cis-1,3-dibromoindan | 135584-74-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: cis-1,3-dibromoindan
• 英文别名: (1S,3R)-1,3-dibromo-2,3-dihydro-1H-indene
• CAS: 135584-74-6
• 化学式: C₉H₈Br₂
• 分子量: 275.971
• InChiKey: HRNJVYHQBDAKQE-DTORHVGOSA-N

物化性质

• 沸点：
  285.7±35.0 °C(Predicted)
• 密度：
  1.874±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.96
• 重原子数：
  11.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  cis-1,3-dibromoindan 、 反丁烯二腈 在 镍 作用下， 以 乙二醇二甲醚 为溶剂， 以66%的产率得到trans-2,3-dicyano-5,6-benzobicyclo<2.2.1>heptane
  参考文献：
  名称：

  Metallic nickel-assisted room-temperature generation and Diels-Alder chemistry of o-xylylene intermediates

  摘要：

  DOI：

  10.1021/jo00237a022
• 作为产物：
  描述：

  茚满 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 为溶剂， 反应 2.0h， 以14%的产率得到cis-1,3-dibromoindan
  参考文献：
  名称：

  Chelates formed by a constrained bis(diphenylphosphino)xylene; the crystal structures of [FeCl2(anphos)] and [RhCl(CO)(anphos-monoxide)]

  摘要：

  The indan derived diphosphine, cis-1,3-(diphenylphosphino)indan (anphos) is synthesised by the addition of Ph2P(BH3)Li to cis-1,3-dibromoindan followed by deprotection with diethylamine. Anphos readily forms the bicyclic chelates [RhCl(CO)(anphos)], [PtCl2(anphos)], [PtCl(Me)(anphos)] and [FeCl2(anphos)]. The crystal structures of [FeCl2(anphos)] and the monoxide complex, [RhCl(CO)(anphosO)] have been determined. Reaction of the diphosphine with [Rh(acac)(CO)(2)] under moderate hydroformylation conditions catalysed the formation of 1- heptanal and branched aldehydes from 1-hexene in a ratio of 1.5:1. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2004.06.022

文献信息

• Metallic nickel-assisted room-temperature generation and Diels-Alder chemistry of o-xylylene intermediates
  作者：Shinichi Inaba、Richard M. Wehmeyer、Matthew W. Forkner、Reuben D. Rieke

  DOI：10.1021/jo00237a022

  日期：1988.1
• Chelates formed by a constrained bis(diphenylphosphino)xylene; the crystal structures of [FeCl2(anphos)] and [RhCl(CO)(anphos-monoxide)]
  作者：Lee J. Higham、Ann J. Middleton、Katie Heslop、Paul G. Pringle、Angharad Barber、A. Guy Orpen

  DOI：10.1016/j.jorganchem.2004.06.022

  日期：2004.9

  The indan derived diphosphine, cis-1,3-(diphenylphosphino)indan (anphos) is synthesised by the addition of Ph2P(BH3)Li to cis-1,3-dibromoindan followed by deprotection with diethylamine. Anphos readily forms the bicyclic chelates [RhCl(CO)(anphos)], [PtCl2(anphos)], [PtCl(Me)(anphos)] and [FeCl2(anphos)]. The crystal structures of [FeCl2(anphos)] and the monoxide complex, [RhCl(CO)(anphosO)] have been determined. Reaction of the diphosphine with [Rh(acac)(CO)(2)] under moderate hydroformylation conditions catalysed the formation of 1- heptanal and branched aldehydes from 1-hexene in a ratio of 1.5:1. (C) 2004 Elsevier B.V. All rights reserved.