5-(2,2-Dichloro-3,3-dimethylcyclopropyl)-3-methylpentanal | 321858-97-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(2,2-Dichloro-3,3-dimethylcyclopropyl)-3-methylpentanal
• 英文别名: 5-(2,2-dichloro-3,3-dimethylcyclopropyl)-3-methylpentanal
• CAS: 321858-97-3
• 化学式: C₁₁H₁₈Cl₂O
• 分子量: 237.169
• InChiKey: HURVKWVITOGALF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  香茅醛 、 二氯甲烷 在 1,4-bis((3,5-bis(triethylmethyleneammonium chloride)phenoxy)methyl)benzene 、 sodium hydroxide 作用下， 以 氯仿 为溶剂， 反应 0.08h， 生成 5-(2,2-Dichloro-3,3-dimethylcyclopropyl)-3-methylpentanal
  参考文献：
  名称：

  New soluble multi-site phase transfer catalysts and their catalysis for dichlorocarbene addition to citronellal assisted by ultrasound—A kinetic study

  摘要：

  Two new soluble multi-site phase transfer catalysts (MPTCs), viz., 1,4-bis-(triethylmethylene ammonium chloride)-2,5-dimethyl benzene (BTMACD) containing di-site and 1.4-bis((3,5-bis(triethylmethyleneammonium chloride)phenoxy)methyl)benzene (TEMACPB) containing tetra-site were prepared and proved by FT-IR, H-1 NMR, C-13 NMR, mass and elemental analysis. The enhancement of C-N peak intensity at 1179 cm(-1) noticed in FT-IR, the agreement of m/z values, viz., 405 and 888 for di-site and tetra-site respectively with their theoretical values and the percentage of C. H, N elements noticed in elemental analysis has strongly supported the presence of di-site and tetra-site in the BTMACD and TEMACPB catalysts. Further, the presence of number of active-sites in each catalyst was again confirmed by determining their pseudo-first order rate constant for dichlorocarbene addition to citronellal in the presence of ultrasonic irradiation/mechanical stirring. The comparative study reveals that the k(obs), determined with the combination of ultrasound and mechanical stirring has shown more activity (3 fold) than with their individual effect. Further, the detailed kinetic study performed with superior tetra-site MPTC (TEMACPB) reveals that the k(obs) are dependent with the stirring speed, [substrate]center dot[catalyst]center dot[NaOH] and temperature. Based on the kinetic results, thermodynamic parameters are evaluated and an interfacial mechanism is proposed. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2012.05.020

文献信息

• NOVEL JUVENILE HORMONE ANALOGUES AND THEIR USE AS ANTIFOULING AGENTS
  申请人：Bioparken AS

  公开号：EP1204320A2

  公开（公告）日：2002-05-15
• [EN] NOVEL JUVENILE HORMONE ANALOGUES AND THEIR USE AS ANTIFOULING AGENTS<br/>[FR] NOUVEAUX ANALOGUES DE L'HORMONE JUVENILE UTILISES COMME AGENTS ANTI-SALISSURES
  申请人：FORSKNINGSPARKEN I AAS AS

  公开号：WO2001006853A2

  公开（公告）日：2001-02-01

  The use of juvenile hormone analogues (juvenoids, juvenile hormone-like compounds, juvenile hormone mimics) compounds as antifouling agents in e.g. paint compositions for ships and immersed structures including oil drilling rigs and fish nets and novel juvenile hormone compounds. The compounds are active against barnacles including species of Cirripedia such as Balanus species and prevent crucial steps in the process of barnacle fouling on solid surfaces such as the settlement, attachment and/or metamorphosis of barnacle cyprid larvae.
• New soluble multi-site phase transfer catalysts and their catalysis for dichlorocarbene addition to citronellal assisted by ultrasound—A kinetic study
  作者：Eagambaram Murugan、Gurusamy Tamizharasu

  DOI：10.1016/j.molcata.2012.05.020

  日期：2012.11

  Two new soluble multi-site phase transfer catalysts (MPTCs), viz., 1,4-bis-(triethylmethylene ammonium chloride)-2,5-dimethyl benzene (BTMACD) containing di-site and 1.4-bis((3,5-bis(triethylmethyleneammonium chloride)phenoxy)methyl)benzene (TEMACPB) containing tetra-site were prepared and proved by FT-IR, H-1 NMR, C-13 NMR, mass and elemental analysis. The enhancement of C-N peak intensity at 1179 cm(-1) noticed in FT-IR, the agreement of m/z values, viz., 405 and 888 for di-site and tetra-site respectively with their theoretical values and the percentage of C. H, N elements noticed in elemental analysis has strongly supported the presence of di-site and tetra-site in the BTMACD and TEMACPB catalysts. Further, the presence of number of active-sites in each catalyst was again confirmed by determining their pseudo-first order rate constant for dichlorocarbene addition to citronellal in the presence of ultrasonic irradiation/mechanical stirring. The comparative study reveals that the k(obs), determined with the combination of ultrasound and mechanical stirring has shown more activity (3 fold) than with their individual effect. Further, the detailed kinetic study performed with superior tetra-site MPTC (TEMACPB) reveals that the k(obs) are dependent with the stirring speed, [substrate]center dot[catalyst]center dot[NaOH] and temperature. Based on the kinetic results, thermodynamic parameters are evaluated and an interfacial mechanism is proposed. (C) 2012 Elsevier B.V. All rights reserved.