3,5,3",5"-tetrakis(bromomethyl)-1,1':3',1"-terphenyl | 131760-81-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,5,3",5"-tetrakis(bromomethyl)-1,1':3',1"-terphenyl
• 英文别名: 1-[3-[3,5-bis(bromomethyl)phenyl]phenyl]-3,5-bis(bromomethyl)benzene
• CAS: 131760-81-1
• 化学式: C₂₂H₁₈Br₄
• 分子量: 602.001
• InChiKey: AZLSSVMKKPMQME-UHFFFAOYSA-N

物化性质

• 熔点：
  162 °C
• 沸点：
  582.0±45.0 °C(Predicted)
• 密度：
  1.781±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  26.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 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：

  11,12-bis(mercaptomethyl)-9,10-dihydro-9,10-ethenoanthracene 、 3,5,3",5"-tetrakis(bromomethyl)-1,1':3',1"-terphenyl 在 氢氧化钾 作用下， 以 乙醇 、 水 、 苯 为溶剂， 以52%的产率得到8-[3-(4,12-dithiahexacyclo[13.6.6.16,10.02,14.016,21.022,27]octacosa-2(14),6(28),7,9,16,18,20,22,24,26-decaen-8-yl)phenyl]-4,12-dithiahexacyclo[13.6.6.16,10.02,14.016,21.022,27]octacosa-2(14),6(28),7,9,16,18,20,22,24,26-decaene
  参考文献：
  名称：

  Reduction of DMAD-anthracene adducts. Synthesis and conformations of substituted cyclodecadienes

  摘要：

  A general method for reducing DMAD-anthracene adducts to the corresponding enediols is described. Thus, the ester groups of 1 were reduced without C = C reduction using the DIBAH-nBuLi ''ate'' complex to give previously unknown 2 in high yield. Analogous enediols 5-7 were similarly prepared. Base treatment of dibromide 3 and dithiol 9, both prepared from 2 by standard methods, gave conformationally rigid dithiacyclodecadiene 10. With o-, m-, and p-xylylenedithiols, dibromide 3 gave respectively the conformationally labile cyclophanes 12 and 13 and the rigid cyclophane 14. Tetrabromide 16 and dithiol 9 gave cuppedophane 17, but tetrabromide 18 and 9 formed bis-m-cyclophane 19 instead.

  DOI：

  10.1021/jo00003a019
• 作为产物：
  描述：

  3,5-dimethyphenylmagnesium bromide 在 N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 、 乙烯基溴化镁 作用下， 以 四氯化碳 为溶剂， 反应 9.0h， 生成 3,5,3",5"-tetrakis(bromomethyl)-1,1':3',1"-terphenyl
  参考文献：
  名称：

  Reduction of DMAD-anthracene adducts. Synthesis and conformations of substituted cyclodecadienes

  摘要：

  A general method for reducing DMAD-anthracene adducts to the corresponding enediols is described. Thus, the ester groups of 1 were reduced without C = C reduction using the DIBAH-nBuLi ''ate'' complex to give previously unknown 2 in high yield. Analogous enediols 5-7 were similarly prepared. Base treatment of dibromide 3 and dithiol 9, both prepared from 2 by standard methods, gave conformationally rigid dithiacyclodecadiene 10. With o-, m-, and p-xylylenedithiols, dibromide 3 gave respectively the conformationally labile cyclophanes 12 and 13 and the rigid cyclophane 14. Tetrabromide 16 and dithiol 9 gave cuppedophane 17, but tetrabromide 18 and 9 formed bis-m-cyclophane 19 instead.

  DOI：

  10.1021/jo00003a019

文献信息

• ANANTANARAYAN, ASHOK;HART, HAROLD, J. ORG. CHEM., 56,(1991) N, C. 991-996
  作者：ANANTANARAYAN, ASHOK、HART, HAROLD

  DOI：——

  日期：——