2-(L-menthoxy)ethanol | 7378-38-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-(L-menthoxy)ethanol
• 英文别名: 2-menthyloxyethanol；2-((1R)-menthyloxy)-ethanol；2-((1R)-Menthyloxy)-aethanol；2-(l-menthoxy)ethane-1-ol；2-(l-menthoxy)ethan-1-ol；2-L-menthoxyethan-1-ol；2-[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]oxyethanol
• CAS: 7378-38-3；38618-23-4；75443-64-0
• 化学式: C₁₂H₂₄O₂
• 分子量: 200.321
• InChiKey: FVBGFZNFXUIHNC-GRYCIOLGSA-N

物化性质

• 沸点：
  261.0±8.0 °C(Predicted)
• 密度：
  0.93±0.1 g/cm3(Predicted)
• 物理描述：
  Clear colourless viscous liquid; Minty aroma
• 溶解度：
  Insoluble in water
• 折光率：
  1.457-1.467

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(L-menthoxy)ethanol 在 氯化亚砜 、 sodium 作用下， 以 氯仿 为溶剂， 反应 10.0h， 生成 (1S,2R,4R)-2-(2-Cyclopenta-1,3-dienyl-ethoxy)-1-isopropyl-4-methyl-cyclohexane
  参考文献：
  名称：

  Synthesis of Chiral O-Functionalized Isobornyloxy, Menthyloxy and Fenchyloxy Cyclopentadienyl Ligands

  摘要：

  天然的 (+)-樟烯被用作制备异博尔尼基氧取代的环戊二烯配体的起始材料，采用简单的两步法。(-)-薄荷醇和 (+)-芬醇则通过四步法转化为类似的手性环戊二烯配体。这些新配体包含适合与过渡金属形成双齿螯合的醚键。

  DOI：

  10.1055/s-1996-4300
• 作为产物：
  描述：

  (-)-孟氧基乙酸 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以89%的产率得到2-(L-menthoxy)ethanol
  参考文献：
  名称：

  Synthesis of Chiral O-Functionalized Isobornyloxy, Menthyloxy and Fenchyloxy Cyclopentadienyl Ligands

  摘要：

  天然的 (+)-樟烯被用作制备异博尔尼基氧取代的环戊二烯配体的起始材料，采用简单的两步法。(-)-薄荷醇和 (+)-芬醇则通过四步法转化为类似的手性环戊二烯配体。这些新配体包含适合与过渡金属形成双齿螯合的醚键。

  DOI：

  10.1055/s-1996-4300

文献信息

• Catalytic Hydrogenation of Esters. Development of an Efficient Catalyst and Processes for Synthesising (<i>R</i>)-1,2-Propanediol and 2-(<i>l</i>-Menthoxy)ethanol
  作者：Wataru Kuriyama、Takaji Matsumoto、Osamu Ogata、Yasunori Ino、Kunimori Aoki、Shigeru Tanaka、Kenya Ishida、Tohru Kobayashi、Noboru Sayo、Takao Saito

  DOI：10.1021/op200234j

  日期：2012.1.20

  A ruthenium catalyst for the reduction of esters by hydrogenation has been developed. Processes for the hydrogenation of esters have also been developed for (R)-1,2-propanediol and 2-(l-menthoxy)ethanol. The catalyst shows good catalytic activity for the hydrogenation of esters in methanol. Methyl lactate was reduced at 30 °C and gave turnover numbers (TON) up to 4000. The optical purity of the (R)-1

  已经开发了用于通过氢化还原酯的钌催化剂。还已经开发了用于（R）-1，2-丙二醇和2-（1-薄荷脑氧基）乙醇的酯的氢化方法。该催化剂对酯在甲醇中的氢化显示出良好的催化活性。乳酸甲酯在30°C下还原，其周转率（TON）高达4000。由（R）-乳酸甲酯氢化制得的（R）-1,2-丙二醇的光学纯度高于经（R）-乳酸的氢化。羟基丙酮的不对称氢化。开发了一种氢化方法来代替2-（1-薄荷醇）乙醇生产中所用的氢化锂铝（LAH）还原反应。
• COOLING SENSATION AGENT COMPOSITION, SENSORY STIMULATION AGENT COMPOSITION AND USE OF THE SAME
  申请人：Komatsuki Yasuhiro

  公开号：US20110081393A1

  公开（公告）日：2011-04-07

  Disclosed is a cooling sensation agent composition or sensory stimulation agent composition which contains at least one of diester compounds of dicarboxylic acid represented by the formula (1) wherein A represents CH 2 or CH═CH, n represents an integer of 0 to 4 when A is CH 2 , or 1 when A is CH═CH, B is an alcohol residue having 10 to 18 carbon atoms and containing a para-menthane skeleton, which may have a substituent, and C is an alcohol residue having 6 to 18 carbon atoms, which may have a substituent as well as a flavor or fragrance composition, a beverage, a food product, a perfume or cosmetic product, a toiletry product, daily utensil products or groceries, a fiber, a fiber product, clothes, clothing or a medicine, wherein the cooling sensation agent composition or the sensory stimulation agent composition is compounded.

