

• 分子结构分类: 有机化合物 - 有机磷化合物 - 亚磷酸三烷基酯
• 英文名称: 4,5-dimethyl-2-methoxy-1,3,2-dioxaphospholane
• 英文别名: 2-Methoxy-4,5-dimethyl-1,3,2-dioxaphospholane
• CAS: 41821-87-8
• 化学式: C₅H₁₁O₃P
• 分子量: 150.114
• InChiKey: PKYVNGPSAQXCIF-UHFFFAOYSA-N

物化性质

• 沸点：
  118.6±7.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,5-dimethyl-2-methoxy-1,3,2-dioxaphospholane 在 十二/十四烷基二甲基氧化胺 作用下， 以 丙酮 、 乙腈 为溶剂， 生成 4,5-dimethyl-2-hydroxy-2-oxo-1,3,2-dioxaphospholane
  参考文献：
  名称：

  Brault,J.-F.; Chabrier,P., Bulletin de la Societe Chimique de France, 1974, p. 677 - 680

  摘要：

  DOI：
• 作为产物：
  描述：

  三甲氧基磷 、 2,3-丁二醇 生成 4,5-dimethyl-2-methoxy-1,3,2-dioxaphospholane
  参考文献：
  名称：

  Larsen, Rolf Olaf; Aksnes, Gunnar, Phosphorus and Sulfur and the Related Elements, 1983, vol. 15, p. 219 - 228

  摘要：

  DOI：

文献信息

• The preparation of some cyclic phosphonates and their use in olefin synthesis
  作者：Eli Breuer、Dov M. Bannet

  DOI：10.1016/0040-4020(78)88154-x

  日期：1978.1

  The preparation and the use in olefin synthesis of two 5-membered cyclic phosphonates, 2-carbethoxy-methyl 4,5-dimethyle-2-oxo-1,3,2-dioxaphospholane (4b) and 2-cyanomethyl-4,5-dimethyl-2-oxo-1,3,2-diox-aphospholane (4c) and the 6-membered phosphonates, 2-carbalkoxymethyl-5,5-dimethyl-2-oxo-1,3,2-diox-aphosphorinanes (5a and 5b) and 2-cyanomethyl-5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinane (5c) are

  两种5元环状膦酸酯的制备及其在烯烃合成中的用途：2-碳乙氧基-甲基4,5-二甲基--2-氧代-1,3,2-二氧杂膦酸酯（4b）和2-氰基甲基-4,5-二甲基-2-氧代-1,3,2-二氧-磷杂环戊烷（4c）和6元膦酸酯，2-carbalkoxymethyl-5,5-methyldimethyl-2-oxo-1,3,2-diox-aphosphorinanes（5a描述了图5a和图5b）和2-氰基甲基-5,5-二甲基-2-氧代-1,3,2-二氧杂磷烷基（5c）。4b与芳族和脂族醛的反应导致优先形成顺式烯烃。其他环状膦酸酯与醛的反应导致顺式和反式的各种混合物 烯烃。
• Chemiluminescence in Autoxidation of Phosphonate Carbanions. Phospha-1,2-dioxetanes as the Most Likely High-Energy Intermediates
  作者：Jiro Motoyoshiya、Tsuneaki Ikeda、Shuji Tsuboi、Tatsuya Kusaura、Yoshino Takeuchi、Satoko Hayashi、Sachiko Yoshioka、Yutaka Takaguchi、Hiromu Aoyama

  DOI：10.1021/jo030046l

  日期：2003.7.1

  Autoxidation of the phosphonate carbanions derived from 9-phosphono-10-hydroacridanes provided chemiluminescence ascribed to the excited acridone anion. The intramolecular CIEEL (chemically initiated electron exchange luminescence) mechanism can be applied to this chemiluminescence because of the much higher emission efficiency compared to that of 9-phosphono-10-methylacridanes. The effect of the phosphonate

  衍生自9-膦酰基-10-氢rid啶烷的膦酸酯碳负离子的自氧化作用提供了归因于激发的a啶酮阴离子的化学发光。分子内CIEEL（化学引发的电子交换发光）机制可以应用于这种化学发光，因为与9-膦酰基-10-甲基ac啶相比，其发射效率要高得多。膦酸酯取代基对发光效率的影响，特别是对化学发光衰减速率的影响，可以解释为源自磷原子的化合价偏差，这与取代基对烯烃的烯化反应中几何选择性的影响有关。膦酸碳负离子。在二乙基二苯基甲基膦酸酯和芴基膦酸酯的碳负离子的自氧化中，还检测到在存在荧光团的情况下增强的化学发光。尽管证据是间接的，但这些结果强烈支持以下观点，即1,2-二氧杂环丁烷是最有可能产生激发分子的高能中间体。
• Process for the preparation of 1.R, cis cyclopropane di-carboxylic acid
  申请人：Roussel Uclaf

