1-Brom-2-methyl-pentanol-(2)

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-Brom-2-methyl-pentanol-(2)
• 英文别名: 1-Bromo-2-methylpentan-2-ol
• 化学式: C₆H₁₃BrO
• 分子量: 181.073
• InChiKey: LTUUZCHTZUVMAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  8
• 可旋转键数：
  3
• 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

• 作为产物：
  描述：

  异己烯 在 双氧水 、 溴 、 溶剂黄146 、 potassium iodide 作用下， 以 1,4-二氧六环 为溶剂， 生成 1-Brom-2-methyl-pentanol-(2)
  参考文献：
  名称：

  Schulz,M. et al., Chemische Berichte, 1967, vol. 100, p. 370 - 374

  摘要：

  DOI：

文献信息

• Schulz,M. et al., Chemische Berichte, 1967, vol. 100, p. 370 - 374
  作者：Schulz,M. et al.

  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：——
• Rieche,A. et al., Chemische Berichte, 1966, vol. 99, p. 3244 - 3250
  作者：Rieche,A. et al.

  DOI：——

  日期：——
• JPH02160736A
  申请人：——

  公开号：JPH02160736A

  公开（公告）日：1990-06-20
• 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.