3-溴-2-羟基-辛烷 | 159788-07-5

• 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: 3-溴-2-羟基-辛烷
• 英文名称: 3-bromo-2-hydroxy-octane
• 英文别名: 3-bromo-octan-2-ol；3-Brom-octan-2-ol；3-Bromooctan-2-ol
• CAS: 159788-07-5
• 化学式: C₈H₁₇BrO
• 分子量: 209.126
• InChiKey: SJZMPSMKOYGQBS-UHFFFAOYSA-N

物化性质

• 沸点：
  106-107 °C(Press: 12 Torr)
• 密度：
  1.207 g/cm3(Temp: 18 °C)

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：

  3-溴-2-羟基-辛烷 在 氢氧化钾 作用下， 生成 2-甲基-3-戊基环氧乙烷
  参考文献：
  名称：

  Kirrmann; Chancel, Bulletin de la Societe Chimique de France, 1951, p. 227

  摘要：

  DOI：
• 作为产物：
  描述：

  反-2-辛烯 以21%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

• 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.
• Kinetic resolution of racemic halohydrins, precursors of optically active di- and trialkyl-substituted epoxides, with lipase from Pseudomonas sp.
  作者：Waldemar Adam、Lluís Blancafort、Chantu R. Saha-Möller

  DOI：10.1016/s0957-4166(97)00430-8

  日期：1997.10

  Asymmetric acetylation of racemic halohydrins with vinyl acetate catalyzed by lipase from Pseudomonas sp. afforded the optically active beta-halo alcohols 1 and acetates 2 in high enantiomeric excess (68 to > 98%). The enzymatic kinetic resolution was performed on the preparative scale and the halo alcohols 1 and acetates 2 led to the optically active epoxides 3 after base treatment. (C) 1997 Elsevier Science Ltd.
• Kirrmann, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1927, vol. 184, p. 1463
  作者：Kirrmann

  DOI：——

  日期：——
• SEVRIN M.; DENIS J. N.; KRIEF A., TETRAHEDRON LETT., 1980, 21, NO 19, 1877-1880
  作者：SEVRIN M.、 DENIS J. N.、 KRIEF A.

  DOI：——

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

  DOI：——

  日期：——