1-bromo-4-methyldodecane | 86234-10-8

• 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: 1-bromo-4-methyldodecane
• CAS: 86234-10-8
• 化学式: C₁₃H₂₇Br
• 分子量: 263.261
• InChiKey: JRMLZJVSKZRTDK-UHFFFAOYSA-N

物化性质

• 沸点：
  95 °C(Press: 17 Torr)
• 密度：
  1.089 g/cm3(Temp: 27.5 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  14
• 可旋转键数：
  10
• 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：

  1-bromo-4-methyldodecane 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 生成 Methyl 2,6-dimethyltetradecanoate
  参考文献：
  名称：

  Identification of male-specific volatiles from nearctic and neotropical stink bugs (Heteroptera: Pentatomidae)

  摘要：

  Males of the Central American stink bug species, Euschistus obscurus, produce an attractant pheromone composed of a blend of compounds characteristic of North American Euschistus spp. and the South American soybean pest, E. heros. The range of E. obscurus extends into the southern United States, the species is easy to rear, and males produce an exceptionally large quantity of pheromone (>0.5 mug/day/male). These factors made E. obscurus useful for characterizing the novel pheromone components of E. heros without importing this pest species into the United States. Euschistus obscurus males produce methyl (2E,4Z)-decadienoate (61 %) in abundance, which is characteristic of North American species, and methyl 2,6,10-trimethyltridecanoate (27 %), the main male-specific ester of E. heros. The chirality of Euschistus spp. methyl-branched esters, and field activity of synthetic formulations, remain to be determined.

  DOI：

  10.1007/bf02059746
• 作为产物：
  描述：

  2-甲基-1-癸醇 在 氢氧化钾 、 lithium aluminium tetrahydride 、 triphenylphosphine dibromide 1:1 addition complex 作用下， 以 乙醚 、 乙醇 、 二氯甲烷 为溶剂， 生成 1-bromo-4-methyldodecane
  参考文献：
  名称：

  Identification of male-specific volatiles from nearctic and neotropical stink bugs (Heteroptera: Pentatomidae)

  摘要：

  Males of the Central American stink bug species, Euschistus obscurus, produce an attractant pheromone composed of a blend of compounds characteristic of North American Euschistus spp. and the South American soybean pest, E. heros. The range of E. obscurus extends into the southern United States, the species is easy to rear, and males produce an exceptionally large quantity of pheromone (>0.5 mug/day/male). These factors made E. obscurus useful for characterizing the novel pheromone components of E. heros without importing this pest species into the United States. Euschistus obscurus males produce methyl (2E,4Z)-decadienoate (61 %) in abundance, which is characteristic of North American species, and methyl 2,6,10-trimethyltridecanoate (27 %), the main male-specific ester of E. heros. The chirality of Euschistus spp. methyl-branched esters, and field activity of synthetic formulations, remain to be determined.

  DOI：

  10.1007/bf02059746

文献信息

• A Novel Synthesis of Branched High-molecular-weight (C₄₀⁺) Long-chain Alkanes
  作者：Hans-Joachim LEHMLER、Robert G. BERGOSH、Mark S. MEIER、Robert M. K. CARLSON

  DOI：10.1271/bbb.66.523

  日期：2002.1

  (C40+) alkanes with various mid-chain alkylation patterns. Above C40, these alkanes are exceedingly difficult to separate and purify, and syntheses can be blocked by the low solubility of intermediates. To overcome these problems, a facile three-step synthesis employing the alkylation of 1,3-dithiane with a suitable alpha,omega-dibromoalkane was developed. Bisalkylation of the bis(dithianyl)alkane intermediate

  关于具有各种中链烷基化模式的天然存在的高分子量（C40 +）烷烃的结构，功能和性质，仍然存在许多生物学和地球化学问题。高于C40时，这些烷烃极难分离和纯化，并且中间体的低溶解度会阻止合成。为了克服这些问题，开发了一种容易的三步合成法，该合成法采用1，3-二硫烷与合适的α，ω-二溴代烷烃进行烷基化。双（二硫代烷基）烷烃中间体与适当的1-溴烷烃进行双烷基化，然后用阮内镍进行脱硫，得到了所需的长链烷烃。在中链和/或在末端附近对称地修饰的长链烷烃（或未修饰，即 长链正构烷烃可通过选择适当的溴代烷烃来获得。使用这种方法合成了九个中链甲基化（C38H78至C53H108），一个对称的末端二甲基化（C40H82）和四个直链（C44H90至C58H118）长链烷烃。发现高温气相色谱（HTGC）在评估合成的高分子量烷烃的纯度方面具有重要的优势。
• Efficient opening of trans-2,3-epoxybutane by a higher order cuprate: synthesis of erythro-3,7-dimethylpentadecan-2-yl acetate, pheromone of pine sawflies.
  作者：Erik Hedenström、Hans-Erik Högberg

  DOI：10.1016/s0040-4020(01)90432-6

  日期：1994.4

  counted on the epoxide (96%) and on the haloalkane (85%) used as the starting material for the cuprate. Acetylation furnished a mixture of erythro-acetates 8 suitable for mating disruption in the pine sawfly Neodiprion sertifer.

  较高级的铜酸盐与反式-2,3-环氧丁烷反应，以高产率提供了双吡啶酚的四种赤型异构体（3,7-二甲基-2-十五醇，7）的混合物，两者均以环氧化物（96％）计卤代烷（85％）用作铜酸盐的原料。乙酰化作用提供了赤藓酸酯8的混合物，适合在松木锯蝇Neodiprion sertifer中进行交配破坏。
• TANYOLAC, S.;OEZERIS, S., CHIM. ACTA TURC., 1982, 10, N 3, 249-256
  作者：TANYOLAC, S.、OEZERIS, S.

  DOI：——

  日期：——
• US4740630A
  申请人：——

  公开号：US4740630A

  公开（公告）日：1988-04-26