2-甲氧基-4-甲基-1-丙-1-烯-2-基苯 | 39701-08-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-甲氧基-4-甲基-1-丙-1-烯-2-基苯
• 英文名称: 2-methoxy-4-methyl-1-(prop-1-en-2-yl)benzene
• 英文别名: 2-methoxy-4-methyl-1-prop-1-en-2-ylbenzene；1-isopropenyl-2-methoxy-4-methylbenzene；2-(2-Methoxy-4-methylphenyl)prop-1-ene；2-(2-methoxy-4-methylphenyl)propene；3-methoxy-p-cymenene；2-isopropenyl-5-methyl-anisole
• CAS: 39701-08-1
• 化学式: C₁₁H₁₄O
• 分子量: 162.232
• InChiKey: LDQHURFLDDRWGZ-UHFFFAOYSA-N

物化性质

• 沸点：
  212 °C(Press: 710 Torr)
• 密度：
  0.924±0.06 g/cm3(Predicted)
• 保留指数：
  1247.2

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-甲氧基-4-甲基-1-丙-1-烯-2-基苯 在 乙醇 、 sodium 作用下， 生成 2-异丙基-5-甲基茴香醚
  参考文献：
  名称：

  Behal; Tiffeneau, Bulletin de la Societe Chimique de France, 1908, vol. <4> 3, p. 730

  摘要：

  DOI：
• 作为产物：
  描述：

  4,7-二甲基香豆素 在 sodium hydroxide 作用下， 生成 2-甲氧基-4-甲基-1-丙-1-烯-2-基苯
  参考文献：
  名称：

  Divakar,K.J. et al., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1977, vol. 15B, p. 322 - 324

  摘要：

  DOI：

文献信息

• Facile Synthesis of (±)-Parahigginone Methyl Ether and (±)-Curcuphenol
  作者：Zhen-Ting Du、An-Pai Li、Kun Peng、Tong-Xing Wu、Xin-Fu Pan

  DOI：10.1002/jccs.200400087

  日期：2004.6

  Using Grinard coupling as a key step, a facile synthetic approach to (′)-parahigginone methyl ether 1 and (′)-curcuphenol 2 has been achieved by five steps with 42.3% and 58.6% overall yield, respectively.

  使用 Grinard 偶联作为关键步骤，通过五个步骤实现了 (')-parahigginone 甲基醚 1 和 (')-姜黄酚 2 的简便合成方法，总产率分别为 42.3% 和 58.6%。
• Iridium‐Catalyzed C( <i>sp</i> ³ )−H Addition of Methyl Ethers across Intramolecular Carbon–Carbon Double Bonds Giving 2,3‐Dihydrobenzofurans
  作者：Toshimichi Ohmura、Satoshi Kusaka、Takeru Torigoe、Michinori Suginome

  DOI：10.1002/adsc.201900749

  日期：2019.10.8

  Intramolecular addition of an O‐methyl C(sp3)−H bond across a carbon‐carbon double bond occurs in the iridium‐catalyzed reaction of methyl 2‐(propen‐2‐yl)phenyl ethers. The Ir/(S)‐DTBM‐SEGPHOS catalyst promotes the reaction efficiently in toluene at 110–135 °C to afford 3,3‐dimethyl‐2,3‐dihydrobenzofurans. Enantioselective C(sp3)−H addition is achieved in the reaction of methyl 2‐(1‐siloxyethenyl)phenyl

  跨碳-碳双键的O-甲基C（sp 3）-H键的分子内加成发生在铱催化的甲基2-（丙烯-2-基）苯基醚的反应中。Ir /（S）-DTBM-SEGPHOS催化剂可在110-135°C的甲苯中有效地促进反应，得到3,3-二甲基-2-3，二氢苯并呋喃。对映选择性的C（sp 3）-H加成反应是通过甲基2-（1-甲硅烷氧基乙烯基）苯基醚的反应实现的，从而提供了对映体富集的3-羟基-2,3-二氢苯并呋喃衍生物，其ee高达96％。
• Dual-Stereocontrol Asymmetric Cobalt-Catalyzed Hydroboration of Sterically Hindered Styrenes
  作者：Heyi Zhang、Zhan Lu

  DOI：10.1021/acscatal.6b02278

  日期：2016.10.7

  An oxazoline aminoisopropylpyridine (OAP) was designed and synthesized for cobalt-catalyzed asymmetric hydroboration of sterically hindered styrenes. A unique dual-stereocontrol phenomenon was observed using a rigid OIP·CoCl2 complex or a flexible OAP with CoCl2 as precatalysts, respectively. The reaction could be easily carried out on a gram scale to afford chiral alkylboronic esters which could be

  设计并合成了恶唑啉氨基异丙基吡啶（OAP），用于钴催化的位阻苯乙烯的不对称硼氢化。分别使用刚性OIP·CoCl 2络合物或以CoCl 2为预催化剂的柔性OAP观察到独特的双重立体控制现象。该反应可以很容易地在克级进行，得到手性烷基硼酸酯，可以将其转化为多种C–X（X = C，N，O）键交叉偶联的产物。在氘实验的基础上，提出了机理上不同的途径。
• Lipase-mediated resolution of substituted 2-aryl-propanols: application to the enantioselective synthesis of phenolic sesquiterpenes
  作者：Stefano Serra

  DOI：10.1016/j.tetasy.2011.03.012

  日期：2011.3

  A comprehensive study of the lipase-mediated resolution of substituted 2-aryl-propanols is reported. The latter alcohols were submitted to the irreversible acetylation catalyzed either by PPL, CRL, or lipase PS. The enantioselectivity of these transformations was dependent on the type of lipase used. The type of substituents and particularly their position on the aromatic ring strongly affected the selectivity of the reaction. The experiments described prove that PPL is the more versatile lipase catalyzing the acetylation with an enantiomeric ratio (E) value that ranges from 1 up to 144, depending on the substrate used. Conversely, the same transformations were catalyzed by CRL and lipase PS with an enantiomeric ratio value, which is always less than 5. The remarkable behavior of PPL was exploited in the large scale resolution of some substituted 2-aryl-propanols whose enantiomeric forms are relevant building blocks in the enantioselective synthesis of phenolic sesquiterpenes. By these means, the synthesis of (S)-turmeronol B and the formal syntheses of (R)-curcumene, (R)-curcuphenol, (R)-xanthorrhizol, and (R)-curcuhydroquinone were accomplished. (C) 2011 Elsevier Ltd. All rights reserved.
• ADDITION OF PHENOLS TO THE ETHYLENIC LINKAGE. II. THE ACTION OF PHENOLS OF ALLYL ALCOHOL, ALLYL ACETATE, VINYL ACETATE AND ALLYL ETHERS
  作者：Joseph B. Niederl、Richard A. Smith、Martin E. McGreal

  DOI：10.1021/ja01360a024

  日期：1931.9