3,7,11-trimethyl-1-dodecyl iodide | 10339-87-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 3,7,11-trimethyl-1-dodecyl iodide
• 英文别名: 1-iodo-3,7,11-trimethyldodecane；3,7,11-trimethyldodecyl iodide
• CAS: 10339-87-4
• 化学式: C₁₅H₃₁I
• 分子量: 338.316
• InChiKey: KGPGPIDANSKWIY-UHFFFAOYSA-N

物化性质

• 沸点：
  337.3±10.0 °C(Predicted)
• 密度：
  1.142±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  16
• 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：

  3,7,11-trimethyl-1-dodecyl iodide 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以84%的产率得到3,7,11-三甲基-1-十二碳烯
  参考文献：
  名称：

  Stereocontrolled Generation of the (2R) Chroman Core of Vitamin E: Total Synthesis of (2R,4′RS,8′RS)-α-Tocopherol

  摘要：

  (2R,4'RS,8'RS)-α-生育酚(1)的制备采用了两个关键步骤:一种新型的对映选择性TiCl4促进的(S)-亚砜导向的烯丙基化反应,将亚乙基2与烯丙基三甲基硅烷3结合,以高效生成色原酮部分具有挑战性的(2R)立体中心;以及与烯烃4进行交叉复分解反应,以高效连接最终目标中所含的疏水烷基链。

  DOI：

  10.1021/ol9020783
• 作为产物：
  描述：

  反式,反式-金合欢醇 在 palladium on activated charcoal 咪唑 、 氢气 、 碘 、 三苯基膦 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 39.0h， 生成 3,7,11-trimethyl-1-dodecyl iodide
  参考文献：
  名称：

  Potential therapeutic antioxidants that combine the radical scavenging ability of myricetin and the lipophilic chain of vitamin E to effectively inhibit microsomal lipid peroxidation

  摘要：

  The flavonol myricetin, reacts with oxygen-centred galvinoxyl radicals 28 times faster than d-alpha-tocopherol (vitamin E), the main lipid-soluble antioxidant in biological membranes. Moreover, each myricetin molecule reduces twice as many such radicals as vitamin E. However, myricetin fails to protect vitamin E-deficient microsomes from lipid peroxidation as assessed by the formation of thiobarbituric acid reactive substances (TBARS). Novel and potentially therapeutic antioxidants have been prepared that combine the radical-scavenging ability of a myricetin-like head group with a lipophilic chain similar to that of vitamin E. C-6-C-12 alkyl chains are attached to the A-ring of either a 3,3',4',5'-tetrahydroxyflavone or a 3,2',4',5'-tetrahydroxyflavone head group to give lipophilic flavonoids (Clog P = 4 to 10) that markedly inhibit iron-ADP catalysed oxidation of microsomal preparations. Orientation of the head group as well as total lipophilicity are important determinants of antioxidant efficacy. MM2 models indicate that our best straight chain 7-alkylflavonoids embed to the same depth in the membrane as vitamin E. The flavonoid head groups are prepared by aldol condensation followed by Algar-Flynn-Oyamada (AFO) oxidation or by Baker-Venkataraman re-arrangement. The alkyl tails are introduced by Suzuki or Negishi palladium-catalysed cross-coupling or by cross-metathesis catalysed by first generation Grubbs catalyst, which tolerate phenolic hydroxyl and ketone groups. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.02.031

文献信息

• [EN] FLAVONOID COMPOUNDS AS THERAPEUTIC ANTIOXIDANTS<br/>[FR] COMPOSES FLAVONOIDES EN TANT QU'ANTIOXYDANTS THERAPEUTIQUES
  申请人：ROWETT RES INST

  公开号：WO2004007475A1

  公开（公告）日：2004-01-22

  Novel flavonoid compounds having anti-oxidant activity are described. Formula (1). The compounds have been shown to exhibit anti-oxidative properties in biological systems and their utility in a sunscreen or skincare composition or to treat conditions involving oxidative damage, especially curative or prophylactic treatment of Alzheimer's disease or ischaemia-reperfusion and injury, is described.

