2-(chloromethyl)-5,5-dimethyl-2-oxide-1,3,2-dioxaphosphorinane | 7191-16-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: 2-(chloromethyl)-5,5-dimethyl-2-oxide-1,3,2-dioxaphosphorinane
• 英文别名: 5,5-dimethyl-2-chloromethyl-2-oxo-1,3,2-dioxaphosphorinane；chloromethyl-2 oxo-2 dimethyl-5,5 dioxaphosphorinane-1,3,2；2-chloromethyl-5,5-dimethyl-[1,3,2]dioxaphosphinane 2-oxide；chloromethyl-phosphonic acid-(2,2-dimethyl-propanediyl ester)；2-Chlormethyl-5,5-dimethyl-2-oxo-[1,3,2λ⁵]dioxaphosphorinan；Chlormethyl-phosphonsaeure-(2,2-dimethyl-propandiylester)；1,3-Propanediol, 2,2-dimethyl-, cyclic chloromethyl phosphonate；2-(chloromethyl)-5,5-dimethyl-1,3,2λ5-dioxaphosphinane 2-oxide
• CAS: 7191-16-4
• 化学式: C₆H₁₂ClO₃P
• 分子量: 198.586
• InChiKey: PJRZVIMIZYGXOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 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：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(chloromethyl)-5,5-dimethyl-2-oxide-1,3,2-dioxaphosphorinane 在 盐酸 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 生成 dimethyl-3,3 dioxaphosphorinane-1,3,2 O,O-diethylchloromethylenediphosphonate
  参考文献：
  名称：

  Alkylidènediphosphonates et vinylphosphonates: une démarche synthétiques sélective par voie carbanionique

  摘要：

  DOI：

  10.1016/0022-328x(86)80147-4
• 作为产物：
  描述：

  2,2-二甲基-1,3-丙二醇 、 氯甲基膦酸二氯化物 反应 1.0h， 以93%的产率得到2-(chloromethyl)-5,5-dimethyl-2-oxide-1,3,2-dioxaphosphorinane
  参考文献：
  名称：

  Carbanions phosphonates α-lithiés: synthèse, basicité comparée et stabilité à l'autocondensation

  摘要：

  DOI：

  10.1016/0022-328x(86)80314-x

文献信息

• The Ever-Surprising Chemistry of Boron: Enhanced Acidity of Phosphine⋅Boranes
  作者：Marcela Hurtado、Manuel Yánez、Rebeca Herrero、Andrés Guerrero、Juan Z. Dávalos、José-Luis M. Abboud、Brahim Khater、Jean-Claude Guillemin

  DOI：10.1002/chem.200802307

  日期：2009.4.27

  The acidity‐enhancing effect of BH3 in gas‐phase phosphine⋅boranes compared to the corresponding free phosphines is enormous, between 13 and 18 orders of magnitude in terms of ionization constants. Thus, the enhancement of the acidity of protic acids by Lewis acids usually observed in solution is also observed in the gas phase. For example, the gas‐phase acidities (GA) of MePH2 and MePH2⋅BH3 differ

  酸度提高效果BH的3在气相膦⋅硼烷相比于相应的游离的膦是巨大的，大小为13级18之间的订单在电离常数的条款。因此，在气相中也观察到通常在溶液中观察到的路易斯酸对质子酸酸度的增强。例如，麦菲的气相酸度（GA）2和麦菲2 ⋅ BH 3由约118千焦摩尔不同-1（见图）。
• Phosphorus-Containing Derivatives of 2,2-Dimethyl-1,3-propanediol
  作者：RICHARD L. McCONNELL、H. W. COOVER

  DOI：10.1021/jo01087a014

  日期：1959.5
• Carbanions phosphonates α-lithiés: synthèse, basicité comparée et stabilité à l'autocondensation
  作者：Marie-Paule Teulade、Philippe Savignac、Elie Elia Aboujaoude、Noël Collignon

  DOI：10.1016/0022-328x(86)80314-x

  日期：1986.10
• A general one-pot synthesis of 1,3-butadienyl phosphanes
  作者：Marie-Paule Teulade、Philippe Savignac

  DOI：10.1016/s0040-4039(01)93884-5

  日期：1989.1
• Submillimeterwave spectrum of CH2PH and equilibrium structures of CH2PH and CH2NH
  作者：L. Margulès、J. Demaison、P.B. Sreeja、J.-C. Guillemin

  DOI：10.1016/j.jms.2006.05.008

  日期：2006.8

  The rotational spectrum of phosphaethene (CH2PH) was reinvestigated. One hundred and nineteen new lines were measured in the submillimeter range from 500 to 650 GHz. The determination of the centrifugal distortion constants is significantly improved. As the molecule is close to symmetric prolate top, both reduction A and S were compared. The equilibrium structure has been derived from experimental ground state rotational constants and ab initio rovibrational interaction parameters. This semi-experimental structure is in excellent agreement with the ab initio structure calculated at the CCSD(T) level of theory using a basis set of quintuple-zeta quality and a core correlation correction. The structure of CHZPH was compared to that of CH2NH which was also determined for this goal. It is found that the semi-experimental structure of CH2NH is less accurate than the ab initio structure. It is also found that the methylene group is much more asymmetric in CH2NH than in CH2PH. 2006 Elsevier Inc. All rights reserved.