4-(1',1'-dimethylethyl)pentanol | 66793-75-7

• 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: 4-(1',1'-dimethylethyl)pentanol
• 英文别名: 4,5,5-trimethyl-hexan-1-ol；4,5,5-Trimethyl-1-hexanol；4,5,5-trimethylhexan-1-ol
• CAS: 66793-75-7
• 化学式: C₉H₂₀O
• 分子量: 144.257
• InChiKey: IECJUMYEWJOKHM-UHFFFAOYSA-N

物化性质

• 沸点：
  202.4 °C
• 密度：
  0.824±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-(1',1'-dimethylethyl)pentanol 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以79%的产率得到4-(1',1'-dimethylethyl)pentanal
  参考文献：
  名称：

  Stereochemistry of the reversible cyclization of .omega.-formylalkyl radicals

  摘要：

  The reactions of 6-bromo-4-(1',1'-dimethylethyl)hexanal (4), 5-bromo-3-(1',1'-dimethylethyl)pentanal (11), and 5-bromo-4-(1',1'-dimethylethyl)pentanal (17) with tributylstannane have been investigated in detail. The major products are the debrominated aldehydes and cycloalkanols which arise from the cyclization of the intermediate omega-formylalkyl radicals. The stersochemical outcome of the cyclization of these radicals is dependent on the stannane concentration. At high concentrations of stannane the cyclization is essentially irreversible with the cycloalkoxy radicals being trapped before beta-scission can occur. Under these conditions the relative amount of cis and trans cycloalkanols formed are equal to the ratio of the rate constants for the two modes of cyclization; both 4 and 17 show a small preference for trans cyclization, but 11 gives equal amounts of the two diastereomers. When the stannane concentration is lowered, the lifetime of the cycloalkoxy radicals increases allowing beta-scission to occur. Thus, the cis and trans cycloalkoxy radicals approach a thermodynamic equilibrium which is reflected in the relative yields of the cis and trans cycloalkanols.

  DOI：

  10.1021/jo00044a034
• 作为产物：
  描述：

  3-Tert-butyl-6-methoxy-6-oxohexanoic acid 在 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 草酰氯 、 三氯溴甲烷 、 2-mercaptopyridine-1-oxide sodium salt 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 0.75h， 生成 4-(1',1'-dimethylethyl)pentanol
  参考文献：
  名称：

  Stereochemistry of the reversible cyclization of .omega.-formylalkyl radicals

  摘要：

  The reactions of 6-bromo-4-(1',1'-dimethylethyl)hexanal (4), 5-bromo-3-(1',1'-dimethylethyl)pentanal (11), and 5-bromo-4-(1',1'-dimethylethyl)pentanal (17) with tributylstannane have been investigated in detail. The major products are the debrominated aldehydes and cycloalkanols which arise from the cyclization of the intermediate omega-formylalkyl radicals. The stersochemical outcome of the cyclization of these radicals is dependent on the stannane concentration. At high concentrations of stannane the cyclization is essentially irreversible with the cycloalkoxy radicals being trapped before beta-scission can occur. Under these conditions the relative amount of cis and trans cycloalkanols formed are equal to the ratio of the rate constants for the two modes of cyclization; both 4 and 17 show a small preference for trans cyclization, but 11 gives equal amounts of the two diastereomers. When the stannane concentration is lowered, the lifetime of the cycloalkoxy radicals increases allowing beta-scission to occur. Thus, the cis and trans cycloalkoxy radicals approach a thermodynamic equilibrium which is reflected in the relative yields of the cis and trans cycloalkanols.

  DOI：

  10.1021/jo00044a034

文献信息

• Production of nonyl alcohols and esters thereof
  申请人：ICI LTD

  公开号：US02792417A1

  公开（公告）日：1957-05-14
• [EN] FIBER SIZE COMPOSITION, FIBER SIZE DISPERSION, FIBER SIZE SOLUTION, FIBER BUNDLE, FIBER PRODUCT, AND COMPOSITE MATERIAL<br/>[FR] COMPOSITION DE TAILLE DE FIBRE, DISPERSION DE TAILLE DE FIBRE, SOLUTION DE TAILLE DE FIBRE, FAISCEAU DE FIBRES, PRODUIT À BASE DE FIBRES ET MATÉRIAU COMPOSITE<br/>[JA] 繊維用集束剤組成物、繊維用集束剤分散体、繊維用集束剤溶液、繊維束、繊維製品及び複合材料
  申请人：SANYO CHEMICAL IND LTD

  公开号：WO2020026991A1

  公开（公告）日：2020-02-06

  本発明の目的は、繊維束の毛羽立ちを抑制できる繊維用集束剤組成物を提供することにある。 本発明の繊維用集束剤組成物は、下記一般式（１）で表される脂肪族アルコールアルキレンオキサイド付加物（Ａ）と、化合物（Ｂ）とを含有する繊維用集束剤組成物であって、 前記（Ｂ）が、ポリエステル（Ｂ１）、ポリウレタン（Ｂ２）、エポキシ基を有する化合物（Ｂ３）、（メタ）アクリロイル基を有する化合物（Ｂ４）及び前記脂肪族アルコールアルキレンオキサイド付加物（Ａ）を除くポリエーテル化合物（Ｂ５）からなる群から選ばれる少なくとも１種である。　Ｒ１Ｏ（ＡＯ）ｍＨ　（１） ［一般式（１）中、Ｒ１はメチル基を３個以上有する炭素数８～１１の脂肪族炭化水素基であり；ＡＯは、炭素数２～４のアルキレンオキシ基であり；ｍはアルキレンオキサイドの数平均付加モル数を表し、３～１０の数である。］
• Stereochemistry of the reversible cyclization of .omega.-formylalkyl radicals
  作者：A. L. J. Beckwith、K. D. Raner

  DOI：10.1021/jo00044a034

  日期：1992.8

  The reactions of 6-bromo-4-(1',1'-dimethylethyl)hexanal (4), 5-bromo-3-(1',1'-dimethylethyl)pentanal (11), and 5-bromo-4-(1',1'-dimethylethyl)pentanal (17) with tributylstannane have been investigated in detail. The major products are the debrominated aldehydes and cycloalkanols which arise from the cyclization of the intermediate omega-formylalkyl radicals. The stersochemical outcome of the cyclization of these radicals is dependent on the stannane concentration. At high concentrations of stannane the cyclization is essentially irreversible with the cycloalkoxy radicals being trapped before beta-scission can occur. Under these conditions the relative amount of cis and trans cycloalkanols formed are equal to the ratio of the rate constants for the two modes of cyclization; both 4 and 17 show a small preference for trans cyclization, but 11 gives equal amounts of the two diastereomers. When the stannane concentration is lowered, the lifetime of the cycloalkoxy radicals increases allowing beta-scission to occur. Thus, the cis and trans cycloalkoxy radicals approach a thermodynamic equilibrium which is reflected in the relative yields of the cis and trans cycloalkanols.