1,1,2-三溴-2-乙基环丙烷 | 157978-76-2

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 中文名称: 1,1,2-三溴-2-乙基环丙烷
• 英文名称: 1,1,2-tribromo-2-ethylcyclopropane
• CAS: 157978-76-2
• 化学式: C₅H₇Br₃
• 分子量: 306.823
• InChiKey: BUIKUIAILBTHMB-UHFFFAOYSA-N

物化性质

• 沸点：
  206.8±30.0 °C(Predicted)
• 密度：
  2.346±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• 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：

  1,1,2-三溴-2-乙基环丙烷 在 甲基锂 作用下， 以 乙醚 为溶剂， 生成 1-乙基环丙烯
  参考文献：
  名称：

  Method to inhibit ethylene responses in plants

  摘要：

  本发明一般涉及抑制植物和植物材料中乙烯反应的方法，特别涉及通过将植物暴露于环丙烯衍生物和其组合物中来抑制各种乙烯反应，包括植物成熟和降解，其中：1）环丙烯环上至少一个取代基含有碳环或杂环，或2）一个取代基含有硅、硫、磷或硼，或3）至少一个取代基含有一到四个非氢原子，且至少一个取代基含有多于四个非氢原子。

  公开号：

  US20050065033A1
• 作为产物：
  描述：

  2-溴-1-丁烯 、 三溴甲烷 在 sodium hydroxide 、 十六烷基三甲基溴化铵 作用下， 生成 1,1,2-三溴-2-乙基环丙烷
  参考文献：
  名称：

  Structure−Activity Relationships of Cyclopropene Compounds, Inhibitors of Pheromone Biosynthesis in Bombyx mori

  摘要：

  According to the synthetic route for 11,12-methylenehexadec-11-enoic acid [10-(2-butyl-1-cyclopropenyl)decanoic acid] and the amide, their related cyclopropene compounds, which possessed a propene ring at the 7,8-, 9,10-, or 13,14-position in a C-16 chain and the 11,12-position in a C-14 or C-18 chain, were synthesized via the corresponding 1-alkyl-1,2,2-tribromocyclopropane. Their activities as biosynthetic inhibitors of bombykol [(10E,12Z)-10,12-hexadecadien-1-ol; sex pheromone of the silkworm moth Bombyx mori L.] were measured with virgin female silkworm moths in vivo. The 7,8-methylene compounds were inactive even at the dose of 10 mu g/gland, but other compounds at 1 mu g/gland inhibited the conversion of [16,16, 16-H-2(3)]hexadecanoic acid to bombykol to some extent. Each amide showed stronger inhibitory activity than the corresponding acid, and the 11,12-methylene amide with a C-16 chain was the strongest (I-50 = 0.016 mu g/gland) among the tested compounds. Furthermore, experiments comparing the incorporation of [1-C-14]hexadecanoic acid into bombykol and another alcohol component in the pheromone gland, (Z)-11-hexadecen-1-ol, suggested that the all-desaturation was blocked by 9,10- and 11,12-methylene compounds and the subsequent Delta 10,- 12-desaturation by 11,12- and 13,14-methylene compounds.

  DOI：

  10.1021/jf950757n

文献信息

• Pyridazines by addition of diazoalkanes to 1-bromo- and 1,2-dibromocyclopropenes
  作者：Ahmad R. Al Dulayymi、Mark S. Baird

  DOI：10.1016/s0040-4020(98)00781-9

  日期：1998.10

  Reaction of a range of 1-bromocyclopropenes with diazo-compounds leads to pyrazoles which ring-open to pyridazines in reasonable yield.

  一系列的1-溴环丙烯与重氮化合物的反应生成吡唑，其以合理的收率对哒嗪开环。
• Dulayymi, Ahmad R. Al; Baird, Mark S., Journal of the Chemical Society. Perkin transactions I, 1994, # 12, p. 1547 - 1548
  作者：Dulayymi, Ahmad R. Al、Baird, Mark S.

  DOI：——

  日期：——
• Method to inhibit ethylene responses in plants
  申请人：Jacobson Martin Richard

  公开号：US20050065033A1

  公开（公告）日：2005-03-24

  The present invention generally relates to methods of inhibiting ethylene responses in plants and plant materials, and particularly relates to methods of inhibiting various ethylene responses including plant maturation and degradation, by exposing plants to cyclopropene derivatives and compositions thereof wherein: 1) at least one substituent on the cyclopropene ring contains a carbocyclic or heterocyclic ring, or 2) . a substituent contains silicon, sulfur, phosphorous, or boron, or 3) least one substituent contains from one to four non-hydrogen atoms and at least one substituent contains more than four non-hydrogen atoms.

  本发明一般涉及抑制植物和植物材料中乙烯反应的方法，特别涉及通过将植物暴露于环丙烯衍生物和其组合物中来抑制各种乙烯反应，包括植物成熟和降解，其中：1）环丙烯环上至少一个取代基含有碳环或杂环，或2）一个取代基含有硅、硫、磷或硼，或3）至少一个取代基含有一到四个非氢原子，且至少一个取代基含有多于四个非氢原子。
• Structure−Activity Relationships of Cyclopropene Compounds, Inhibitors of Pheromone Biosynthesis in <i>Bombyx mori</i>
  作者：Tetsu Ando、Ryuta Ohno、Kazuhisa Ikemoto、Masanobu Yamamoto

  DOI：10.1021/jf950757n

  日期：1996.1.1

  According to the synthetic route for 11,12-methylenehexadec-11-enoic acid [10-(2-butyl-1-cyclopropenyl)decanoic acid] and the amide, their related cyclopropene compounds, which possessed a propene ring at the 7,8-, 9,10-, or 13,14-position in a C-16 chain and the 11,12-position in a C-14 or C-18 chain, were synthesized via the corresponding 1-alkyl-1,2,2-tribromocyclopropane. Their activities as biosynthetic inhibitors of bombykol [(10E,12Z)-10,12-hexadecadien-1-ol; sex pheromone of the silkworm moth Bombyx mori L.] were measured with virgin female silkworm moths in vivo. The 7,8-methylene compounds were inactive even at the dose of 10 mu g/gland, but other compounds at 1 mu g/gland inhibited the conversion of [16,16, 16-H-2(3)]hexadecanoic acid to bombykol to some extent. Each amide showed stronger inhibitory activity than the corresponding acid, and the 11,12-methylene amide with a C-16 chain was the strongest (I-50 = 0.016 mu g/gland) among the tested compounds. Furthermore, experiments comparing the incorporation of [1-C-14]hexadecanoic acid into bombykol and another alcohol component in the pheromone gland, (Z)-11-hexadecen-1-ol, suggested that the all-desaturation was blocked by 9,10- and 11,12-methylene compounds and the subsequent Delta 10,- 12-desaturation by 11,12- and 13,14-methylene compounds.