trans-1,2-dimethoxyindane | 19597-95-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: trans-1,2-dimethoxyindane
• 英文别名: trans-1,2-dimethoxyindan；1,2-Dimethoxyindan；(1S,2S)-1,2-dimethoxy-2,3-dihydro-1H-indene
• CAS: 19597-95-6；19598-06-2；62748-42-9
• 化学式: C₁₁H₁₄O₂
• 分子量: 178.231
• InChiKey: UNIZBJQAEVZXDB-QWRGUYRKSA-N

物化性质

• 沸点：
  249.3±40.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  trans-1-methoxy-2-phenylselenoindan 在 Oxone 、 对甲苯磺酸 作用下， 以 甲醇 、 水 为溶剂， 反应 4.0h， 生成 trans-1,2-dimethoxyindane
  参考文献：
  名称：

  Oxone Oxidation of Selenides: A Mild and Efficient Method for the Preparation of Selenones

  摘要：

  DOI：

  10.1021/jo00131a018

文献信息

• Uemura, Sakae; Fukuzawa, Shin-ichi, Journal of the Chemical Society. Perkin transactions I, 1985, p. 471 - 480
  作者：Uemura, Sakae、Fukuzawa, Shin-ichi

  DOI：——

  日期：——
• Kambe, Nobuaki; Fujioka, Toyozo; Ogawa, Akiya, Phosphorus and Sulfur and the Related Elements, 1988, vol. 38, p. 167 - 176
  作者：Kambe, Nobuaki、Fujioka, Toyozo、Ogawa, Akiya、Miyoshi, Noritaka、Sonoda, Noboru

  DOI：——

  日期：——
• Iodosobenzene tetrafluoroborate, hexafluoroantimonate, and hexafluorophosphate: stable electrophilic hypervalent iodine reagents without nucleophilic ligands
  作者：Viktor V. Zhdankin、Rik Tykwinski、Bruce Berglund、Michelle Mullikin、Ronald Caple、Nikolai S. Zefirov、Anatoly S. Koz'min

  DOI：10.1021/jo00272a029

  日期：1989.5
• Electrochemical Cleavage of Double Bonds in Conjugated Cycloalkenyl- and 1,2-Alkenobenzenes
  作者：Yuri N. Ogibin、Alexey I. Ilovaisky、Gennady I. Nikishin

  DOI：10.1021/jo951948s

  日期：1996.1.1

  The electrochemical cleavage of olefinic bonds in conjugated C-5-C-7-cycloalkenylbenzenes 1, indene 4a, and 1,2-dihydronaphthalene (4b) results from anodic oxidation of these compounds in MeOH in an undivided cell. The process includes the formation of (1,2-dimethoxycycloalkyl)benzenes 2a-c, 1,2-dimethoxyindan (5a), and 1,2-dimethoxytetralin (5b) as intermediates and leads to omega,omega-dimethoxy-omega-phenyl-n-C-5-C-7-alkanal dimethyl acetals 3a-c, [2-(dimethoxymethyl)phenyl]ethanal dimethyl acetal (6a), and 3-[2-(dimethoxymethyl)phenyl]propanal dimethyl acetal (6b) as major products, respectively. The best yields of 3a-c and 6a,b (58-76%) were obtained when the electrolysis was carried out at 60 degrees C and 6 F/mol of electricity based on 1, 4a, and 4b, was passed using C-anode and Bu(4)NBF(4) as a supporting electrolyte. Compounds 2a-c and 5a,b as mixtures of cis and trans diastereomers were obtained as major products in 81-90% yield when the electrolysis was terminated after 2 F/mol of electricity based on 1, 4a, and 4b had been passed. The cis/trans ratio in 2a-c was increased with the increasing the size of cycloalkane rings in 1, 4a, and 4b and the obvious stereoselective effect of the anode nature (C or Pt) being observed in the case of dimethoxylation of 4a.