  描述了具有抗氧化活性的新型黄酮类化合物。公式（1）。已经证明这些化合物在生物系统中展现出抗氧化特性，其在防晒霜或护肤品中的用途，或用于治疗涉及氧化损伤的情况，特别是治疗或预防治疗阿尔茨海默病或缺血再灌注和损伤的情况。
• Flavonoid compounds as therapeutic antioxidants
  申请人：Caldwell Thomas Stuart

  公开号：US20060137207A1

  公开（公告）日：2006-06-29

  Novel flavonoid compounds having anti-oxidant activity are described. Formula 1. The compounds have been shown to exhibit anti-oxidative properties in biological systems and their utility in a sunscreen or skincare composition or to treat conditions involving oxidative damage, especially curative or prophylactic treatment of Alzheimer's disease or ischaemia-reperfusion injury, is described.

  描述了具有抗氧化活性的新型黄酮类化合物。公式1。已经证明这些化合物在生物系统中表现出抗氧化性质，并描述了它们在防晒霜或护肤组合物中的实用性，或用于治疗涉及氧化损伤的疾病，特别是治疗阿尔茨海默病或缺血再灌注损伤的治疗或预防。
• Synthesis and Mesomorphic Properties of Rigid-Core Ionic Liquid Crystals
  作者：Paul H. J. Kouwer、Timothy M. Swager

  DOI：10.1021/ja075651a

  日期：2007.11.1

  Ionic liquid crystals combine the unique solvent properties of ionic liquids with self-organization found for liquid crystals. We report a detailed analysis of the structure-property relationship of a series of new imidazolium-based liquid crystals with an extended aromatic core. Investigated parameters include length and nature of the tails, the length of the rigid core, the lateral substitution pattern, and the nature of the counterion. Depending on the molecular structure, two mesophases were observed: a bilayered SmA(2) phase and the more common monolayered SmA phase, both strongly interdigitated. Most materials show mesophases stable to high temperatures. For some cases, crystallization could be suppressed, and room-temperature liquid crystalline phases were obtained. The mesomorphic properties of several mixtures of ionic liquid crystals were investigated. Many mixtures showed full miscibility and ideal mixing behavior; however, in some instances we observed, surprisingly, complete demixing of the component SmA phases. The ionic liquid crystals and mixtures presented have potential applications, due to their low melting temperatures, wide temperature ranges, and stability with extra ion-doping.
• Low-band gap copolymers of ethynylfluorene and 3,6-dithiophen-2-yl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione synthesized under microwave irradiation for polymer photovoltaic cells
  作者：Zhonglian Wu、Benhu Fan、Aiyuan Li、Feng Xue、Jianyong Ouyang

  DOI：10.1016/j.orgel.2011.03.023

  日期：2011.6

  Copolymers with alternative electron-donating and electron-withdrawing units can exhibit a low-band gap and can be used as the donor materials in polymer photovoltaic cells (PVs). This paper reports the synthesis of copolymers of electron-donating ethynylfluorene and electron-withdrawing 3,6-dithiophen-2-yl-2,5-dihydropyrrolo[3,4-c]pyyrole-1,4-dione (DPP) via the Pd-catalyzed Sonogashira coupling and their application in polymer PVs. Applying microwave irradiation during the Sonogashira coupling can shorten the polymerization time from several days to a couple of minutes and improve the molecular weight. These polymers have band gaps of about 1.85 eV. Their energy levels indicate that they can be used as the donor materials for polymer PVs. Polymer PVs were fabricated using these polymers as donors and [6,6]-phenyl-C61-butyric acid methyl ester (PCBM) as acceptor. Applying the microwave irradiation during the Sonogashira coupling can significantly improve the photovoltaic performance of the polymer PVs. Power conversion efficiency (PCE) of 2.25% was achieved on polymer PVs under AM 1.5G illumination (100 mW cm(-2)). (C) 2011 Elsevier B.V. All rights reserved.
• FLAVONOID COMPOUNDS AS THERAPEUTIC ANTIOXIDANTS
  申请人：The Rowett Research Institute

  公开号：EP1534698B1

  公开（公告）日：2007-09-19