2,2-二溴乙醇 | 83206-47-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 中文名称: 2,2-二溴乙醇
• 英文名称: 2,2-dibromoethanol
• CAS: 83206-47-7
• 化学式: C₂H₄Br₂O
• 分子量: 203.861
• InChiKey: OGZJULUCZAZKHP-UHFFFAOYSA-N

物化性质

• 沸点：
  203.7±20.0 °C(Predicted)
• 密度：
  2.376±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  5
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,2-二溴乙醇 在 甲醇 、 氢氧化钾 作用下， 生成 epibromohydrin
  参考文献：
  名称：

  Demole, Chemische Berichte, 1876, vol. 9, p. 49

  摘要：

  DOI：
• 作为产物：
  描述：

  2,2,2-三溴乙烷-1,1-二醇 生成 2,2-二溴乙醇
  参考文献：
  名称：

  羧酸酯的 EPR 研究。第 16 部分. 蒽-9-羧酸烷基酯难以捉摸的自由基阴离子的间接生成

  摘要：

  非质子介质中分子氧的电还原产生超氧阴离子 O2.−。这些高反应性自由基阴离子很容易攻击敏感的芳烃。因此，不可能通过直接原位电还原产生蒽-9-羧酸酯 (1) 的自由基阴离子。因为在 10 位取代的衍生物对这些自由基是稳定的，所以实现了自由基阴离子 1.- 的间接生成，以便能够测量其 EPR 光谱。在一系列 EPR 实验中，我们能够研究各种取代基对蒽衍生物对超氧化物的稳定性和自旋密度分布的影响。版权所有 © 2000 John Wiley & Sons, Ltd.

  DOI：

  10.1002/1099-1395(200010)13:10<624::aid-poc285>3.0.co;2-t

文献信息

• Synthesis, characterization and derivatization of hydroxyl-functionalized iron(<scp>ii</scp>) bis(NHC) complexes
  作者：Anja C. Lindhorst、Manuel Kaspar、Philipp J. Altmann、Alexander Pöthig、Fritz E. Kühn

  DOI：10.1039/c7dt04774f

  日期：——

  hydroxyl-functionalized tetradentate NHC/pyridine hybrid ligand and the corresponding Ag(I) and Fe(II) complexes are presented. Spectroscopic and X-ray diffraction techniques are used for structural investigations and cyclic voltammetry measurements reveal interesting electronic properties. Transmetalation of the trinuclear Ag(I) complex (C1) yields a mononuclear and a dinuclear iron(II) bis(NHC) complex (C2

  介绍了一种新型的羟基官能化的四齿NHC /吡啶杂化配体以及相应的Ag（I）和Fe（II）配合物的合成。光谱和X射线衍射技术用于结构研究，循环伏安法测量显示出令人感兴趣的电子特性。三核Ag（I）配合物（C1）的金属转移产生单核和双核铁（II）双（NHC）配合物（C2和C3），可以通过逐步沉淀法将其分离。前者与铁（II）双（NHC）配合物A同构，这是一种多功能的氧化催化剂。此外，已经建立了用于配体前体和铁（II）双（NHC）络合物（C2）的酯化反应的合适条件，证明了羟基官能团用于固定化和衍生化的效用。
• Preparation and Properties of Aluminum and Zinc Haloalcoholates
  作者：Takashi Ueshima、Shimpei Tomita、Takeo Saegusa

  DOI：10.1246/bcsj.41.1194

  日期：1968.5

  distilled nor sublimed even in vacuo. The usual aluminum alcoholates, such as ethoxide and isopropoxide, are easily distilled under reduced pressures. (2) The haloalcoholates are stronger Lewis acids than the usual alcoholates. The acid strength of some aluminum haloalcoholates is even higher than triethylaluminum. The strong acid nature of the aluminum haloalcoholate can be ascribed to the electron-withdrawing

  以卤代醇与金属醇盐在乙醚中反应制备了7种铝、锌卤代醇盐，并对其性质进行了考察。在这些卤代醇化物和通常的醇化物（烷基中不含卤素）之间观察到以下差异。(1) 金属卤代醇盐对热不稳定，在 90-220°C 时分解。除了Al(OCH2CF3)3，它们甚至在真空中既不蒸馏也不升华。通常的铝醇化物，如乙醇和异丙醇，很容易在减压下蒸馏。(2) 卤代醇化物是比通常的醇化物更强的路易斯酸。一些卤代醇铝的酸强度甚至高于三乙基铝。卤代醇铝的强酸性可以归因于卤素的吸电子作用。
• Formation of etheno adducts of adenosine and cytidine from 1-halooxiranes. Evidence for a mechanism involving initial reaction with the endocyclic nitrogen atoms
  作者：F. Peter Guengerich、Veronica D. Raney

  DOI：10.1021/ja00029a041

  日期：1992.1

  The etheno derivatives of nucleic acid bases contain an additional ring and are of interest because of their useful fluorescence properties and their potential as mutagenic lesions in DNA. The mechanism of formation from 2-haloacetaldehydes is known to involve initial Schiff base formation at an exocyclic nitrogen; however, mechanisms of formation from the more relevant 1-substituted oxiranes have not been established. The reaction of N6-methyladenosine (5) with 1-chlorooxirane yielded the stable carbinolamine 7,8-dihydro-8-hydroxy-9-methyl-3-beta-D-ribofuranosylimidazo[2,1-i]purinium species (10), consistent with initial attack of the N1 atom of adenine at the methylene of 1-chlorooxirane. No products indicative of initial reaction at the N6 atom of adenine were found. Reaction of 2,2-dibromoethanol with adenosine or cytidine at pH 9.2 yielded 1,N6-ethenoadenosine (1) or 3,N4-ethenocytidine (2), respectively, presumably via the base-catalyzed formation of 1-bromooxirane from the bromohydrin. When reactions were done with 2,2-dibromo[1-C-13]ethanol, 1 contained label only at C-7 and 2 contained label only at C-3. A role for 2-bromoacetaldehyde in these reactions was ruled out by the lack of incorporation of deuterium from (H2O)-H-2 into 1 under conditions where the exchange of the methylene protons of 2-bromoacetaldehyde with the solvent was relatively rapid. The collective results are most consistent with a mechanism in which the basic endocyclic nitrogen (N1 of adenine or N3 of cytosine) reacts with the methylene carbon of the 1-halooxirane, and, after ring opening and loss of the leaving group, the resulting aldehyde reacts with the exocyclic nitrogen to form the additional ring.
• Process for the manufacture of halogen alcohols
  申请人：WINTHROP CHEM CO INC

  公开号：US01903587A1

  公开（公告）日：1933-04-11
• GB384156
  申请人：——

  公开号：——

  公开（公告）日：——