1-indanylphenylcarbinol | 146393-32-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 1-indanylphenylcarbinol
• 英文别名: Indan-1-yl-phenyl-methanol；1-(α-Oxy-benzyl)-hydrinden；2,3-dihydro-1H-inden-1-yl(phenyl)methanol
• CAS: 146393-32-0
• 化学式: C₁₆H₁₆O
• 分子量: 224.302
• InChiKey: UGAWJCQOQFOFSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-indanylphenylcarbinol 、 碘甲烷 在 正丁基锂 作用下， 生成 (1S,αS,1R,αR)-1-(α-methoxybenzyl)indan 、 (1S,αS,1R,αR)-1-(α-methoxybenzyl)indan
  参考文献：
  名称：

  Photochemistry of 1-phenyl-1,2-dihydronaphthalene in methanol

  摘要：

  The photochemistry of 1-phenyl-1,2-dihydronaphthalene (1) in methanol and hexane has been investigated. The lack of influence of solvent polarity and of the presence of sulfuric acid on the rate of formation of exo-4-phenylbenzobicyclo[3.1.0]hex-2-ene (exo-2) from the primary, ring-opened photoproduct cZt-3a of 1 precludes a sudden-polarized, zwitterionic excited state from being involved in the intramolecular [4 + 2] photocycloaddition reaction leading to exo-2. The experimental results can be rationalized by assuming that this photoprocess involves a concerted pi-4a + pi-2a-type electrocyclic reaction. cis-Dibenzobicyclo[3.3.0]octa-2,7-diene (8) is proposed to arise by photocyclization of cZc-3b, followed by a thermal rearrangement. On irradiation of 1 with a broad-spectrum lamp, the ratio of the photoproducts exo-2 and 8 is correlated with the ratio of the pe and pa conformers of 1. The novel compound 1-(o-benzylphenyl)allene (6) is also formed under these conditions. Irradiation of 1 at 254 nm yields 8 as the only photoproduct. Photochemical addition of methanol was observed to complete with the photoprocess, leading to exo-2, though at a comparatively low level. A photodecomposition mode of exo-2, presumably involving heterolytic cleavage of the cyclopropane ring, presents the chief source of methoxylated photoproducts at low temperatures in methanol.

  DOI：

  10.1021/jo00007a033
• 作为产物：
  描述：

  3-(α-oxy-benzyl)-indene 在 乙醚 、 铂 作用下， 生成 1-indanylphenylcarbinol
  参考文献：
  名称：

  Vertebral Artery Dissection and Migraine Headaches in Children

  摘要：

  后循环中风在儿童中并不常见。在椎基底动脉损害中，椎动脉夹层仍然是一种罕见的诊断。我们报告了一例8岁男孩的病例，患有偏头痛症状，出现了急性小脑体征和激动，之后出现了双侧小脑半球多次梗死。椎动脉造影显示左侧椎动脉夹层，基底动脉在其起始部位稍远处被闭塞。回顾了椎动脉夹层的风险因素，重点强调与偏头痛的关联。还介绍了用于诊断夹层的影像学研究。这个病例显示了在儿童患有不典型偏头痛且出现新的神经学表现时，考虑动脉壁夹层的重要性。

  DOI：

  10.1177/088307380001501011

文献信息

• Palladium‐Catalyzed Ring‐Opening Diarylation of Cyclobutanols for the Synthesis of Acylindanes
  作者：Wen‐Jing Yan、Hai‐Yong Tu、Zhiyong Liao、Xiao‐Qin Shen、Xing‐Guo Zhang

  DOI：10.1002/adsc.202300355

  日期：2023.7.4

  A method for the construction of the indane skeleton through palladium-catalyzed ring-opening diarylation of Cyclobutanols with aryl 1,2-dihalides has been described. The ring-expansion reaction involves β-carbon elimination of Cyclobutanols and subsequent α-carbon arylation of ketone to give 2-acylindanes in 42–93% yields.

  描述了通过钯催化环丁醇与芳基 1,2-二卤化物的开环二芳基化来构建茚满骨架的方法。扩环反应涉及环丁醇的 β-碳消除以及随后酮的 α-碳芳基化，得到 2-酰基茚满，产率 42-93%。
• Photochemistry of 1-phenyl-1,2-dihydronaphthalene in methanol
  作者：Jan Woning、Frank A. T. Lijten、Wim H. Laarhoven

  DOI：10.1021/jo00007a033

  日期：1991.3

  The photochemistry of 1-phenyl-1,2-dihydronaphthalene (1) in methanol and hexane has been investigated. The lack of influence of solvent polarity and of the presence of sulfuric acid on the rate of formation of exo-4-phenylbenzobicyclo[3.1.0]hex-2-ene (exo-2) from the primary, ring-opened photoproduct cZt-3a of 1 precludes a sudden-polarized, zwitterionic excited state from being involved in the intramolecular [4 + 2] photocycloaddition reaction leading to exo-2. The experimental results can be rationalized by assuming that this photoprocess involves a concerted pi-4a + pi-2a-type electrocyclic reaction. cis-Dibenzobicyclo[3.3.0]octa-2,7-diene (8) is proposed to arise by photocyclization of cZc-3b, followed by a thermal rearrangement. On irradiation of 1 with a broad-spectrum lamp, the ratio of the photoproducts exo-2 and 8 is correlated with the ratio of the pe and pa conformers of 1. The novel compound 1-(o-benzylphenyl)allene (6) is also formed under these conditions. Irradiation of 1 at 254 nm yields 8 as the only photoproduct. Photochemical addition of methanol was observed to complete with the photoprocess, leading to exo-2, though at a comparatively low level. A photodecomposition mode of exo-2, presumably involving heterolytic cleavage of the cyclopropane ring, presents the chief source of methoxylated photoproducts at low temperatures in methanol.
• Vertebral Artery Dissection and Migraine Headaches in Children
  作者：Timothy E. Lotze、Juliann Paolicchi

  DOI：10.1177/088307380001501011

  日期：2000.10

  Strokes of the posterior circulation are uncommon in childhood. In vertebrobasilar insults, vertebral artery dissection remains a rare diagnosis. We report the case of an 8-year-old boy with a history of migraine headaches who presented with acute cerebellar signs and agitation following multiple infarctions of bilateral cerebellar hemispheres. Vertebral angiography demonstrated dissection of the left vertebral artery with occlusion of the basilar artery just distal to its origin. Risk factors for vertebral artery dissection are reviewed, with emphasis on association with migraine headaches. A review of imaging studies for the diagnosis of dissection is also presented. This case demonstrates the importance of considering arterial wall dissection in pediatric patients with a history of atypical migraines associated with new neurologic findings. (J Child Neurol 2000;15:694-696).

  后循环中风在儿童中并不常见。在椎基底动脉损害中，椎动脉夹层仍然是一种罕见的诊断。我们报告了一例8岁男孩的病例，患有偏头痛症状，出现了急性小脑体征和激动，之后出现了双侧小脑半球多次梗死。椎动脉造影显示左侧椎动脉夹层，基底动脉在其起始部位稍远处被闭塞。回顾了椎动脉夹层的风险因素，重点强调与偏头痛的关联。还介绍了用于诊断夹层的影像学研究。这个病例显示了在儿童患有不典型偏头痛且出现新的神经学表现时，考虑动脉壁夹层的重要性。