  公开号：US05026862A1

  公开（公告）日：1991-06-25

  A novel process for the preparation of compounds in all their possible isomeric forms of the formula ##STR1## wherein R is selected from the group consisting of hydrogen, alkyl of 1 to 18 carbon atoms, an easily cleavable derivative of the alcohol R-OH and a residue of an alcohol used in the pyrethrinoid series and when Y is --COOR' or --COSR', W is hydrogen and W is halogen when Y is --COOR' and R' is selected from the group consisting of hydrogen, optionally unsaturated alkyl of 1 to 18 carbon atoms and optionally substituted with at least one functional group, aryl optionally substituted with at least one functional group and heterocycle optionally substituted with at least one functional group and when W is hydrogen, the double bond has Z configuration and when W is halogen, the double bond has the E configuration comprising reacting a compound of the formula ##STR2## wherein R has the above definition with a compound of the formula ##STR3## wherein W and Y have the above definitions and A is alkylene of 1 to 18 carbon atoms attached to the two oxygen atoms fixed on the phosphorus atom to obtain a compound of formula I with the double bond having the Z configuration when W is hydrogen and having the E configuration when W is halogen, the cyclopropane and the carboxyl of Y being in both cases in the cis position with respect to the double bond and novel intermediates.

  一种用于制备公式##STR1##中所有可能的同分异构体的新型过程，其中R选自氢，1至18个碳原子的烷基，易于断裂的醇R-OH的衍生物以及在拟除虫菊酯系列中使用的醇的残基，当Y为--COOR'或--COSR'时，W为氢，当Y为--COOR'时，R'选自氢，可选的不饱和1至18个碳原子的烷基，并可选地被至少一个官能团取代，芳基可选地被至少一个官能团取代，杂环可选地被至少一个官能团取代。当W为氢时，双键具有Z构型，当W为卤素时，双键具有E构型，包括将具有上述定义的化合物##STR2##与具有上述定义的化合物##STR3##反应，其中W和Y具有上述定义，A是1至18个碳原子的脂肪基，附加在固定在磷原子上的两个氧原子上，以获得具有Z构型的公式I化合物，当W为氢时，具有E构型的双键，当W为卤素时，环丙烷和Y的羧基在两种情况下均处于顺式位置相对于双键，以及新型中间体。
• Insecticidal cyclopropane carboxylates
  申请人：Roussel Uclaf

  公开号：US04602038A1

  公开（公告）日：1986-07-22

  Novel cyclopropane carboxylates in all isomeric forms of the formula ##STR1## wherein A is selected from the group consisting of --O--, --S--, ##STR2## and --SO.sub.2 --, R.sub.1 is selected from the group consisting of optionally unsaturated alkyl of 1 to 18 carbon atoms optionally containing at least one heteroatom in the carbon chain and optionally substituted with at least one halogen, aryl of 6 to 18 carbon atoms and aralkyl of 7 to 18 carbon atoms and R.sub.2 is selected from the group consisting of hydrogen, optionally unsaturated alkyl of 1 to 12 carbon atoms, optionally unsaturated cycloalkyl of 3 to 12 carbon atoms and residue of other alcohols used in pyrethrinoids having pesticidal activity for combatting insects, acariens of vegetables and warm-blooded animals and nematodes and novel intermediates.

  分子式为 ##STR1## 的所有同分异构体的新型环丙烷羧酸酯，其中 A 选自--O--，--S--，##STR2##和--SO.sub.2 --的群组，R.sub.1 选自1至18个碳原子的可选不饱和烷基，可选含有至少一个杂原子的碳链，并可选地用至少一个卤素取代的芳基和7至18个碳原子的芳基烷基，R.sub.2 选自氢，1至12个碳原子的可选不饱和烷基，3至12个碳原子的可选不饱和环烷基和用于对抗昆虫、蔬菜、温血动物和线虫的杀虫活性的其他醇的残基，以及新型中间体。
• Reactions of 1,3,2-dioxaphospholane derivatives with thiocyanatoalcohols
  作者：O. N. Nuretdinova、V. G. Novikova

  DOI：10.1007/bf00698895

  日期：1993.12

  The reactions of 2-dimethylamino-, 2-methoxy-, 2-chloro-4,5-dimethyl-1,3,2-dioxaphospholanes with 4-thiocyanato-2-butanol in all cases yield 2-(1-methyl-3-thiocyanatopropoxy)4,5-dimethyl-1,3,2-dioxaphospholane. The latter reacts with elemental sulfur to form the corresponding thiophosphate.