1-碘-3,7-二甲基辛烷 | 124186-79-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机碘化物
• 中文名称: 1-碘-3,7-二甲基辛烷
• 英文名称: 1-iodo-3,7-dimethyloctane
• 英文别名: 3,7-dimethyl-1-iodooctane
• CAS: 124186-79-4
• 化学式: C₁₀H₂₁I
• 分子量: 268.181
• InChiKey: LKCFNUWNIROFII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  11
• 可旋转键数：
  6
• 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：

  1-碘-3,7-二甲基辛烷 在 氢氧化钾 、 lithium 、 肼 作用下， 以 乙醚 、 二乙二醇 为溶剂， 反应 9.0h， 生成 3,8,12-trimethyl-2-tridecanol
  参考文献：
  名称：

  松树蝇类雌性信息素前体和一些结构相关的甲基支链长链2-烷醇的合成。

  摘要：

  以适度的产率合成了3,7-二甲基-2-十一烷醇，3,7,9-三甲基-2-十三烷醇和3,7,11-三甲基-2-十三烷醇。所述醇分别是松木锯蝇物种Diprion nipponica，Macropirprion nemoralis和Microdiprion pallipes雌性信息素的前体。3,8,12-三甲基-2-十三烷醇，赤型-（2R，3R，11R / S）-3,11-二甲基-2-十四烷醇，3,5-二甲基-2-十四烷醇和5的立体异构体混合物，还以中等收率合成了7-二甲基-2-十四烷醇，该结构与松锯齿物种的性信息素醇前体有关。合成中的关键反应是通过使用不同的烷基锂作为亲核试剂，γ-丁内酯的开环。

  DOI：

  10.1023/a:1016289902732
• 作为产物：
  描述：

  香叶醇 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 1-碘-3,7-二甲基辛烷
  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

• fs–ps Exciton dynamics in a stretched tetraphenylsquaraine polymer
  作者：Maximilian H. Schreck、Lena Breitschwerdt、Henning Marciniak、Marco Holzapfel、David Schmidt、Frank Würthner、Christoph Lambert

  DOI：10.1039/c9cp02900a

  日期：——

  A squaraine polymer shows surprisingly fast light induced energy transfer between two different structural sections on the ps/fs time scale.

  一个方鲨碱聚合物显示出在皮秒/飞秒时间尺度上两个不同结构部分之间出现了令人惊讶的快速光诱导能量转移。
• Copper‐Catalyzed Regioselective Borocarbonylative Coupling of Unactivated Alkenes with Alkyl Halides: Synthesis of β‐Boryl Ketones
  作者：Fu‐Peng Wu、Yang Yuan、Claas Schünemann、Paul C. J. Kamer、Xiao‐Feng Wu

  DOI：10.1002/anie.202002714

  日期：2020.6.22

  borocarbonylative coupling of unactivated alkenes with alkyl halides remains a challenge. In this communication, a Cu‐catalyzed borocarbonylative coupling of unactivated alkenes with alkyl halides for the synthesis of β‐boryl ketones has been developed. A broad range of β‐boryl ketone derivatives was prepared in moderate to excellent yields with complete regioselectivity.

  未活化的烯烃与卤代烷的硼羰基化偶联仍然是一个挑战。在这种交流中，已开发出一种铜催化的未活化烯烃与烷基卤化物的硼羰基化偶联反应，用于合成β-硼基酮的方法。以中等至极高的收率和完全的区域选择性制备了多种β-硼基酮衍生物。
• Stereochemical Studies on Homoterpene Biosynthesis in Higher Plants; Mechanistic, Phylogenetic, and Ecological Aspects
  作者：Andreas Gäbler、Wilhelm Boland、Ute Preiss、Helmut Simon

  DOI：10.1002/hlca.19910740820

  日期：1991.12.11

  examined plant families (Agavaceae, Asclepiadaceae, Asteraceae, Leguminosae, Magnoliaceae, and Saxifragaceae). The enzyme tolerates a wide range of structural modifications at the polar head of 3. Instead of 3, also gcranylacclone 12 and the secondary alcohol 13 can be cleaved to the homoterpene 1 and as yet unidentified carbonyl fragments. The CC bonds within the aliphatic chain of 3 seem to be essential

  在高等植物中，两个高同萜烯4,8-二甲基壬基-1,3,7-三烯（1）和4,8,12-三甲基三苯胺-1,3,7,11-teiracnc（2）来源于nerolidol （3）。或香叶菊醇（4）通过其C-骨架离子的氧化裂解而形成。反应进行时，H 8 -C（5）的3完全丢失，并正式生成C 4片段。酶的位点特异性对于迄今检查过的所有植物科（龙舌兰科，萝摩科，菊科，豆科，木兰科和虎耳草科）都是相同的。该酶在3的极性头上可耐受多种结构修饰。gcranylacclone代替312和仲醇13可以裂解为高萜1和尚未鉴定的羰基片段。脂族链3中的CC键似乎对于氧化键裂解以及底物的识别和嵌入酶的活性中心至关重要。饲料诱导的利马豆菜豆叶螨（Tetranychus urticae）感染的利马豆菜豆叶片中1和2的生物合成可能需要事先释放nerolidol（3）或geranyllinalool（4）在断裂反应之前从系统发生
• [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。
• Hydromethylation of Unactivated Olefins
  作者：Hai T. Dao、Chao Li、Quentin Michaudel、Brad D. Maxwell、Phil S. Baran

  DOI：10.1021/jacs.5b05144

  日期：2015.7.1

  problem of olefin hydromethylation is presented. This highly chemoselective method can tolerate labile and reactive chemical functionalities and uses a simple set of reagents. An array of olefins, including mono-, di-, and trisubstituted olefins, are all smoothly hydromethylated. This mild protocol can be used to simplify the synthesis of a specific target or to directly “edit” complex natural products

  提出了烯烃氢甲基化的经典未解决问题的解决方案。这种高度化学选择性的方法可以耐受不稳定和反应性的化学官能团，并使用一组简单的试剂。一系列烯烃，包括单、二和三取代的烯烃，都可以顺利地进行氢甲基化。这种温和的协议可用于简化特定目标的合成或直接“编辑”复杂的天然产物和其他先进材料。该方法还适用于放射性和稳定标记甲基的简单安装。