1-(1-羟基环己基)-1-丁酮 | 68487-06-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(1-羟基环己基)-1-丁酮
• 英文名称: 1-(1-hydroxycyclohexyl)-1-butanone
• 英文别名: 1-(1-hydroxy-cyclohexyl)-butan-1-one；1-(1-Hydroxy-cyclohexyl)-butan-1-on；1-(1-Hydroxycyclohexyl)butan-1-one
• CAS: 68487-06-9
• 化学式: C₁₀H₁₈O₂
• 分子量: 170.252
• InChiKey: APZFRSGBKNWVGP-UHFFFAOYSA-N

物化性质

• 沸点：
  66-68 °C(Press: 10 Torr)
• 密度：
  0.9822 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(1-羟基环己基)-1-丁酮 、 2-氰基丙酸乙酯 以54%的产率得到
  参考文献：
  名称：

  AVETISYAM A. A.;NAZARYAN R. G.;DANGYAN M. T., ARM. XIM. ZH., 1983, 36, NO 6, 382-386

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(1-chloro-1,2-epoxybutyl)-1-cyclohexanol 在 sodium phenylselenide 作用下， 以 乙醇 为溶剂， 以98%的产率得到1-(1-羟基环己基)-1-丁酮
  参考文献：
  名称：

  Nucleophilic Ring-Opening of Chlorooxiranes: A New Synthesis of α-Hydroxy α′-Substituted Ketones from Carbonyl Compounds and 1-Chloroalkylp-Tolyl Sulfoxides

  摘要：

  1-chloroalkyl p-tolyl sulfoxides 与羰基化合物的加成反应产生了加合物，然后通过两个步骤将其转化为氯环氧乙烷，总产率很高。用各种亲核剂处理氯环氧乙烷，可以得到α-羟基α′-取代酮或α-羟基酮，收率很高。

  DOI：

  10.1246/bcsj.64.1582

文献信息

• Electroorganic chemistry. 140. Electroreductively promoted intra- and intermolecular couplings of ketones with nitriles.
  作者：Tatsuya Shono、Naoki Kise、Taku Fujimoto、Naoto Tominaga、Hiroshi Morita

  DOI：10.1021/jo00052a036

  日期：1992.12

  Electroreduction of gamma and delta-cyano ketones in i-PrOH with Sn cathode gave alpha-hydroxy ketones and their dehydroxylated ketones as the intramolecularly coupled products. Guaiazulene, (-)-valeranone, polyquinanes, dihydrojasmone, methyl dihydrojasmonate, and rosaprostol have been synthesized by utilizing this electroreductive intramolecular coupling of gamma and delta-cyano ketones in one of the key steps. Similarly, electroreduction of a mixture of ketone and nitrile gave the corresponding intermolecularly coupled product. The product obtained by the electroreductive intermolecular coupling of (+)-dihydrocarvone with acetonitrile has been found to be the precursor of an effective chiral ligand for the enantioselective addition of diethylzinc to aldehydes.
• Nasarow; Mazojan, Zhurnal Obshchei Khimii, 1957, vol. 27, p. 2115,2124,2951;engl.Ausg.S.2172,2279
  作者：Nasarow、Mazojan

  DOI：——

  日期：——
• Nucleophilic Ring-Opening of Chlorooxiranes: A New Synthesis of α-Hydroxy α′-Substituted Ketones from Carbonyl Compounds and 1-Chloroalkyl<i>p</i>-Tolyl Sulfoxides
  作者：Tsuyoshi Satoh、Asako Ogura、Youko Ikeda、Koji Yamakawa

  DOI：10.1246/bcsj.64.1582

  日期：1991.5

  The addition of 1-chloroalkyl p-tolyl sulfoxides to carbonyl compounds gave adducts which were then converted to chlorooxiranes in two steps with good overall yields. The treatment of the chlorooxiranes with various nucleophiles gave α-hygroxy α′-substituted ketones or α-hydroxy ketones in good yields.

  1-chloroalkyl p-tolyl sulfoxides 与羰基化合物的加成反应产生了加合物，然后通过两个步骤将其转化为氯环氧乙烷，总产率很高。用各种亲核剂处理氯环氧乙烷，可以得到α-羟基α′-取代酮或α-羟基酮，收率很高。
• AVETISYAM A. A.;NAZARYAN R. G.;DANGYAN M. T., ARM. XIM. ZH., 1983, 36, NO 6, 382-386
  作者：AVETISYAM A. A.、NAZARYAN R. G.、DANGYAN M. T.

  DOI：——

  日期：——