1-(4-chlorophenyl)-2,2-dimethylpropane-1,3-diol | 31758-87-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-chlorophenyl)-2,2-dimethylpropane-1,3-diol
• 英文别名: (+/-)-1-(4-Chlor-phenyl)-2,2-dimethyl-propan-1,3-diol
• CAS: 31758-87-9
• 化学式: C₁₁H₁₅ClO₂
• 分子量: 214.692
• InChiKey: ZGUSKNKWSOITFK-UHFFFAOYSA-N

物化性质

• 沸点：
  353.0±27.0 °C(Predicted)
• 密度：
  1.195±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-chlorophenyl)-2,2-dimethylpropane-1,3-diol 在 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 2-Chloro-4-(4-chlorophenyl)-5,5-dimethyl-1,3,2lambda~5~-dioxaphosphinan-2-one
  参考文献：
  名称：

  Synthesis and Fugicidal Activities of 2-Silatranyl Propylamino-4-substitued Phenyl(Hydrogen)-5,5-dimethyl-1,3,2-dioxaphosphinanes-2-oxides (Sulfides)

  摘要：

  Phosphoryl-aminopropyl-silatranes 4 were synthesized by nucleophilic reactions of 2-Cl-1,3,2- dioxaphosphinanes 2 with gamma-aminopropyl-silatrane 3, which was obtained by the cyclization reaction of triethanolamine and gamma-aminopropyltriethoxysilane. The structures of the products were characterized by H-1 NMR, P-31 NMR, IR, MS, and elemental analyses. The target compounds 4 exhibited fungicidal activity.

  DOI：

  10.1080/104265090968343
• 作为产物：
  描述：

  4-氯苯甲醛 、 异丁醛 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 以68%的产率得到1-(4-chlorophenyl)-2,2-dimethylpropane-1,3-diol
  参考文献：
  名称：

  Optical enrichment in enzyme-catalyzed resolution of 1-aryl-2,2-dimethyl-1,3-propanediols

  摘要：

  Novozym® 435在不同有机溶剂中高效催化了1-芳基-2,2-二甲基-1,3-丙二醇与醋酸乙烯酯在室温下的化学、位置和对映选择性酯交换反应。这种酶催化的化学转化方法为光学富集的丙二醇衍生物提供了高效途径。

  DOI：

  10.1139/cjc-2016-0341

文献信息

• Unsaturated cyclic ?-hydroxyphosphonates
  作者：De-Qing Shi、Zi-Liang Sheng、Xiao-Peng Liu、Hong Wu

  DOI：10.1002/hc.10139

  日期：——

  In an attempt to find novel plant growth regulators, a series of unsaturated cyclic α-hydroxyphosphonates were synthesized by the addition reactions of 4-aryl-5,5-dimethyl-1,3,2-dioxaphosphinane 2-oxides with 5-aryl-2E,4E-pentadienaldehydes. The cis and trans isomers of the products were isolated. The structures of all products were confirmed by elemental analyses and by NMR and IR spectroscopy or

  为了寻找新的植物生长调节剂，通过 4-芳基-5,5-二甲基-1,3,2-二氧膦烷 2-氧化物与 5-芳基-的加成反应合成了一系列不饱和环状 α-羟基膦酸酯。 2E,4E-戊二烯醛。分离产物的顺式和反式异构体。所有产品的结构均通过元素分析和核磁共振和红外光谱或质谱证实。初步生物测定结果表明标题化合物对小麦胚芽鞘的伸长具有潜在的抑制活性。© 2003 Wiley Periodicals, Inc. 杂原子化学 14:266–268, 2003; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.10039
• Lithium Acetate-catalyzed Crossed Aldol Reaction between Aldehydes and Trimethylsilyl Enolates Generated from Other Aldehydes
  作者：Yoshikazu Kawano、Hidehiko Fujisawa、Teruaki Mukaiyama

  DOI：10.1246/cl.2005.614

  日期：2005.4

  Crossed aldol reaction between aromatic aldehydes having an electron-withdrawing group and trimethylsilyl enolates generated from several aldehydes proceeded smoothly in dry or water-containing DMF...

  具有吸电子基团的芳香醛与由几种醛生成的三甲基甲硅烷基烯醇化物之间的交叉羟醛反应在干燥或含水的DMF中顺利进行...
• Phase-Transfer Synthesis of Optically Pure Oxetanes Obtained from 1,2,2-Trisubstituted 1,3-Propanediols
  作者：Hu Xianming、Richard M. Kellogg

  DOI：10.1055/s-1995-3939

  日期：1995.5

  Treatment of the 3-monomethanesulfonates of 1,2,2-trisubstituted 1,3-propanediols under phase-transfer conditions affords 2-aryl (or alkyl)-3,3-dialkyloxetanes. Twelve oxetanes have been obtained by this method; three of these oxetanes have been obtained enantiomerically pure as both enantiomers starting from the appropriate enantiomerically pure 1,3-diols. In these reactions the chiral center does not undergo inversion and the oxetanes have the same absolute configuration as the starting 1,3-diols.

  在相转移条件下对1,2,2-三取代1,3-丙二醇的3-单甲磺酸酯进行处理，可以得到2-芳基（或烷基）-3,3-二烷氧杂环丁烷。通过这种方法获得了十二种氧杂环丁烷；其中三种氧杂环丁烷是作为两个对映体从相应的对映体纯的1,3-二醇中获得的。在这些反应中，手性中心不发生反转，氧杂环丁烷与起始的1,3-二醇具有相同的绝对构型。
• A Novel Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazolines by the Regioselective Cyclization of 1,4-Disubstituted Thiosemicarbazides
  作者：You Huang、Ruyu Chen、Dexin Feng、Yaqin Yu、Haibin Song

  DOI：10.1055/s-2007-983714

  日期：2007.6

  A novel and efficient route for the regioselective synthesis of 5-aryl-2-[(4-aryl-2-oxo-1,3,2-dioxaphosphinan-2-yl)imino]-2,3-dihydro-1,3,4-oxadiazoles in high yield and purity by the de­sulfurization and cyclization of 1-benzoyl-4-[(4-aryl-2-oxo-1,3,2-dioxaphosphinan-2-yl)thiosemicarbazides under mild conditions is reported. The products are isolated as the trans-isomer only.

  报道了一种新颖而高效的方法，通过温和条件下对1-苯甲酰-4-[(4-芳基-2-氧-1,3,2-二氧磷烷-2-基)氨基]硫半脲的脱硫和环化，选择性合成高产率和高纯度的5-芳基-2-[(4-芳基-2-氧-1,3,2-二氧磷烷-2-基)亚氨基]-2,3-二氢-1,3,4-噁二氮杂烯。产品仅以反式异构体形式分离。
• The design of resolving agents. Chiral cyclic phosphoric acids
  作者：Wolter Ten Hoeve、Hans Wynberg

  DOI：10.1021/jo00223a018

  日期：1985.11