碘甲基甲基二苯基硅烷 | 18407-42-6

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 中文名称: 碘甲基甲基二苯基硅烷
• 英文名称: (iodomethyl)methyldiphenylsilane
• 英文别名: iodomethyldiphenylmethylsilane；Jodmethyl-methyl-diphenyl-silan；diphenyl(iodomethyl)methylsilane；(Iodomethyl)(methyl)diphenylsilane；iodomethyl-methyl-diphenylsilane
• CAS: 18407-42-6
• 化学式: C₁₄H₁₅ISi
• 分子量: 338.263
• InChiKey: UVJAFXWGPBSOGS-UHFFFAOYSA-N

物化性质

• 沸点：
  159-161 °C(Press: 25 Torr)
• 密度：
  1.409 g/cm3(Temp: 4 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  2.85
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  碘甲基甲基二苯基硅烷 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 [(R)-(S)-1-(3,4-Dihydro-2H-pyran-2-yl)-allyloxy]-methyl-diphenyl-silane
  参考文献：
  名称：

  Carbonyl addition reaction by means of β-silylphosphorous ylide. -diastereoselective vinylation of α-alkoxy aldehydes.

  摘要：

  DOI：

  10.1016/s0040-4039(00)87812-0
• 作为产物：
  描述：

  phenylmagnesium bromide 在 potassium iodide 作用下， 生成 碘甲基甲基二苯基硅烷
  参考文献：
  名称：

  Huang; Wang, Huaxue Xuebao/Acta Chimica Sinica, 1959, vol. 25, p. 330,331-340

  摘要：

  DOI：

文献信息

• Vinyl anion equivalent V. Asymmetric synthesis of allylic alcohols using chiral 2-(trialkylsilyl)ethyl sulfoxides
  作者：Shinya Kusuda、Yoshio Ueno、Takeshi Toru

  DOI：10.1016/s0040-4020(01)80816-4

  日期：1994.1

  Both enantiomers of optically pure secondary allylic alcohols can be conveniently prepared by the diastereoselective reaction of the α-sulfinyl carbanion of p-tolyl 2-(trialkylsilyl)ethyl sulfoxides or tert-butyl 2-(trimethylsilyl)ethyl sulfoxide with aldehydes followed by either fluoride-induced desilylsulfinylation or thermal elimination of the sulfinyl group.

  光学纯的仲烯丙基醇的两种对映异构体可通过对甲苯基2-（三烷基甲硅烷基）乙基亚砜或叔丁基2-（三甲基甲硅烷基）乙基亚砜的α-亚磺酰基碳负离子与醛随后进行氟化的非对映选择性反应方便地制备。-诱导的亚甲硅烷基亚磺酰基化或亚氨基的热消除。
• Alkyl-4-silyl-phenols and esters thereof as antiatherosclerotic agents
  申请人：Hoechst Marion Roussel, Inc.

  公开号：US05608095A1

  公开（公告）日：1997-03-04

  This invention relates to compounds of the formula ##STR1## wherein R.sub.1 and R.sub.6 are each independently C.sub.1 -C.sub.6 alkyl; R.sub.2, R.sub.3 and R.sub.4 are each independently hydrogen or C.sub.1 -C.sub.6 alkyl; R is hydrogen or --C(O)--(CH.sub.2).sub.m --Q wherein Q is hydrogen or --COOH and m is an integer 1, 2, 3 or 4; Z is a thio, oxy or methylene group; A is a C.sub.1 -C.sub.4 alkylene group; R.sub.5 and R.sub.7 are each independently a C.sub.1 -C.sub.6 alkyl or --(CH.sub.2).sub.n --(Ar) wherein n is an integer 0, 1, 2 or 3; and Ar is phenyl or naphthyl unsubstituted or substituted with one to three substituents selected from the group consisting of hydroxy, methoxy, ethoxy, halogen, trifluoromethyl, C.sub.1 -C.sub.6 alkyl, or --NR.sub.8 R.sub.9, wherein R.sub.8 and R.sub.9 are each independently hydrogen or C.sub.1 -C.sub.6 alkyl; with the proviso that when R.sub.2 and at least one of R.sub.5 or R.sub.7 is C.sub.1 -C.sub.6 alkyl, and Ar is not substituted with trifluoromethyl or --NR.sub.8 R.sub.9, then R is --C(O)--(CH.sub.2).sub.m --Q; or a pharmaceutically acceptable salt thereof; useful for the treatment of atherosclerosis and chronic inflammatory disorders; for inhibiting cytokine-induced expression of VCAM-1 and/or ICAM-1; for inhibiting the peroxidation of LDL lipid; for lowering plasma cholesterol; and as antioxidant chemical additives useful for preventing oxidative deterioration in organic materials.

