2-hydroxy-1,1-dimethoxynonane | 115672-03-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-hydroxy-1,1-dimethoxynonane
• 英文别名: 2-Nonanol, 1,1-dimethoxy-；1,1-dimethoxynonan-2-ol
• CAS: 115672-03-2
• 化学式: C₁₁H₂₄O₃
• 分子量: 204.31
• InChiKey: OBIPBUVHXCYFKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-hydroxy-1,1-dimethoxynonane 在 oxonium 、 sodium hydride 作用下， 生成 2-Benzyloxy-nonanal
  参考文献：
  名称：

  甲氧基（三甲基甲硅烷基）甲烷和甲氧基双（三甲基甲硅烷基）甲烷作为新的同源试剂

  摘要：

  利用碳-硅键通过阳极氧化的氧化裂解，已经开发出新的甲酰基阴离子（甲氧基（三甲基甲硅烷基）甲烷（1））和烷氧基羰基阴离子（甲氧基双（三甲基甲硅烷基）甲烷（2））。

  DOI：

  10.1016/s0040-4039(00)95164-5
• 作为产物：
  描述：

  正辛醛 在 仲丁基锂 、 四乙基对甲苯磺酸铵 作用下， 生成 2-hydroxy-1,1-dimethoxynonane
  参考文献：
  名称：

  New one carbon homologation reagents utilizing electrochemical oxidation of organosilicon compounds

  摘要：

  Phenylthio(trimethylsilyl)methane, phenylthiosbis(trimethylsily)methane, methoxy(trimethysily)methane, and methoxybis(trimethylsilyl)methane are depronated and the resulting anions are alkylated with electrophiles such as organic halides. The alkylation products are readily converted into the corresponding dimethyl acetals or methyl esters by electrochemical oxidation in methanol.

  DOI：

  10.1016/s0040-4020(01)87051-4

文献信息

• α-Hydroxylation of carbonyls using iodine
  作者：Michael J. Zacuto、Dongwei Cai

  DOI：10.1016/j.tetlet.2004.11.092

  日期：2005.1

  The alpha-hydroxylation of ketones and aldehydes to alpha-hydroxyketals mediated by iodine under basic conditions in MeOH is described. Enolates generated under the reaction conditions are iodinated and the resulting alpha-iodocarbonyl is transformed into the hydroxyketal. The use of iodine for this chemistry represents an economical and practical alternative to existing methods for this transformation. (C) 2004 Elsevier Ltd. All rights reserved.
• New one carbon homologation reagents utilizing electrochemical oxidation of organosilicon compounds
  作者：Jun-ichi Yoshida、Shin-ichiro Matsunaga、Toshiki Murata、Sachihiko Isoe

  DOI：10.1016/s0040-4020(01)87051-4

  日期：1991.1

  Phenylthio(trimethylsilyl)methane, phenylthiosbis(trimethylsily)methane, methoxy(trimethysily)methane, and methoxybis(trimethylsilyl)methane are depronated and the resulting anions are alkylated with electrophiles such as organic halides. The alkylation products are readily converted into the corresponding dimethyl acetals or methyl esters by electrochemical oxidation in methanol.
• Methoxy(trimethylsilyl)methane and methoxybis(trimethylsilyl)methane as new reagents for homologation
  作者：Jun-ichi Yoshida、Shin-ichiro Matsunaga、Sachihiko Isoe

  DOI：10.1016/s0040-4039(00)95164-5

  日期：1989.1

  New synthons of formyl anion (methoxy(trimethylsilyl)methane (1)) and alkoxylcarbonyl anion (methoxybis(trimethylsilyl)methane (2)) have been developed using oxidative cleavage of the carbon-silicon bond by anodic oxidation.

  利用碳-硅键通过阳极氧化的氧化裂解，已经开发出新的甲酰基阴离子（甲氧基（三甲基甲硅烷基）甲烷（1））和烷氧基羰基阴离子（甲氧基双（三甲基甲硅烷基）甲烷（2））。