1,1-dibromo-2-octylcyclopropane | 62845-99-2

• 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: 1,1-dibromo-2-octylcyclopropane
• 英文别名: 2,2-dibromo-1-octylcyclopropane；1-(2,2-dibromo-cyclopropyl)-octane；1,1-Dibrom-2-heptylcyclopropan；3,3-Dibrom-1-octyl-cyclopropan
• CAS: 62845-99-2
• 化学式: C₁₁H₂₀Br₂
• 分子量: 312.088
• InChiKey: QEMWCGYLHICAEI-UHFFFAOYSA-N

物化性质

• 沸点：
  287.8±13.0 °C(Predicted)
• 密度：
  1.438±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  13
• 可旋转键数：
  7
• 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-dibromo-2-octylcyclopropane 在 potassium tert-butylate 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 生成 1-octylcyclopropene
  参考文献：
  名称：

  Modulation of Actinidia arguta fruit ripening by three ethylene biosynthesis inhibitors

  摘要：

  The purpose of this study was to investigate the effect of postharvest application of 1-methylecyclopropene (1-MCP), 1-pentylcyclopropene (1-PentCP) and 1-octylcyclopropene (1-OCP), two structural analogues of 1-MCP, on Actinidia arguta (Siebold et Zucc.) Planch. ex. Miq. Fruit post-harvest ripening and antioxidant activity. The results showed that these two structural analogues, just as 1-MCP, exerted their effect in a concentration-dependent manner. The most effective concentration of 1-MCP, 1-PentCP or 1-OCP treatment was 1.2 mu l L-1, 1.2 mu l L-1 and 0.8 mu l L-1, respectively. But, 0.8 mu l L(-1)1-OCP was found to be more potent in postponing the appearances of respiration rate peak and ethylene production peak, delaying the softening and weight loss, suppressing the activities of ACC synthase (ACS) and ACC oxidase (ACO), maintaining higher glutathione (GSH) content, activities of glutathione reductase (GR) and ascorbate peroxidase (APX), though slightly inferior to 1.2 mu l L-1 1-MCP. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.foodchem.2014.10.044
• 作为产物：
  描述：

  三溴甲烷 、 正癸烯 在 苄基三乙基氯化铵 、 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 8.67h， 以54%的产率得到1,1-dibromo-2-octylcyclopropane
  参考文献：
  名称：

  表面有机化学：通过二卤卡宾直接加成到乙烯基封端的自组装单分子膜（SAMs）中进行环丙烷化。

  摘要：

  二氧化硅表面上的C11-乙烯基封端的自组装单分子层（SAMs）在与二卤卡宾的CC键形成反应中成功改性以生成SAMs，并终止于二卤代（氟，氯，溴）环丙烷基序，表面覆盖率约为30％。

  DOI：

  10.3762/bjoc.10.307

文献信息

• Cyclopropylidene Dianion Equivalent. Preparation of 1,1-Dilithio-2,2-diphenylcyclopropane
  作者：Akira Oku、Yasuyoshi Ose、Tohru Kamada、Tomohiro Yoshida

  DOI：10.1246/cl.1993.573

  日期：1993.3

  The title compound was prepared by the treatment of the corresponding 1,1-dibromocyclopropane with lithium naphthalene radical anion (Li-C10H8). Trapping of the dilithio compound by chlorotrimethylsilane provided evidence for its highly basic profile which can compete with silylation.

  标题化合物是用萘基阴离子锂（Li-C10H8）处理相应的 1,1-二溴环丙烷而制备的。用三甲基氯硅烷捕获二硫代化合物证明了它的高碱性特征，这可能会与硅烷化作用产生竞争。
• The Formation of Allenes from gem-Dihalocyclopropanes by Reaction with Alkyllithium Reagents^1,2
  作者：William R. Moore、Harold R. Ward

  DOI：10.1021/jo01059a013

  日期：1962.12
• Makosza,M.; Fedorynski,M., Roczniki Chemii, 1976, vol. 50, p. 2223 - 2226
  作者：Makosza,M.、Fedorynski,M.

  DOI：——

  日期：——
• Organic chemistry on surfaces: Direct cyclopropanation by dihalocarbene addition to vinyl terminated self-assembled monolayers (SAMs)
  作者：Malgorzata Adamkiewicz、David O’Hagan、Georg Hähner

  DOI：10.3762/bjoc.10.307

  日期：——

  C11-Vinyl-terminated self-assembled monolayers (SAMs) on silica surfaces are successfully modified in C-C bond forming reactions with dihalocarbenes to generate SAMs, terminated with dihalo- (fluoro, chloro, bromo) cyclopropane motifs with about 30% surface coverage.

  二氧化硅表面上的C11-乙烯基封端的自组装单分子层（SAMs）在与二卤卡宾的CC键形成反应中成功改性以生成SAMs，并终止于二卤代（氟，氯，溴）环丙烷基序，表面覆盖率约为30％。
• Modulation of Actinidia arguta fruit ripening by three ethylene biosynthesis inhibitors
  作者：Yuehua Wang、Fangxu Xu、Xuqiao Feng、Roseline Love MacArthur

  DOI：10.1016/j.foodchem.2014.10.044

  日期：2015.4

  The purpose of this study was to investigate the effect of postharvest application of 1-methylecyclopropene (1-MCP), 1-pentylcyclopropene (1-PentCP) and 1-octylcyclopropene (1-OCP), two structural analogues of 1-MCP, on Actinidia arguta (Siebold et Zucc.) Planch. ex. Miq. Fruit post-harvest ripening and antioxidant activity. The results showed that these two structural analogues, just as 1-MCP, exerted their effect in a concentration-dependent manner. The most effective concentration of 1-MCP, 1-PentCP or 1-OCP treatment was 1.2 mu l L-1, 1.2 mu l L-1 and 0.8 mu l L-1, respectively. But, 0.8 mu l L(-1)1-OCP was found to be more potent in postponing the appearances of respiration rate peak and ethylene production peak, delaying the softening and weight loss, suppressing the activities of ACC synthase (ACS) and ACC oxidase (ACO), maintaining higher glutathione (GSH) content, activities of glutathione reductase (GR) and ascorbate peroxidase (APX), though slightly inferior to 1.2 mu l L-1 1-MCP. (C) 2014 Elsevier Ltd. All rights reserved.