1,3-bis(bromomethyl)-2-acetoxy-5-methylbenzene | 6453-01-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 1,3-bis(bromomethyl)-2-acetoxy-5-methylbenzene
• 英文别名: O-Acetyl-2,6-bis--p-kresol；2,6-Bis(brommethyl)-4-methyl-phenylacetat；2,6-Bis-(brommethyl)-4-methylphenylacetat；[2,6-Bis(bromomethyl)-4-methylphenyl] acetate
• CAS: 6453-01-6
• 化学式: C₁₁H₁₂Br₂O₂
• 分子量: 336.023
• InChiKey: DICYVUKPJAPTIT-UHFFFAOYSA-N

物化性质

• 熔点：
  137-139 °C
• 沸点：
  375.9±42.0 °C(Predicted)
• 密度：
  1.660±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,3-bis(bromomethyl)-2-acetoxy-5-methylbenzene 在 盐酸 、 amalgamated zinc 、 溴 、 溶剂黄146 、 丙酮 作用下， 生成 4-bromo-2,4,6-trimethylcyclohexa-2,5-dienone
  参考文献：
  名称：

  Fries; Brandes, Justus Liebigs Annalen der Chemie, 1939, vol. 542, p. 48,63

  摘要：

  DOI：
• 作为产物：
  描述：

  2-羟基-5-甲基间苯二甲醇 、 乙酰溴 生成 1,3-bis(bromomethyl)-2-acetoxy-5-methylbenzene
  参考文献：
  名称：

  Zawadowski,T., Roczniki Chemii, 1968, vol. 42, p. 297 - 307

  摘要：

  DOI：

文献信息

• Kumar; Paul; Singh, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2000, vol. 39, # 2, p. 83 - 88
  作者：Kumar、Paul、Singh

  DOI：——

  日期：——
• The first synthesis of uracil based calix[4]arene derivatives
  作者：Subodh Kumar、Dharam Paul、Harjit Singh

  DOI：10.1016/s0040-4039(97)00679-5

  日期：1997.5

  The newly synthesized uracil based calix[4]arenes (4) possess anti-configuration (H-1 nmr and energy minimization), where the substituents (R-1) on aryl ring between N-1-positions of uracil face the pi-cloud of the ring between N-3-positions. (C) 1997 Published by Elsevier Science Ltd.
• Heterocalixarenes. 1. Calix[2]uracil[2]arene:  Synthesis, X-ray Structure, Conformational Analysis, and Binding Character
  作者：Subodh Kumar、Geeta Hundal、Dharam Paul、Maninder Singh Hundal、Harjit Singh

  DOI：10.1021/jo990085q

  日期：1999.10.1

  1,3-Bis[(1-uracilyl)methyl)]benzene derivatives 3, formed by selective N-1 alkylation of 1,3-bis(trimethylsilyloxy)pyrimidine with 1,3-bis(bromomethyl)benzene derivatives 2, on cyclization with the same or different derivative of 2, provide calix[2]uracil[2]arenes 4. Their conformations, investigated through X-ray, variable temperature H-1 NMR, and molecular modeling MM2 calculations, are found to depend on the nature of substituent(s) on the position 2 of 1,3-phenylene rings. 4a exists in equilibrium between various conformations, and 4b, 4d-4i adopt an inward flattened partial cone conformation. In 4j, the equilibrium is restricted to two conformations at -60 degrees C, but the 4j ethanol complex (2:1), in the solid state, has a cone conformation with ethanol being a H-bond donor through H of OH and CH2 and an acceptor through O of OH. 4d, 4j, and 4k exhibit significant preferences toward alkaline earth metal ions over alkali metal ions though overall bindings are poor.