1,2-双(4-溴苯氧基)乙烷 | 36506-46-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1,2-双(4-溴苯氧基)乙烷
• 英文名称: 1,2-bis(4-bromophenoxy)ethane
• 英文别名: 1-bromo-4-[2-(4-bromophenoxy)ethoxy]benzene
• CAS: 36506-46-4
• 化学式: C₁₄H₁₂Br₂O₂
• mdl: MFCD02684194
• 分子量: 372.056
• InChiKey: FANDKBOZYRTMBW-UHFFFAOYSA-N

物化性质

• 熔点：
  134-135 °C
• 沸点：
  438.7±30.0 °C(Predicted)
• 密度：
  1.612±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2909309090
• 危险性防范说明：
  P264,P280,P302+P352,P337+P313,P305+P351+P338,P362+P364,P332+P313
• 危险性描述：
  H315,H319

反应信息

• 作为反应物：
  描述：

  1,2-双(4-溴苯氧基)乙烷 在 N-溴代丁二酰亚胺(NBS) 、 sodium iodide 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 丙酮 为溶剂， 反应 8.0h， 生成 cis-1,2-bis(4-bromophenoxy)ethene
  参考文献：
  名称：

  Photosensitizer Drug Delivery via an Optical Fiber

  摘要：

  An optical fiber has been developed with a maneuverable miniprobe tip that sparges O-2 gas and photodetaches pheophorbide (sensitizer) molecules. Singlet oxygen is produced at the probe tip surface which reacts with an alkene spacer group releasing sensitizer upon fragmentation of a dioxetane intermediate. Optimal sensitizer photorelease occurred when the probe tip was loaded with 60 nmol sensitizer, where crowding of the pheophorbide molecules and self-quenching were kept to a minimum. The fiber optic tip delivered pheophorbide molecules and singlet oxygen to discrete locations. The 60 nmol sensitizer was delivered into petrolatum; however, sensitizer release was less efficient in toluene-d(8) (3.6 nmol) where most had remained adsorbed on the probe tip, even after the covalent alkene spacer bond had been broken. The results open the door to a new area of fiber optic-guided sensitizer delivery for the potential photodynamic therapy of hypoxic structures requiring cytotoxic control.

  DOI：

  10.1021/ja200840p
• 作为产物：
  描述：

  1,2-二苯氧基乙烷 在 溴 作用下， 以 溶剂黄146 为溶剂， 反应 1.0h， 以86%的产率得到1,2-双(4-溴苯氧基)乙烷
  参考文献：
  名称：

  合成受体的新方法。大环C-糖基化合物为手性水溶性环烷的合成及性能研究

  摘要：

  在一种制备大环C-糖基化合物的方法中，通过用氰基硼氢化钠酸辅助还原环状半缩醛来合成C-糖基残基。大环形成是通过对称的双（C-糖基）衍生的二胺与二羧酸二氯化物的反应来实现的。产物大环化合物是新型手性水溶性环烷的第一个实例。这类分子作为亲脂性底物的合成受体是令人感兴趣的。

  DOI：

  10.1016/s0008-6215(00)90884-x

文献信息

• New approaches to synthetic receptors. Studies on the synthesis and properties of macrocyclic C-glycosyl compounds as chiral, water-soluble cyclophanes
  作者：Craig S. Wilcox、Marlon D. Cowart

  DOI：10.1016/s0008-6215(00)90884-x

  日期：1987.12

  the preparation of macrocyclic C-glycosyl compounds, the C-glycosyl residue is synthesized by acid-assisted reduction of a cyclic hemiacetal with sodium cyanoborohydride. Macrocycle formation is effected by the reaction of a symmetrical bis(C-glycosyl)derived diamine with a dicarboxylic acid dichloride. The product macrocycles are presented as the first examples of a new type of chiral, water-soluble

