2-bromo-3-hydroxy-octane

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: 2-bromo-3-hydroxy-octane
• 英文别名: 2-bromo-octane-3-ol；2-Bromo-3-octanol；2-bromooctan-3-ol
• 化学式: C₈H₁₇BrO
• 分子量: 209.126
• InChiKey: PXUQVOJRSHJHFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  10
• 可旋转键数：
  5
• 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-bromo-3-hydroxy-octane 、 sodium phenylselenide 、 乙醇 以92%的产率得到
  参考文献：
  名称：

  SEVRIN M.; DENIS J. N.; KRIEF A., TETRAHEDRON LETT., 1980, 21, NO 19, 1877-1880

  摘要：

  DOI：
• 作为产物：
  描述：

  反-2-辛烯 以62%的产率得到
  参考文献：
  名称：

  Masuda Haruyoshi, Takase Kiyoshi, Nishio Masahiro, Hasegawa, Akira, Nishi+, J. Org. Chem, 59 (1994) N 19, S 5550- 5555

  摘要：

  DOI：

文献信息

• Synthesis, structural characterization and catalytic activity of a multifunctional enzyme mimetic oxoperoxovanadium(v) complex
  作者：Tapan K. Si、Shiv S. Paul、Michael G. B. Drew、Kalyan K. Mukherjea

  DOI：10.1039/c2dt12505f

  日期：——

  as well as nuclease activity through effective interaction with DNA. The complex is the first example of a structurally characterized stable oxoperoxovanadium(V) complex with a coordinated bi-dentate hydroximate moiety (–CONHO−) from 2-phenylacetohydroximate (PAH). The oxoperoxovanadium(V) complex has been used as catalyst for the peroxidative bromination reaction of some unsaturated alcohols (e.g. 4-pentene-1-ol

  已完成了一种新型的含配体2-苯基乙酰氧肟酸（PAHH）和1,10-菲咯啉（phen）的氧过氧钒（V）配合物[VO（O 2）（PAH）（phen）]的合成和结构表征。发现过氧过氧钒（V）复合物通过与DNA的有效相互作用模拟了钒酸盐依赖性的过氧化物酶（VHPO）活性和核酸酶活性。该复合物是一种结构特征在于稳定oxoperoxovanadium（的第一例V）络合物与协调二齿hydroximate部分（-CONHO - ）由2- phenylacetohydroximate（PAH）。氧过氧钒（V）配合物已被用作在H 2 O 2存在下某些不饱和醇（例如4-戊烯-1-醇，1-辛烯-3-醇和9-癸烯-1-醇）的过氧化溴化反应的催化剂和KBr。催化产物已通过GC-MS分析和分光光度法进行了表征。该复合物的DNA结合已通过CT DNA建立，而DNA裂解已通过质粒DNA证实。复合物与DNA的相互作用已通过电
• A New Synthetic Method of Preparing Iodohydrin and Bromohydrin Derivatives through in situ Generation of Hypohalous Acids from H5IO6 and NaBrO3 in the Presence of NaHSO3
  作者：Haruyoshi Masuda、Kiyoshi Takase、Masahiro Nishio、Akira Hasegawa、Yutaka Nishiyama、Yasutaka Ishii

  DOI：10.1021/jo00098a012

  日期：1994.9

  Hypohydrous acids such as hypoiodous acid (IOH) and hypobromous acid (BrOH) were found to be easily generated from H5IO6 and NaBrO3 in the presence of an appropriate reducing agent such as NaHSO3. Iodohydrin and bromohydrin derivatives were synthesized in good yields from the reaction of a wide variety of organic compounds bearing carbon-carbon double bonds, with H5IO6 or NaBrO3 and NaHSO3. The iodohydroxylation of internal alkenes was achieved with high stereoselectivity to give anti products, although no stereoselectivity was observed in the bromohydroxylation of these alkenes. It was found that allylic alcohols undergo iodohydroxylation in anti-Markovnikov fashion to form iodo diols in good yields. Treatment of alkynes with H5IO6 combined with NaHSO3 afforded the corresponding ketones in fair yields, but the same treatment with NaBrO3 rather than H5IO6 produced the corresponding alpha,alpha-dibromo ketones along with small amounts of the dibromoalkenes.
• An amino acid coordinated vanadium (IV) complex: Synthesis, structure, DFT calculations and VHPO mimicking catalytic bromoperoxidation of organic substrates
  作者：Urmila Saha、Tapan Kr. Si、Prasanta Kr. Nandi、Kalyan K. Mukherjea

  DOI：10.1016/j.inoche.2013.09.057

  日期：2013.12

  A new VHPO mimicking oxovanadium(IV) complex [VO(sal-L-val)(phen)] (sal-val = Schiff base derived from salicylaldehyde and t-valine; phen = 1,10-phenanthroline) has been synthesized and characterized by elemental analysis, UV-vis, IR spectroscopy, ESI-MS, EPR and single crystal XRD studies. The structural and spectral parameters were further supported using DFT calculations. The complex was found to exhibit vanadium dependent haloperoxidase (VPHO) activity. (C) 2013 Elsevier B.V. All rights reserved.