6-bromo-4,7-dimethylindan-1-one | 952303-57-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 6-bromo-4,7-dimethylindan-1-one
• 英文别名: 6-Bromo-4,7-dimethyl-2,3-dihydro-1H-inden-1-one；6-bromo-4,7-dimethyl-2,3-dihydroinden-1-one
• CAS: 952303-57-0
• 化学式: C₁₁H₁₁BrO
• 分子量: 239.112
• InChiKey: PLNFUNPPYYOINS-UHFFFAOYSA-N

物化性质

• 熔点：
  127.8-128.6 °C
• 沸点：
  346.1±42.0 °C(Predicted)
• 密度：
  1.460±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  6-bromo-4,7-dimethylindan-1-one 在 ammonium hydroxide 、 sodium tetrahydroborate 、 lithium chloro-isopropyl-magnesium chloride 、 sodium azide 、 三氟化硼乙醚 、 对甲苯磺酸 、 臭氧 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 均三甲苯 、 苯 为溶剂， 反应 31.25h， 生成 椭圆玫瑰树碱
  参考文献：
  名称：

  Preparation of Polyfunctional Aryl Azides from Aryl Triazenes. A New Synthesis of Ellipticine, 9-Methoxyellipticine, Isoellipticine, and 7-Carbethoxyisoellipticine

  摘要：

  [GRAPHICS]The preparation of polyfunctional aryl azides by the reaction of aryl triazenes with NaN3 in the presence of KHSO4 or BF3 center dot OEt2/TFA (trifluoroacetic acid) has been described. A variety of functional groups (halides, esters, ketones, nitriles, aldehydes, and boronic esters) are tolerated under the Lewis acidic conditions. By using this methodology, the potent antitumor agents, ellipticine and 9-methoxyellipticine, have been synthesized. In addition, isoellipticine and a related derivative, 7-carbethoxyisoellipticine, were also prepared.

  DOI：

  10.1021/jo070774z
• 作为产物：
  描述：

  2-(4-bromo-2,5-dimethylbenzyl)malonic acid diethyl ester 在 氢氧化钾 、 PPA 作用下， 以 水 为溶剂， 反应 27.5h， 生成 6-bromo-4,7-dimethylindan-1-one
  参考文献：
  名称：

  Preparation of Polyfunctional Aryl Azides from Aryl Triazenes. A New Synthesis of Ellipticine, 9-Methoxyellipticine, Isoellipticine, and 7-Carbethoxyisoellipticine

  摘要：

  [GRAPHICS]The preparation of polyfunctional aryl azides by the reaction of aryl triazenes with NaN3 in the presence of KHSO4 or BF3 center dot OEt2/TFA (trifluoroacetic acid) has been described. A variety of functional groups (halides, esters, ketones, nitriles, aldehydes, and boronic esters) are tolerated under the Lewis acidic conditions. By using this methodology, the potent antitumor agents, ellipticine and 9-methoxyellipticine, have been synthesized. In addition, isoellipticine and a related derivative, 7-carbethoxyisoellipticine, were also prepared.

  DOI：

  10.1021/jo070774z

文献信息

• Preparation of Polyfunctional Aryl Azides from Aryl Triazenes. A New Synthesis of Ellipticine, 9-Methoxyellipticine, Isoellipticine, and 7-Carbethoxyisoellipticine
  作者：Ching-Yuan Liu、Paul Knochel

  DOI：10.1021/jo070774z

  日期：2007.9.1

  [GRAPHICS]The preparation of polyfunctional aryl azides by the reaction of aryl triazenes with NaN3 in the presence of KHSO4 or BF3 center dot OEt2/TFA (trifluoroacetic acid) has been described. A variety of functional groups (halides, esters, ketones, nitriles, aldehydes, and boronic esters) are tolerated under the Lewis acidic conditions. By using this methodology, the potent antitumor agents, ellipticine and 9-methoxyellipticine, have been synthesized. In addition, isoellipticine and a related derivative, 7-carbethoxyisoellipticine, were also prepared.