4-hydroxy-4'-bromobenzyl benzoate | 90577-88-1

• 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: 4-hydroxy-4'-bromobenzyl benzoate
• 英文别名: 4-bromobenzyl 4-hydroxybenzoate；4-hydroxy-benzoic acid-(4-bromo-benzyl ester)；4-Hydroxy-benzoesaeure-(4-brom-benzylester)；Benzoic acid, 4-hydroxy-, (4-bromophenyl)methyl ester；(4-bromophenyl)methyl 4-hydroxybenzoate
• CAS: 90577-88-1
• 化学式: C₁₄H₁₁BrO₃
• 分子量: 307.144
• InChiKey: UVYGIBXHJTVMAX-UHFFFAOYSA-N

物化性质

• 沸点：
  442.2±25.0 °C(Predicted)
• 密度：
  1.515±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-正戊氧基苯甲酰氯 、 4-hydroxy-4'-bromobenzyl benzoate 在 吡啶 作用下， 生成
  参考文献：
  名称：

  Mesomorphism dependence on central bridge (-COO-CH₂-) and terminal end group (-Br)

  摘要：

  A novel series of liquid crystalline (LC) ester materials has been synthesized and studied with a view to understanding the effects of molecular structure on LC behavior. The homologous series of eleven members is entirely enantiotropically smectogenic without exhibition of a nematic phase. Transition temperatures and the texture of smectic phase was determined by an optical polarizing microscope equipped with a heating stage (POM). Transition curves (Cr-Sm and Sm-I) showing phase behavior in a phase diagram behave in a normal manner. Textures of smectic phase are focal conic fan shaped of the type Smectic-A or Smectic-C. An odd-even effect is exhibited by the Sm-I transition curve. The average thermal stability for smectic is 91.2 degrees C and the mesogenic phase length ranges between 3.6 degrees C and 39.3 degrees C. Thus, the novel smectogenic homologous series is a middle-ordered melting type whose LC phase is relatively middle ordered. The LC properties of the present series are compared with a structurally similar homologous series. Analytical and spectral data support the molecular structures.

  DOI：

  10.1080/15421406.2015.1044639
• 作为产物：
  描述：

  4-bromobenzyl 4-bromobenzoate 在 NiBr2*diglyme 、 (6-吡唑-1-基)-2,2'-联吡啶 、 sodium iodide 、 一氧化二氮 、 锌 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 25.0 ℃ 、202.66 kPa 条件下， 以78%的产率得到4-hydroxy-4'-bromobenzyl benzoate
  参考文献：
  名称：

  一氧化二氮催化合成酚类

  摘要：

  开发能够使一氧化二氮 (N 2 O) 重新增值的催化化学工艺是减轻其排放1,2,3,4,5,6造成的环境威胁的有吸引力的策略。传统上，N 2 O 被认为是一种惰性分子，由于其活化所需的苛刻条件（>150 °C，50-200 bar） 7,8，有机化学家难以将其用作氧化剂或 O 原子转移试剂。 9,10,11。在这里，我们报告了在温和条件下（室温，1.5-2 bar N 2 O）将 N 2 O 插入 Ni-C 键，从而提供有价值的酚并释放良性 N 2. 这种从根本上不同的有机金属 C-O 键形成步骤不同于当前基于还原消除的策略，并为将芳基卤化物转化为苯酚提供了另一种催化方法。该过程通过用于 Ni 中心的基于联吡啶的配体进行催化。该方法稳健、温和且选择性高，能够适应碱基敏感功能，并允许从密集官能化的芳基卤化物合成苯酚。尽管该协议没有提供缓解 N 2 O 排放的解决方案，但它代表了将丰富的 N 2

  DOI：

  10.1038/s41586-022-04516-4

文献信息

• Mesomorphism dependence on terminal end groups
  作者：Rajesh B. Marathe、A. V. Doshi

  DOI：10.1080/15421406.2015.1044696

  日期：2016.1.2

  ABSTRACT A novel homologous series of liquid crystals (LC) 4-(4′-n-alkoxy cinnamoyloxy)-4′′-bromobenzylbenzoate was synthesized and studied with a view to understanding and establishing the relation between LC properties and the molecular structure. The novel series comprises 11 members, and all the members exhibit mesomorphism as enantiotropic smectic. None of the homologues are nematogenic, even