  在一种制备大环C-糖基化合物的方法中，通过用氰基硼氢化钠酸辅助还原环状半缩醛来合成C-糖基残基。大环形成是通过对称的双（C-糖基）衍生的二胺与二羧酸二氯化物的反应来实现的。产物大环化合物是新型手性水溶性环烷的第一个实例。这类分子作为亲脂性底物的合成受体是令人感兴趣的。
• Design and Synthesis of Polymeric Chiral Bicyclo[3.3.0] Diene as Reusable Ligand for Rhodium-Catalyzed Asymmetric 1,4-Addition
  作者：Hongyu Yang、Minghua Xu

  DOI：10.1002/cjoc.201201079

  日期：2013.1

  A series of A‐B type sterically regular bicyclio[3.3.0] diene‐based polymers were designed and synthesized as immobilized chiral diene ligands for asymmetric catalysis. With polymeric diene 6b, good to excellent enantioselectivities can be achieved in Rh‐catalyzed asymmetric 1,4‐addition of arylboronic acids to α,β‐unsaturated ketones.

  设计并合成了一系列基于A‐B型空间正则双环[3.3.0]二烯的聚合物，作为固定的手性二烯配体进行不对称催化。使用聚合二烯6b，可以在Rh催化的芳基硼酸的不对称1,4-加成反应中获得出色的对映选择性，对α，β-不饱和酮。
• Palladium-Mediated Arylation of Lysine in Unprotected Peptides
  作者：Hong Geun Lee、Guillaume Lautrette、Bradley L. Pentelute、Stephen L. Buchwald

  DOI：10.1002/anie.201611202

  日期：2017.3.13

  mild method for the arylation of lysine in an unprotected peptide is presented. In the presence of a preformed biarylphosphine‐supported palladium(II)–aryl complex and a weak base, lysine amino groups underwent C−N bond formation at room temperature. The process generally exhibited high selectivity for lysine over other amino acids containing nucleophilic side chains and was applicable to the conjugation

  提出了一种温和的方法来使未保护的肽中的赖氨酸芳基化。在存在预先形成的由联芳基膦支撑的钯（II）-芳基配合物和弱碱的情况下，赖氨酸氨基在室温下会形成CN键。该方法通常对赖氨酸的选择性高于其他含有亲核侧链的氨基酸，适用于各种有机化合物（包括复杂的药物分子）与一系列肽的缀合。最后，该方法还成功地应用于通过大环化形成环肽。
• 双氧醚双三唑锌配合物单晶及其制备方法与应用
  申请人：天津师范大学

  公开号：CN105669571A

  公开（公告）日：2016-06-15

  本发明公开了双氧醚双三唑锌配合物单晶，其结构：[Zn(L)2Cl2]，其中，L=1-(4-(2-(4-溴苯氧基)乙氧基)苯基)-1H-1,2,4-三唑。同时还公开了单晶的制备方法。它是采用常温挥发法，即L和ZnCl2·4H2O在水和DMF的混合溶剂中搅拌半小时后过滤，滤液常温挥发两周后得到适合X-射线单晶衍射的无色块状晶体。其中L:ZnCl2·4H2O的摩尔比为1:1。本发明进一步公开了双氧醚双三唑锌配合物单晶作为潜在荧光材料在检测染料或发光剂的吸附量方面的应用。
• Facile Access to Biaryls and 2-Acetyl-5-arylbenzofurans via Suzuki Coupling in Water under Thermal and Microwave Conditions
  作者：Kamal Dawood、Ahmed Darweesh、Mohamed Shaaban、Ahmad Farag、Peter Metz

  DOI：10.1055/s-0030-1258181

  日期：2010.9

  phosphine-free Suzuki-Miyaura carbon-carbon cross-coupling reactions of activated and deactivated aryl halides and 2-acetyl-5-bromobenzofuran with various aryl- or heteroarylboronic acids were investigated. A benzothiazole-based palladium(II) complex was used as a precatalyst for the reactions under both thermal and microwave conditions in air using water as a solvent. palladium - catalysis - microwave irradiation

  研究了活化和失活的芳基卤化物和2-乙酰基5-溴苯并呋喃与各种芳基或杂芳基硼酸的无膦素Suzuki-Miyaura碳-碳交叉偶联反应。苯并噻唑基钯（II）络合物用作空气和水条件下在热和微波条件下反应的预催化剂。 钯-催化-微波辐射-铃木反应-苯并呋喃