3-(4-Bromo-2-methylphenyloxy)propane-1,2-diol | 309947-12-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(4-Bromo-2-methylphenyloxy)propane-1,2-diol
• 英文别名: 3-(4-Bromo-2-methylphenoxy)propane-1,2-diol；3-(4-bromo-2-methylphenoxy)propane-1,2-diol
• CAS: 309947-12-4
• 化学式: C₁₀H₁₃BrO₃
• 分子量: 261.115
• InChiKey: VZUVNIBUEQEUAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4-Bromo-2-methylphenyloxy)propane-1,2-diol 在 四(三苯基膦)钯 4-甲基苯磺酸吡啶 、 碳酸氢钠 作用下， 以 乙二醇二甲醚 为溶剂， 反应 6.0h， 生成 4-[3,3'-Dimethyl-4'-(3-methylbenzyloxy)biphenyl-4-yloxymethyl]-2,2-dimethyl-1,3-dioxolane
  参考文献：
  名称：

  Thermotropic and Lyotropic Liquid Crystalline Phases of Rigid Aromatic Amphiphiles

  摘要：

  Rodlike amphiphilic molecules that contain exclusively aromatic building-blocks and no flexible alkyl chains have been synthesized and their mesomorphic properties investigated. These novel compounds bear diol head groups of different size (2,3-dihydroxypropyloxy or 5,6-dihydroxy-3-oxahexyloxy groups) at one end of a biphenyl unit, various aromatic segments (banzyloxy, 4-, 3-, or 2-methylbenzyloxy, phenoxy groups) at the other, and additional methyl substituents in different positions. They were synthesized by using Suzuki cross-coupling reactions as the key steps. Their thermotropic mesomorphism was investigated by means of polarized light optical microscopy, differential scanning calorimetry, and, for enantiotropic phases, by X-ray scattering. The liquid crystallinity of this class of compounds is influenced by protic solvents, such as water and glycerol. Dependent on the temperature and the solvent content, different S-A phases were found. Several mesophases resulting from the frustration of these layer structures (e.g., different columnar phases, optical isotropic mesophases, and nematic phases) were also present. The smectic phases have different degrees of intercalation (S-Ad, S-A2) The columnar phases are supposed to be ribbon structures that result from the collapse of the smectic layers. They occur in some pure compounds or they are induced upon the addition of protic solvents. The particular phase sequences of the different compounds depend mainly on the position of the methyl substituents at the biphenyl cores and are largely determined by the degree of intercalation of the aromatic cores.

  DOI：

  10.1002/1521-3765(20001016)6:20<3821::aid-chem3821>3.0.co;2-8
• 作为产物：
  描述：

  1-Allyloxy-4-bromo-2-methylbenzene 在 四氧化锇 、 N-甲基吗啉氧化物 作用下， 以 丙酮 为溶剂， 生成 3-(4-Bromo-2-methylphenyloxy)propane-1,2-diol
  参考文献：
  名称：

  具有非常规中间相形态的液晶嵌段分子的设计：具有侧链烷基链的棒状玻拉两亲物

  摘要：

  已经合成了由联苯刚性核、每个末端的极性 2,3-二羟基丙氧基和横向位置的额外长烷基链组成的新型双亲分子。这些三元嵌段分子的结构通过改变烷基链的长度和位置、在 2,3-二羟丙基基团之一和刚性核之间引入额外的间隔单元，以及通过取代其中之一而系统地改变。 2,3-二羟基丙氧基由单个羟基组成。通过偏光显微镜、差示扫描量热法和 X 射线衍射研究了这些结构变化对这些新材料液晶特性的影响。这些研究表明，通过侧链的伸长，

  DOI：

  10.1021/ja003124k

文献信息

• Design of Liquid Crystalline Block Molecules with Nonconventional Mesophase Morphologies:  Calamitic Bolaamphiphiles with Lateral Alkyl Chains
  作者：Marius Kölbel、Tom Beyersdorff、Xiao Hong Cheng、Carsten Tschierske、Jens Kain、Siegmar Diele

  DOI：10.1021/ja003124k

  日期：2001.7.1

  3-dihydroxypropoxy groups by a single hydroxy group. The influence of these structural variations on the liquid crystalline properties of these new materials was investigated by polarized-light microscopy, differential scanning calorimetry, and X-ray diffraction. These investigation have shown that, by elongation of the lateral chain, a transition from a smectic monolayer structure (SmA1) via a strongly distorted layer

  已经合成了由联苯刚性核、每个末端的极性 2,3-二羟基丙氧基和横向位置的额外长烷基链组成的新型双亲分子。这些三元嵌段分子的结构通过改变烷基链的长度和位置、在 2,3-二羟丙基基团之一和刚性核之间引入额外的间隔单元，以及通过取代其中之一而系统地改变。 2,3-二羟基丙氧基由单个羟基组成。通过偏光显微镜、差示扫描量热法和 X 射线衍射研究了这些结构变化对这些新材料液晶特性的影响。这些研究表明，通过侧链的伸长，
• Thermotropic and Lyotropic Liquid Crystalline Phases of Rigid Aromatic Amphiphiles
  作者：Marius Kölbel、Tom Beyersdorff、Carsten Tschierske、Siegmar Diele、Jens Kain

  DOI：10.1002/1521-3765(20001016)6:20<3821::aid-chem3821>3.0.co;2-8

  日期：2000.10.16

  Rodlike amphiphilic molecules that contain exclusively aromatic building-blocks and no flexible alkyl chains have been synthesized and their mesomorphic properties investigated. These novel compounds bear diol head groups of different size (2,3-dihydroxypropyloxy or 5,6-dihydroxy-3-oxahexyloxy groups) at one end of a biphenyl unit, various aromatic segments (banzyloxy, 4-, 3-, or 2-methylbenzyloxy, phenoxy groups) at the other, and additional methyl substituents in different positions. They were synthesized by using Suzuki cross-coupling reactions as the key steps. Their thermotropic mesomorphism was investigated by means of polarized light optical microscopy, differential scanning calorimetry, and, for enantiotropic phases, by X-ray scattering. The liquid crystallinity of this class of compounds is influenced by protic solvents, such as water and glycerol. Dependent on the temperature and the solvent content, different S-A phases were found. Several mesophases resulting from the frustration of these layer structures (e.g., different columnar phases, optical isotropic mesophases, and nematic phases) were also present. The smectic phases have different degrees of intercalation (S-Ad, S-A2) The columnar phases are supposed to be ribbon structures that result from the collapse of the smectic layers. They occur in some pure compounds or they are induced upon the addition of protic solvents. The particular phase sequences of the different compounds depend mainly on the position of the methyl substituents at the biphenyl cores and are largely determined by the degree of intercalation of the aromatic cores.