(S)-(+)-1-bromo-2-methyloctane | 141622-95-9

• 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-methyloctane
• 英文别名: (S)-1-Bromo-2-methyloctane；(S)-2-methyloctyl bromide；(2S)-1-bromo-2-methyloctane
• CAS: 141622-95-9
• 化学式: C₉H₁₉Br
• 分子量: 207.154
• InChiKey: XHYRIXNUUUUPAL-VIFPVBQESA-N

物化性质

• 沸点：
  212.3±8.0 °C(Predicted)
• 密度：
  1.086±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  10
• 可旋转键数：
  6
• 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-methyloctane 在 氢氧化钾 、 lithium (3 percent sodium) 、 肼 作用下， 以 二乙二醇 为溶剂， 反应 7.0h， 生成 (2S,3S,7S)-3,7-dimethyl-2-tridecanol
  参考文献：
  名称：

  松锯齿的性信息素。分离自新双pr虫的一些活性次要成分的手性合成和乙酸二吡啶酯的一些手性类似物的手性合成。

  摘要：

  一些类似物的手性合成，2 - 7，3,7-二甲基-2-十五烷醇，的1（diprionol），以及相应的乙酸酯的描述。1的乙酸盐是Neodiprion属（Diprionidae）的性信息素中的主要引诱剂。化合物2/2-4被鉴定为分离自新双孢虫雌性雌性的次要成分。从手性起始原料，要么制备的合成中间体，通过不对称合成，或通过面包酵母减少。

  DOI：

  10.1016/s0040-4020(01)92255-0
• 作为产物：
  描述：

  (2S)-2-methyloctan-1-ol 在 吡啶 、 lithium bromide 作用下， 以 丙酮 为溶剂， 生成 (S)-(+)-1-bromo-2-methyloctane
  参考文献：
  名称：

  松锯齿的性信息素。分离自新双pr虫的一些活性次要成分的手性合成和乙酸二吡啶酯的一些手性类似物的手性合成。

  摘要：

  一些类似物的手性合成，2 - 7，3,7-二甲基-2-十五烷醇，的1（diprionol），以及相应的乙酸酯的描述。1的乙酸盐是Neodiprion属（Diprionidae）的性信息素中的主要引诱剂。化合物2/2-4被鉴定为分离自新双孢虫雌性雌性的次要成分。从手性起始原料，要么制备的合成中间体，通过不对称合成，或通过面包酵母减少。

  DOI：

  10.1016/s0040-4020(01)92255-0

文献信息

• Optically active polythiophenes
  申请人：——

  公开号：US20030135021A1

  公开（公告）日：2003-07-17

  Novel polythiophenes which exhibit strong main chain absorption in the ultraviolet to visible region, show optical activity depending on the polymeric chain alone, and comprise as repeating units thiophene rings containing chiral substituent groups, and are represented by the following general formula: 1 (wherein R 1 and R 2 are the same or different, each representing a hydrogen atom or an organic group, of which at least one is an enantiopure alkyl group with a branch structure at the &bgr;-position, and n represents the number of repeating units selected from 10 to 100,000).

  新型聚噻吩在紫外至可见光区域表现出强烈的主链吸收，其光学活性仅取决于聚合链，并由含有手性取代基的噻吩环作为重复单元组成，其通式如下： 1 (其中 R 1 和 R 2 相同或不同，各自代表一个氢原子或一个有机基团，其中至少有一个是在 &bgr;- 位具有分支结构的对映体纯烷基，n 代表从 10 到 100,000 中选择的重复单元数）。
• Sex pheromone of the pine sawflyDiprion pini (Hymenoptera: Diprionidae): Chemical identification, synthesis and biological activity
  作者：G. Bergström、A. -B. Wassgren、O. Anderbrant、J. Fägerhag、H. Edlund、E. Hedenström、H. -E. Högberg、C. Geri、M. A. Auger、M. Varama、B. S. Hansson、J. Löfqvist

  DOI：10.1007/bf01928898

  日期：1995.4

  The main component of the sex pheromone secretion of female Diprion pini L. (Hymenoptera: Diprionidae) from insects collected both in Finland and in France has been identified as a threo-3,7-dimethyl-2-tridecanol (8 ng per female) stereoisomer by GC-MS and synthesis. The secretion also contains lower and higher homologues in small amounts (1-4% of the main component). Combined gas chromatographic-electroantennographic detection showed activity in both natural and esterified extracts (acetates and propionates); the esters of the main component gave the largest responses. The acetates and propionates of the eight stereoisomers of 3,7-dimethyl-2-tridecanol were synthesized from enantiomerically highly enriched (> 99% ee) building blocks. The stereochemistry of the main component was established to be (2S,3R,7R) -3,7-dimethyl-2-tridecanol by GC analysis of the natural material. It was purified by liquid chromatography prior to the GC analysis of both its pentafluorobenzoates and its isopropylcarbamates on a nonchiral polar column (ECD) and a chiral column (NPD), respectively. Field tests demonstrated that both the acetate and propionate of the main component (100 mu g of each applied on cotton roll dispensers) were active in attracting males, with or without the presence of several of the minor compounds. Experiments with smaller amounts of the acetate and the propionate (1 mu g in France and 50 mu g in Finland) demonstrated that the propionate was more active than the acetate, and that it also caught more males than a blend of the two compounds.
• OPTICALLY ACTIVE POLYTHIOPHENE
  申请人：Japan Science and Technology Agency

  公开号：EP1088842B1

  公开（公告）日：2005-09-07
• US6878801B2
  申请人：——

  公开号：US6878801B2

  公开（公告）日：2005-04-12
• Sex Pheromone of pine sawflies. Chiral syntheses of some active minor components isolated from neodiprion sertifer and of some chiral analogues of diprionyl acetate.
  作者：Erik Hedenström、Hans-Erik Högberg、Ann-Britt Wassgren、Gunnar Bergström、Jan Löfqvist、Bill Hansson、Olle Anderbrant

  DOI：10.1016/s0040-4020(01)92255-0

  日期：1992.4

  some analogues, 2 – 7, of 3,7-dimethyl-2-pentadecanol, 1 (diprionol), and of the corresponding acetates are described. The acetate of 1 is the main attractant in the sex pheromone of the Neodiprion genus (Diprionidae). Compounds 2 /2- 4 were identified as minor components isolated from females of Neodiprion sertifer. Synthetic intermediates were prepared either from chiral starting materials, via asymmetric

  一些类似物的手性合成，2 - 7，3,7-二甲基-2-十五烷醇，的1（diprionol），以及相应的乙酸酯的描述。1的乙酸盐是Neodiprion属（Diprionidae）的性信息素中的主要引诱剂。化合物2/2-4被鉴定为分离自新双孢虫雌性雌性的次要成分。从手性起始原料，要么制备的合成中间体，通过不对称合成，或通过面包酵母减少。