9-hydroxymethyl-10-nonadecanone | 891202-41-8

• 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: 9-hydroxymethyl-10-nonadecanone
• 英文别名: 9-(Hydroxymethyl)nonadecan-10-one；9-(hydroxymethyl)nonadecan-10-one
• CAS: 891202-41-8
• 化学式: C₂₀H₄₀O₂
• 分子量: 312.536
• InChiKey: FSRGTHLEMHGOFV-UHFFFAOYSA-N

物化性质

• 沸点：
  421.0±18.0 °C(Predicted)
• 密度：
  0.883±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  22
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  反式-2-癸烯醇 在 hydridochlorotris(triphenylphosphine)ruthenium(II) 、 palladium on activated charcoal 氢气 作用下， 以 苯 、 乙酸乙酯 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 16.0h， 以33%的产率得到9-hydroxymethyl-10-nonadecanone
  参考文献：
  名称：

  RuHCl（CO）（PPh3）3催化的不饱和伯醇异常二聚。

  摘要：

  在回流下用催化量的RuHCl（CO）（PPh3）3在苯中催化处理不饱和伯醇时，发生二聚反应，得到α-羟甲基酮为主要产物。

  DOI：

  10.1039/b602103d

文献信息

• RuHCl(CO)(PPh₃)₃-Catalyzed Reductive Dimerization of α,β-Unsaturated Aldehydes Leading to α-Hydroxymethyl Ketones
  作者：Ilhyong Ryu、Takashi Doi、Takahide Fukuyama、Satoshi Minamino

  DOI：10.1055/s-2006-951518

  日期：2006.11

  The reductive dimerization α,β-unsaturated aldehydes to give saturated ketones was achieved using RuHCl(CO)(PPh3)3 as a catalyst in the presence of secondary alcohols as hydrogen source. The reaction is likely to proceed via the hydroruthenation of α,β-unsaturated aldehydes followed by aldol reaction of the resultant ruthenium enolates with α,β-unsaturated aldehydes to give unsaturated α-hydroxymethyl ketones, which undergo transfer hydrogenation to give α-hydroxymethyl ketones.

  使用RuHCl(CO)(PPh3)3作为催化剂，在存在二次醇作为氢源的条件下，实现了α,β-不饱和醛的还原二聚化以生成饱和酮。该反应可能通过对α,β-不饱和醛的氢铑化反应进行，然后是生成的铑烯醇盐与α,β-不饱和醛的醛醇反应，形成不饱和的α-羟基甲基酮，随后经历转移氢化反应生成α-羟基甲基酮。
• ALUMINUM COMPOUNDS AND USE THEREOF
  申请人：Kao Corporation

  公开号：EP0980869A1

  公开（公告）日：2000-02-23

  An aluminum compounds represented by the following general formula (1):         Al(R1-SO3)l(R2)m(R3)n     (1) wherein R1 is a hydrocarbon group which may be substituted, R2 is a hydrocarbon group which may be substituted, an aliphatic hydrocarbonoxy group which may be substituted, or a halogen atom, R3 is an aromatic hydrocarbonoxy group which may be substituted, and l, m and n are independently a number of 0 to 3, with the proviso that l + m + n equals 3, and l is not 0, an acid catalyst comprising the aluminum compound, and a process for producing an ester, acetal, ketal, ether or alkyl glycoside making use of the catalyst. The catalyst is suitable for use in a variety of acid-catalyzed reactions of alcohols, i.e., reactions with carbonyl compounds, such as esterification, transesterification, acetalization and ketalization, etherification, ring-opening reactions of epoxy compounds, etc. in addition to the above-described respective reactions, is not deactivated by alcoholysis, has a sufficient activity, can easily control a reaction catalyzed thereby and scarcely causes side reactions. Consequently, the use of the catalyst permits the production of the intended product at a high yield from starting materials used in an almost equimolar proportion.

  由以下通式 (1) 代表的铝化合物： Al(R1-SO3)l(R2)m(R3)n (1) 其中 R1 是可被取代的烃基；R2 是可被取代的烃基、可被取代的脂肪族烃氧基或卤素原子；R3 是可被取代的芳香族烃氧基；l、m 和 n 独立地为 0 至 3 的数字，但 l + m + n 等于 3，且 l 不为 0；包含该铝化合物的酸催化剂；以及利用该催化剂生产酯、缩醛、缩酮、醚或烷基糖苷的工艺。 该催化剂适用于醇类的各种酸催化反应，即与羰基化合物的反应，如酯化、酯交换反应、乙缩醛化和酮化、醚化、环氧化合物的开环反应等，此外还适用于上述各种反应，不会因醇解而失活，具有足够的活性，易于控制由此催化的反应，并且几乎不会引起副反应。因此，使用这种催化剂可以用几乎等摩尔比例的起始原料生产出高产率的预期产品。
• Process for producing an ester, acetal, ketal, ether or alkyl glycoside
  申请人：KAO CORPORATION

  公开号：EP1600449B1

  公开（公告）日：2010-12-29
• An unusual dimerization of primary unsaturated alcohols catalyzed by RuHCl(CO)(PPh3)3
  作者：Takashi Doi、Takahide Fukuyama、Satoshi Minamino、Guillaume Husson、Ilhyong Ryu

  DOI：10.1039/b602103d

  日期：——

  When primary unsaturated alcohols were treated with a catalytic amount of RuHCl(CO)(PPh3)3 in benzene under reflux, dimerization reactions took place to give alpha-hydroxymethyl ketones as major product.

  在回流下用催化量的RuHCl（CO）（PPh3）3在苯中催化处理不饱和伯醇时，发生二聚反应，得到α-羟甲基酮为主要产物。