  摘要 为了理解和建立液晶性质与分子结构之间的关系，合成并研究了新型同源系列液晶 (LC) 4-(4'-n-烷氧基肉桂酰氧基)-4''-溴苄基苯甲酸酯。小说系列由11名成员组成，所有成员都表现出对映近晶的介晶性。即使在单向条件下，没有一个同源物是致线虫的。转变温度由配备加热台的光学偏光显微镜确定。近晶相的织构为 A 型或 C 型。过渡曲线 Sm-I 和 Cr-Sm 在相图中表现正常。Sm-I 过渡曲线表现出奇偶效应。近晶的热稳定性为 102.6°C。Mesomorphism 从系列的第一个成员开始。该系列完全是近晶型和中级熔融型，介晶相长度范围为 7.4°C 至 60.9°。分析和光谱数据证实了同系物的分子结构。本系列的介晶性质与结构相似的同源系列进行了比较。
• Fiekers; Di Geronimo, Journal of the American Chemical Society, 1948, vol. 70, p. 1655
  作者：Fiekers、Di Geronimo

  DOI：——

  日期：——
• Catalytic synthesis of phenols with nitrous oxide
  作者：Franck Le Vaillant、Ana Mateos Calbet、Silvia González-Pelayo、Edward J. Reijerse、Shengyang Ni、Julia Busch、Josep Cornella

  DOI：10.1038/s41586-022-04516-4

  日期：2022.4.28

  revalorization of nitrous oxide (N2O) is an attractive strategy to alleviate the environmental threat posed by its emissions1,2,3,4,5,6. Traditionally, N2O has been considered an inert molecule, intractable for organic chemists as an oxidant or O-atom transfer reagent, owing to the harsh conditions required for its activation (>150 °C, 50‒200 bar)7,8,9,10,11. Here we report an insertion of N2O into a Ni‒C

  开发能够使一氧化二氮 (N 2 O) 重新增值的催化化学工艺是减轻其排放1,2,3,4,5,6造成的环境威胁的有吸引力的策略。传统上，N 2 O 被认为是一种惰性分子，由于其活化所需的苛刻条件（>150 °C，50-200 bar） 7,8，有机化学家难以将其用作氧化剂或 O 原子转移试剂。 9,10,11。在这里，我们报告了在温和条件下（室温，1.5-2 bar N 2 O）将 N 2 O 插入 Ni-C 键，从而提供有价值的酚并释放良性 N 2. 这种从根本上不同的有机金属 C-O 键形成步骤不同于当前基于还原消除的策略，并为将芳基卤化物转化为苯酚提供了另一种催化方法。该过程通过用于 Ni 中心的基于联吡啶的配体进行催化。该方法稳健、温和且选择性高，能够适应碱基敏感功能，并允许从密集官能化的芳基卤化物合成苯酚。尽管该协议没有提供缓解 N 2 O 排放的解决方案，但它代表了将丰富的 N 2
• Mesomorphism dependence on central bridge (-COO-CH₂-) and terminal end group (-Br)
  作者：Rajesh B. Marathe、A. V. Doshi

  DOI：10.1080/15421406.2015.1044639

  日期：2016.1.2

  A novel series of liquid crystalline (LC) ester materials has been synthesized and studied with a view to understanding the effects of molecular structure on LC behavior. The homologous series of eleven members is entirely enantiotropically smectogenic without exhibition of a nematic phase. Transition temperatures and the texture of smectic phase was determined by an optical polarizing microscope equipped with a heating stage (POM). Transition curves (Cr-Sm and Sm-I) showing phase behavior in a phase diagram behave in a normal manner. Textures of smectic phase are focal conic fan shaped of the type Smectic-A or Smectic-C. An odd-even effect is exhibited by the Sm-I transition curve. The average thermal stability for smectic is 91.2 degrees C and the mesogenic phase length ranges between 3.6 degrees C and 39.3 degrees C. Thus, the novel smectogenic homologous series is a middle-ordered melting type whose LC phase is relatively middle ordered. The LC properties of the present series are compared with a structurally similar homologous series. Analytical and spectral data support the molecular structures.