1,1,2-三溴-2-己基-环丙烷 | 141493-79-0

• 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-己基-环丙烷
• 英文名称: 2-hexyl-1,1,2-tribromocyclopropane
• 英文别名: 1,1,2-tribromo-2-hexyl-cyclopropane；1-Hexyl-1,2,2-tribromocyclopropene；1-hexyl-1,2,2-tribromocyclopropane；1,1,2-tribromo-2-hexylcyclopropane
• CAS: 141493-79-0
• 化学式: C₉H₁₅Br₃
• 分子量: 362.93
• InChiKey: PQBXHGOALKFBQA-UHFFFAOYSA-N

物化性质

• 沸点：
  282.1±30.0 °C(Predicted)
• 密度：
  1.844±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  12
• 可旋转键数：
  5
• 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-己基-环丙烷 在 六甲基磷酰三胺 、 sodium hydroxide 、 正丁基锂 、 四丁基氢氧化铵 作用下， 以 二氯甲烷 为溶剂， 生成 7-(2-Hexyl-cycloprop-1-enyl)-heptanoic acid methyl ester
  参考文献：
  名称：

  环丙烯脂肪酸的新方法

  摘要：

  已经通过相应的1-硫代环丙烯的烷基化制备了一系列的环丙烯脂肪酸的酯，包括立体，丙二酸和硬脂酸。

  DOI：

  10.1016/s0040-4039(00)91664-2
• 作为产物：
  描述：

  1-辛炔 在 sodium hydroxide 、 四乙基溴化铵 、 氢溴酸 、 十六烷基三甲基溴化铵 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 1,1,2-三溴-2-己基-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

• Methods of blocking an ethylene response in plants using cyclopropene derivatives
  申请人：——

  公开号：US20010019995A1

  公开（公告）日：2001-09-06

  Methods of applying cyclopropene derivatives and compositions thereof to block ethylene receptors in plants are disclosed. One such method comprises applying to the plant an effective ethylene response-inhibiting amount of cyclopropene derivatives or compositions thereof. Also disclosed are methods of inhibiting abscission in plants, methods of prolonging the life of cut flowers, methods of inhibiting ripening of picked fruits, and methods of inhibiting ripening of picked vegetables.

  本发明揭示了应用环丙烯衍生物及其组合物来阻断植物中乙烯受体的方法。其中一种方法包括向植物施加足够的环丙烯衍生物或其组合物以抑制乙烯反应。还揭示了抑制植物脱落的方法、延长切花寿命的方法、抑制采摘水果成熟的方法以及抑制采摘蔬菜成熟的方法。
• Stable ethylene inhibiting compounds and methods for their preparation
  申请人：——

  公开号：US20040077502A1

  公开（公告）日：2004-04-22

  A method to inhibit the ethylene response in plants with cyclopropene compounds by first generating stable cyclopropane precursor compounds and then converting these compounds to the gaseous cyclopropene antagonist compound by use of a reducing or nucleophilic agent.

  一种通过首先生成稳定的环丙烷前体化合物，然后通过使用还原剂或亲核试剂将这些化合物转化为气态环丙烯拮抗剂化合物，以抑制植物中乙烯反应的方法。
• Stable Ethylene Inhibiting Compounds and Methods for Their Preparation
  申请人：Jacobson Richard Martin

  公开号：US20100184600A1

  公开（公告）日：2010-07-22

  A method to inhibit the ethylene response in plants with cyclopropene compounds by first generating stable cyclopropane precursor compounds and then converting these compounds to the gaseous cyclopropene antagonist compound by use of a reducing or nucleophilic agent.

  一种抑制植物乙烯响应的方法，首先生成稳定的环丙烷前体化合物，然后通过还原或亲核试剂将这些化合物转化为气态的环丙烯拮抗剂化合物。
• STABLE ETHYLENE INHIBITING COMPOUNDS AND METHODS FOR THEIR PREPARATION
  申请人：Jacobson Richard Martin

  公开号：US20130172191A1

  公开（公告）日：2013-07-04

  A method to inhibit the ethylene response in plants with cyclopropene compounds by first generating stable cyclopropane precursor compounds and then converting these compounds to the gaseous cyclopropene antagonist compound by use of a reducing or nucleophilic agent.

  一种使用环丙烯化合物抑制植物乙烯反应的方法，首先生成稳定的环丙烷前体化合物，然后通过还原剂或亲核试剂将这些化合物转化为气态环丙烯拮抗剂化合物。
• Bromine–magnesium exchange in gem-dibromocyclopropanes using Grignard reagents
  作者：Mark S Baird、Alexey V Nizovtsev、Ivan G Bolesov

  DOI：10.1016/s0040-4020(02)00018-2

  日期：2002.2

  Reaction of gem-dibromocyclopropanes with ethylmagnesium bromide at ambient temperature leads to very high yields of allenes; when cyclopropylidene-allene ring opening is suppressed, alternative carbenic products are observed, although other reactions compete. When the reactions are carried out at -60degreesC, a 1-bromo-1-(bromomagnesio)-cyclopropane is formed which may be trapped by a number of electrophiles. (C) 2002 Elsevier Science Ltd. All rights reserved.