8-methyl-2-decanone | 374699-42-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 8-methyl-2-decanone
• 英文别名: 8-methyldecan-2-one
• CAS: 374699-42-0
• 化学式: C₁₁H₂₂O
• 分子量: 170.295
• InChiKey: TVMRAOINXDEUQB-UHFFFAOYSA-N

物化性质

• 熔点：
  8.52°C (estimate)
• 沸点：
  224.96°C (estimate)
• 密度：
  0.8293 (estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  8-methyl-2-decanone 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 2.0h， 以88%的产率得到8-methyl-decan-2-ol
  参考文献：
  名称：

  大环内酯类和醇类作为马达加斯加蛙蛙类拟人猕猴的气味腺成分及其种内多样性

  摘要：

  青蛙的声音信号的主要手段是声音信号，在较小程度上，视觉信号也是如此。但是，某些血统，例如马达加斯加的曼陀林蛙，也使用化学交流渠道。雄性在后腿上有股腺，最近已显示它们含有挥发性化合物，可作为信息素进行交流。交联剂中存在许多曼陀罗物种，到目前为止，人们认为物种识别主要是通过声信号发生的。通过GC / MS分析股线疣的腺体成分，发现存在挥发性大环内酯类和仲醇类。新的天然产物扁桃体内酯A（4）和B（6）以及几种甲基甲醇被鉴定出来，并通过合成确认了它们的结构。对来自马达加斯加不同地区的个体进行的分析显示，存在着以化合物的特定模式为特征的两组。虽然一组中包含醇和扁桃内酯B，但另一组显示大环内酯类磷脂I（1）和扁桃内酯A（4）的特定存在。某些人的遗传分析显示，遗传相关性与腺体成分之间没有一致性。来自相关物种的其他几个个体具有不同的腺体组成。这表明更广泛的相关物种可能会使用一套基本的生物合成机制。

  DOI：

  10.1021/np400131q
• 作为产物：
  描述：

  2-甲基丁醇 在 吡啶 、 potassium carbonate 、 magnesium 、 sodium iodide 、 potassium hydroxide 、 lithium bromide 作用下， 以 四氢呋喃 、 甲醇 、 水 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 18.5h， 生成 8-methyl-2-decanone
  参考文献：
  名称：

  通过交叉复分解，烷基化和偶联反应，以四种不同方式合成了西部玉米根虫信息素1,7-二甲基壬基丙酸酯。

  摘要：

  通过以下四个反应之一作为关键步骤，以四种不同方式合成了1,7-二甲基壬基丙酸酯（西方玉米根虫（Diabrotica virgifera virgifera LeConte）的雌性信息素）的四种立体异构体的混合物： i）使用Grubbs I催化剂交叉复分解，（ii）使用Grubbs II催化剂交叉复分解，（iii）炔阴离子的烷基化，和（iv）在四氯铜酸二锂存在下的格利雅偶联。尽管交叉复分解方法可以实现信息素的两个短合成（4或6个步骤），但通过格氏试剂偶联，可以实现最便宜和最有效的合成，从而以2％-甲基- 1-丁醇（8步）。

  DOI：

  10.1271/bbb.90805

文献信息

• COOLING SENSATION AGENT COMPOSITION AND SENSORY STIMULATION AGENT COMPOSITION
  申请人：Ishida Kenya

  公开号：US20110117147A1

  公开（公告）日：2011-05-19

  The invention relates to a cooling sensation agent composition with a prolonged cool sensation effect comprising at least one compound selected from Formula (1) wherein each of A and B is a hydrogen atom or a hydrocarbon group which may have one or more substituents, in which A and B are not hydrogen atoms simultaneously, and the total number of carbon atoms in A and B is in the range of 6 to 18; and Formulae (2) to (4) wherein R1, R2, and R3 each represent a residue of an alcohol selected from 1-menthol, 1-isopulegol, 3-(1-menthoxy)propan-1,2-diol, 2-(1-menthoxy)ethan-1-ol, 3-(1-menthoxy)propan-1-ol, 2-methyl-3-(1-menthoxy)propan-1,2-diol and para-menthan-3,8-diol), and R4 represents a residue of a branched or straight-chain, cyclic or linear, or saturated or unsaturated alcohol having 6 to 18 carbon atoms that may have one or more aromatic rings that may have a condensed ring and substituent groups such as hydroxyl and ether groups; and R6 represents a hydrocarbon group having 11 to 19 carbon atoms that may be branched and contain one or more unsaturated bonds. The invention also relates to a sensory stimulation agent composition comprising the cooling sensation agent composition; a flavor or fragrance composition, a beverage or food product, a perfume or cosmetic product, a toiletry product, a daily utensil product or grocery, a fiber, a fiber product, a cloth or a medicine comprising the cooling sensation agent composition or the sensory stimulation agent composition; a production method thereof; a cooling processing method of a fiber, fiber product or a cloth, comprising compounding the cooling sensation agent composition or the sensory stimulation agent composition; and new compounds.
• US8632792B2
  申请人：——

  公开号：US8632792B2

  公开（公告）日：2014-01-21
• [EN] COOLING SENSATION AGENT COMPOSITION AND SENSORY STIMULATION AGENT COMPOSITION<br/>[FR] COMPOSITION D'AGENT DE SENSATION DE FRAÎCHEUR ET COMPOSITION D'AGENT DE STIMULATION SENSORIELLE
  申请人：TAKASAGO PERFUMERY CO LTD

  公开号：WO2009123355A2

  公开（公告）日：2009-10-08

  The invention relates to a cooling sensation agent composition with a prolonged cool sensation effect comprising at least one compound selected from Formula (1) wherein each of A and B is a hydrogen atom or a hydrocarbon group which may have one or more substituents, in which A and B are not hydrogen atoms simultaneously, and the total number of carbon atoms in A and B is in the range of 6 to 18; and Formulae (2) to (4) wherein R1, R2, and R3 each represent a residue of an alcohol selected from l-menthol, l-isopulegol, 3-(l-menthoxy)propan-1,2-diol, 2-(l-menthoxy)ethan-1-ol, 3-(l-menthoxy)propan-1-ol, 2-methyl-3-(l-menthoxy)propan-1,2-diol and para-menthan-3,8-diol), and R4 represents a residue of a branched or straight-chain, cyclic or linear, or saturated or unsaturated alcohol having 6 to 18 carbon atoms that may have one or more aromatic rings that may have a condensed ring and substituent groups such as hydroxyl and ether groups; and R6 represents a hydrocarbon group having 11 to 19 carbon atoms that may be branched and contain one or more unsaturated bonds. The invention also relates to a sensory stimulation agent composition comprising the cooling sensation agent composition; a flavor or fragrance composition, a beverage or food product, a perfume or cosmetic product, a toiletry product, a daily utensil product or grocery, a fiber, a fiber product, a cloth or a medicine comprising the cooling sensation agent composition or the sensory stimulation agent composition; a production method thereof; a cooling processing method of a fiber, fiber product or a cloth, comprising compounding the cooling sensation agent composition or the sensory stimulation agent composition; and new compounds.