  本文披露了一种包含以下化学式（1）所代表的二羧酸双酯化合物之一的冷却感剂组合物或感官刺激剂组合物，其中A代表CH2或CH═CH，n代表整数0至4（当A为CH2时）或1（当A为CH═CH时），B是含有10至18个碳原子并含有对蒎烷骨架的醇残基，可能有取代基，C是含有6至18个碳原子的醇残基，可能也有取代基，以及香料或香精组合物、饮料、食品产品、香水或化妆品产品、洗涤用品、日用品或杂货、纤维、纤维制品、衣服、服装或药品，其中复合了冷却感剂组合物或感官刺激剂组合物。
• [EN] MENTHOL DERIVATIVE AND COOLING AGENT COMPOSITION COMPRISING THE SAME<br/>[FR] DÉRIVÉ DU MENTHOL ET COMPOSITION D'AGENT RAFRAÎCHISSANT COMPRENANT CELUI-CI
  申请人：TAKASAGO PERFUMERY CO LTD

  公开号：WO2005115325A1

  公开（公告）日：2005-12-08

  The invention relates to innovative menthol derivatives which are represented by the general formula (I) below and are excellent in a cooling effect and cool retaining effect, cooling agent compositions comprising the menthol derivatives, and sensory stimulation agent compositions containing the cooling agent compositions, as well as fragrance compositions, beverage or food products, cosmetic products, toiletry products, bathing agents, and pharmaceutical products containing the cooling agent compositions or sensory stimulation agent compositions. (general formula (I)) wherein R1 represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or an acyl group having 1 to 5 carbon atoms; R2 and R3 independently represent an alkylene group having 2 to 5 carbon atoms and optionally having a substituent; double dotted line represents a single bond or a double bond; and n is an integer of 1 to 3.

  该发明涉及创新的薄荷醇衍生物，其由下面的通用式（I）表示，具有出色的降温效果和保持冷却效果，包括薄荷醇衍生物的冷却剂组合物，以及含有冷却剂组合物的感官刺激剂组合物，还包括含有冷却剂组合物或感官刺激剂组合物的香精组合物、饮料或食品产品、化妆品、洗涤用品、沐浴剂和含有冷却剂组合物或感官刺激剂组合物的药品产品。（通用式（I））其中R1代表氢原子、具有1至4个碳原子的烷基基团或具有1至5个碳原子的酰基基团；R2和R3独立地代表具有2至5个碳原子且可选地具有取代基的烷基基团；双点线代表单键或双键；n为1至3的整数。
• Menthol Dearivative and Cooling Agent Composition Comprising the Same
  申请人：Ishida Kenya

  公开号：US20070225378A1

  公开（公告）日：2007-09-27

  The invention relates to innovative menthol derivatives which are represented by the general formula (I) below and are excellent in a cooling effect and cool retaining effect, cooling agent compositions comprising the menthol derivatives, and sensory stimulation agent compositions containing the cooling agent compositions, as well as fragrance compositions, beverage or food products, cosmetic products, toiletry products, bathing agents, and pharmaceutical products containing the cooling agent compositions or sensory stimulation agent compositions. (general formula (I)) wherein R<1> represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or an acyl group having 1 to 5 carbon atoms; R<2> and R<3> independently represent an alkylene group having 2 to 5 carbon atoms and optionally having a substituent; double dotted line represents a single bond or a double bond; and n is an integer of 1 to 3.

  本发明涉及一种创新的薄荷醇衍生物，其由下述通式（I）表示，并且在冷却效果和保持冷却效果方面表现出色，包括该薄荷醇衍生物的冷却剂组合物、含有该冷却剂组合物的感官刺激剂组合物、以及包含该冷却剂组合物或感官刺激剂组合物的香料组合物、饮料或食品产品、化妆品、卫生用品、沐浴剂和药品。 其中，R1代表氢原子、具有1到4个碳原子的烷基或具有1到5个碳原子的酰基；R2和R3独立地代表具有2到5个碳原子的烷基，并且可以具有取代基；双点线表示单键或双键；n为1到3的整数。
• A (1'R, 2'S, 5'R)-3-l-menthoxyalkan-1-ol cooling sensate
  申请人：Takasago International Corporation

  公开号：EP1122233A1

  公开（公告）日：2001-08-08

  A cooling sensate compound having the general formula (I): where n is an integer from 2 to 6. The compound is effective in imparting a refreshing and cooling sensation of long duration. A cooling sensate composition having the general formula (I) is used in a variety of formulations to impart the refreshing and cooling sensation. These cooling sensates are useful in a variety of consumer products including mouth formulations, food products and toiletries.

  通式为(I)的冷感化合物： 其中 n 为 2 至 6 的整数。该化合物能有效地带来持续时间较长的清凉感。具有通式（I）的清凉感组合物可用于各种配方中，以产生清凉感。这些清凉感物质可用于各种消费品，包括口腔配方、食品和洗浴用品。