(S)-1-Bromo-2,4-dimethylpentane | 6570-91-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 英文名称: (S)-1-Bromo-2,4-dimethylpentane
• 英文别名: (-)(S)-1-bromo-2.4-dimethyl-pentane；(-)(S)-1-Brom-2.4-dimethyl-pentan；(2S)-1-bromo-2,4-dimethylpentane
• CAS: 6570-91-8
• 化学式: C₇H₁₅Br
• 分子量: 179.1
• InChiKey: SQPLOXIDSDCSKA-ZETCQYMHSA-N

物化性质

• 沸点：
  68 °C(Press: 30 Torr)
• 密度：
  1.133±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 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：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (S)-1-Bromo-2,4-dimethylpentane 在 copper(l) iodide 、 草酰氯 、 四溴化碳 、 magnesium 、 二甲基亚砜 、 三乙胺 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 (6R,10R)(2E,4E)-4,6,10,12-tetramethyl-2,4-tridecadien-7-one
  参考文献：
  名称：

  Enzymatic synthesis of (2E,4E)-(6R,10R)-4,6,10,12-tetramethyl-2,4-tridecadien-7-one, the sex pheromone of Matsucoccus matsumurae Japanese pine bast scale

  摘要：

  The sex pheromone of Matsucoccus matsumurae Japanese pine bast scale (2E,4E)-(6R,10R)-4,6,10,12-tetramethyl-2,4-tridecadien-7-one (1) was synthesized with stereocontrol from (2R,4S)-5-acetoxy 2,4-dimethyl-pentanol (3), which in turn was prepared by lipase-catalyzed transesterification of meso-2,4-dimethyl-1,5-propanediol (2). Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00014-4
• 作为产物：
  描述：

  (2R,4S)-1-hydroxy-2,4-dimethylpentyl acetate 在 吡啶 、 lithium aluminium tetrahydride 、 四溴化碳 、 三苯基膦 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 7.0h， 生成 (S)-1-Bromo-2,4-dimethylpentane
  参考文献：
  名称：

  Enzymatic synthesis of (2E,4E)-(6R,10R)-4,6,10,12-tetramethyl-2,4-tridecadien-7-one, the sex pheromone of Matsucoccus matsumurae Japanese pine bast scale

  摘要：

  The sex pheromone of Matsucoccus matsumurae Japanese pine bast scale (2E,4E)-(6R,10R)-4,6,10,12-tetramethyl-2,4-tridecadien-7-one (1) was synthesized with stereocontrol from (2R,4S)-5-acetoxy 2,4-dimethyl-pentanol (3), which in turn was prepared by lipase-catalyzed transesterification of meso-2,4-dimethyl-1,5-propanediol (2). Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00014-4

文献信息

• METHOD FOR PREPARING VITTATALACTONE
  申请人：BREIT Bernhard

  公开号：US20110282075A1

  公开（公告）日：2011-11-17

  The present invention relates to the chemical synthesis of vittatalactone, the aggregation pheromone of the striped cucumber beetle, Acalymma vittatum.

  本发明涉及条纹黄瓜甲（Acalymma vittatum）聚集信息素vittatalactone的化学合成。
• Synthesis and the determination of the absolute configuration of matsuone, sex pheromone of female Matsucoccus pine scales
  作者：Xiongwei Shi、Francis X. Webster、Jerrold Meinwald

  DOI：10.1016/0040-4039(95)01501-8

  日期：1995.10

  matsuone (1), female sex pheromone of Matsucoccus resinosae pine scales, were convergently synthesized in high optical purities. The absolute configuration of the natural product has been assigned as (2E, 4E, 6R, 10R)-4,6,10,12-tetramethyltridecan-2,4-dien-7-one. Bioassays with M. resinosae using these stereoisomers reveal that the unnatural (6R, 10S)-isomer mimics the natural pheromone.

  以高光学纯度聚合合成了松果油松（Matsucoccus resinosae pine scales ）的雌性信息素－马来酮（1）的四种可能的旋光异构体。天然产物的绝对构型已被指定为（2 E，4 E，6 R，10 R）-4,6,10,12-四甲基三苯甲基-2,4-dien-7-one。使用这些立体异构体的树脂假单胞菌的生物测定表明，非天然（6 R，10 S）异构体模仿了天然信息素。
• Mori, Kenji; Furuuchi, Takeshi; Matsuyama, Keisuke, Liebigs Annalen, 1995, # 12, p. 2093 - 2100
  作者：Mori, Kenji、Furuuchi, Takeshi、Matsuyama, Keisuke

  DOI：——

  日期：——
• Levene; Marker, Journal of Biological Chemistry, 1935, vol. 111, p. 306
  作者：Levene、Marker

  DOI：——

  日期：——
• Enzymatic synthesis of (2E,4E)-(6R,10R)-4,6,10,12-tetramethyl-2,4-tridecadien-7-one, the sex pheromone of Matsucoccus matsumurae Japanese pine bast scale
  作者：Guo-Qiang Lin、Wei-Chu Xu

  DOI：10.1016/0968-0896(96)00014-4

  日期：1996.3

  The sex pheromone of Matsucoccus matsumurae Japanese pine bast scale (2E,4E)-(6R,10R)-4,6,10,12-tetramethyl-2,4-tridecadien-7-one (1) was synthesized with stereocontrol from (2R,4S)-5-acetoxy 2,4-dimethyl-pentanol (3), which in turn was prepared by lipase-catalyzed transesterification of meso-2,4-dimethyl-1,5-propanediol (2). Copyright (C) 1996 Elsevier Science Ltd