(E)-5-Methoxy-5-methylhex-2-enal | 178940-53-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-5-Methoxy-5-methylhex-2-enal
• 英文别名: 5-Methoxy-5-methylhex-2-enal
• CAS: 178940-53-9
• 化学式: C₈H₁₄O₂
• 分子量: 142.198
• InChiKey: HNOLRXSANWFZBV-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-5-Methoxy-5-methylhex-2-enal 在 钯 吡啶 、 三氟化硼乙醚 、 lithium dimethylcuprate 、 氢气 、 草酸 、 氯磷酸二乙酯 、 苯磺酰氯 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醚 、 氘代氯仿 、 正己烷 、 环己烷 、 苯 为溶剂， 反应 58.92h， 生成 10-Methylundeca-2,4,8-triene
  参考文献：
  名称：

  手性戊二烯基硅烷的S E 2″反应中的非对映选择性：空间和电子效应的相对重要性测试

  摘要：

  的纯手性pentadienylsilanes（3 Ž，5 ë） - （庚-3,5-二烯-2-基）二甲基（苯基）硅烷9，（3 Ž，5 ë） - （庚-3,5-二烯-2-基）三甲基硅烷13，（4 Z，6 E）-（2-甲基辛基-4,6-二烯-3-基）二甲基（苯基）硅烷14和（4 Z，6 E）-（2-甲基羰基-4， 6-二烯-3-基）三甲基硅烷17与异丁醛及其二甲基乙缩醛发生立体定向抗路易斯酸催化反应，其立体选择性出乎意料地高。90:10。戊二烯基硅烷（3 Z）-六-3,5-二烯-2-基二甲基（苯基）硅烷20aa，（4 Z）-（2-甲基庚-4,6-二烯-3-基）二甲基（苯基）硅烷20ab，（3 Z）-（六-3,5-二烯-2-基）-三甲基硅烷20ba和（2 Z） - （1- phenylpenta -2,4-二烯基）三甲基硅烷20Bc的经历偶极环加成到2,2-二甲基丙腈的氧化区域选择性地在末端双键和

  DOI：

  10.1039/p19960001171
• 作为产物：
  描述：

  1-(trimethylsiloxy)-1,3-butadiene 、 2,2-二甲氧基丙烷 在 zinc dibromide 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 (E)-5-Methoxy-5-methylhex-2-enal
  参考文献：
  名称：

  手性戊二烯基硅烷的S E 2″反应中的非对映选择性：空间和电子效应的相对重要性测试

  摘要：

  的纯手性pentadienylsilanes（3 Ž，5 ë） - （庚-3,5-二烯-2-基）二甲基（苯基）硅烷9，（3 Ž，5 ë） - （庚-3,5-二烯-2-基）三甲基硅烷13，（4 Z，6 E）-（2-甲基辛基-4,6-二烯-3-基）二甲基（苯基）硅烷14和（4 Z，6 E）-（2-甲基羰基-4， 6-二烯-3-基）三甲基硅烷17与异丁醛及其二甲基乙缩醛发生立体定向抗路易斯酸催化反应，其立体选择性出乎意料地高。90:10。戊二烯基硅烷（3 Z）-六-3,5-二烯-2-基二甲基（苯基）硅烷20aa，（4 Z）-（2-甲基庚-4,6-二烯-3-基）二甲基（苯基）硅烷20ab，（3 Z）-（六-3,5-二烯-2-基）-三甲基硅烷20ba和（2 Z） - （1- phenylpenta -2,4-二烯基）三甲基硅烷20Bc的经历偶极环加成到2,2-二甲基丙腈的氧化区域选择性地在末端双键和

  DOI：

  10.1039/p19960001171

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.
• Diastereoselectivity in the SE2? reaction of chiral pentadienylsilanes: a test for the relative importance of steric and electronic effects
  作者：Ian Fleming、Graeme R. Jones、Nicholas D. Kindon、Yannick Landais、Colin P. Leslie、Ian T. Morgan、Stefan Peukert、Achintya K. Sarkar

  DOI：10.1039/p19960001171

  日期：——

  5E)-(hepta-3,5-dien-2-yl)dimethyl(phenyl)silane 9, (3Z,5E)-(hepta-3,5-dien-2-yl)trimethylsilane 13, (4Z,6E)-(2-methylocta-4,6-dien-3-yl)dimethyl(phenyl)silane 14 and (4Z,6E)-(2-methylocata-4,6-dien-3-yl)trimethylsilane 17 undergo Lewis acid catalysed reactions with isobutyraldehyde and its dimethyl acetal stereospecifically anti with surprisingly high levels of stereoselectivity, ca. 90:10. The pentadienylsilanes

  的纯手性pentadienylsilanes（3 Ž，5 ë） - （庚-3,5-二烯-2-基）二甲基（苯基）硅烷9，（3 Ž，5 ë） - （庚-3,5-二烯-2-基）三甲基硅烷13，（4 Z，6 E）-（2-甲基辛基-4,6-二烯-3-基）二甲基（苯基）硅烷14和（4 Z，6 E）-（2-甲基羰基-4， 6-二烯-3-基）三甲基硅烷17与异丁醛及其二甲基乙缩醛发生立体定向抗路易斯酸催化反应，其立体选择性出乎意料地高。90:10。戊二烯基硅烷（3 Z）-六-3,5-二烯-2-基二甲基（苯基）硅烷20aa，（4 Z）-（2-甲基庚-4,6-二烯-3-基）二甲基（苯基）硅烷20ab，（3 Z）-（六-3,5-二烯-2-基）-三甲基硅烷20ba和（2 Z） - （1- phenylpenta -2,4-二烯基）三甲基硅烷20Bc的经历偶极环加成到2,2-二甲基丙腈的氧化区域选择性地在末端双键和