  本发明涉及以下式的化合物：其中R.sub.1和R.sub.6分别独立为C.sub.1-C.sub.6烷基；R.sub.2、R.sub.3和R.sub.4分别独立为氢或C.sub.1-C.sub.6烷基；R为氢或--C(O)--(CH.sub.2).sub.m--Q，其中Q为氢或--COOH，m为整数1、2、3或4；Z为硫、氧或亚甲基基团；A为C.sub.1-C.sub.4烷基基团；R.sub.5和R.sub.7分别独立为C.sub.1-C.sub.6烷基或--(CH.sub.2).sub.n--(Ar)，其中n为整数0、1、2或3；Ar为苯基或萘基，未取代或取代一个至三个羟基、甲氧基、乙氧基、卤素、三氟甲基、C.sub.1-C.sub.6烷基或--NR.sub.8R.sub.9，其中R.sub.8和R.sub.9分别独立为氢或C.sub.1-C.sub.6烷基；但当R.sub.2和至少一个R.sub.5或R.sub.7为C.sub.1-C.sub.6烷基，且Ar未取代三氟甲基或--NR.sub.8R.sub.9时，则R为--C(O)--(CH.sub.2).sub.m--Q；或其药学上可接受的盐；用于治疗动脉粥样硬化和慢性炎症性疾病；用于抑制细胞因子诱导的VCAM-1和/或ICAM-1表达；用于抑制LDL脂质过氧化；用于降低血浆胆固醇；以及作为抗氧化剂化学添加剂，用于防止有机材料的氧化恶化。
• 10.1016/j.jcat.2024.115568
  作者：Wang, Le-Cheng、Yuan, Yang、Wu, Xiao-Feng

  DOI：10.1016/j.jcat.2024.115568

  日期：——

  α-(Silyl)acetates are a class of stable and versatile organosilicon compounds wherein the inherent diversity of silicon can be exploited to unlock reactivity through masked carbanions, carbon nucleophiles, carbon-centered radical intermediates, and silicon electrophiles. Hence the developing of new methodology for their preparation is important and attractive. Herein, we developed an efficient method

  α-(甲硅烷基)乙酸酯是一类稳定且多功能的有机硅化合物，其中可以利用硅固有的多样性通过掩蔽碳负离子、碳亲核试剂、碳中心自由基中间体和硅亲电子试剂来释放反应性。因此，开发新的制备方法非常重要且有吸引力。在此，我们开发了一种有效的羰基化合成多功能α-(甲硅烷基)乙酸酯的方法。该反应操作简单，条件温和，底物范围广，官能团耐受性好。制备的α-(甲硅烷基)乙酸酯在一系列转化中表现出优异的反应活性，突出了该策略的合成效用。
• A Highly Diastereomerically Enriched, Silyl-Substituted Alkyl Lithium, Configurationally Stable at Room Temperature
  作者：Carsten Strohmann、Bors C. Abele、Klaus Lehmen、Daniel Schildbach

  DOI：10.1002/anie.200462141

  日期：2005.5.13
• Kusuda Shinya, Ueno Yoshio, Toru Takeshi, Tetrahedron, 50 (1994) N 4, S 1045-1062
  作者：Kusuda Shinya, Ueno Yoshio, Toru Takeshi

  DOI：——

  日期：——