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2-[(三甲基甲硅烷基)甲基]噻吩 | 59321-65-2

中文名称
2-[(三甲基甲硅烷基)甲基]噻吩
中文别名
——
英文名称
2-(Trimethylsilylmethyl)thiophene
英文别名
Trimethyl-thiophen-2-ylmethyl-silane;trimethyl(thiophen-2-ylmethyl)silane
2-[(三甲基甲硅烷基)甲基]噻吩化学式
CAS
59321-65-2
化学式
C8H14SSi
mdl
MFCD08752466
分子量
170.351
InChiKey
SDZJDIGCNMPIMU-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    3.76
  • 重原子数:
    10
  • 可旋转键数:
    2
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.5
  • 拓扑面积:
    28.2
  • 氢给体数:
    0
  • 氢受体数:
    1

SDS

SDS:9ef084b48a8b7928f1f9c02d94bd3625
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反应信息

  • 作为反应物:
    描述:
    参考文献:
    名称:
    甲醇钠甲醇溶液裂解呋喃-2-基,2-噻吩基,苯并[ b ]呋喃-2-基和苯并[ b ]噻吩-2-基-甲基(三甲基)硅烷(RCH 2 SiMe 3) ; 相应的RCH 3种类的酸度
    摘要:
    RCH的裂解率2森达3由2.00中号-NaOMe在MeOH或MEOD在50℃下已经被确定为R =呋喃-2-基,2-噻吩基,苯并[ b ]呋喃-2-基,和苯并[ b ]噻吩-2-基;的10的值5 ķ小号在MeOH和(括号内)在MEOD,其中ķ小号是特定二级速率常数,分别是:0.070(0.167),0.26(0.52),165(310),和70( 130)dm 3摩尔–1 s –1。k s的比值在MeOH于在MEOD的范围是0.42-0.54,与碳负离子RCH的速率决定分离一致2 - 。[相比之下; 对于2-噻吩基甲基(三甲基)锡烷,其10 5 k s为1.57(1.55),该比率为1.01,与通过质子从溶剂转移到分离的碳中心的亲电辅助相一致。]为相应的碳酸盐RCH 3计算的去质子能(STO-3G)的近似值和近似的p K a值推导出后者。(R =)呋喃-2-基,40.6; 2-噻吩基39.7;
    DOI:
    10.1039/p29860000197
  • 作为产物:
    参考文献:
    名称:
    甲醇钠甲醇溶液裂解呋喃-2-基,2-噻吩基,苯并[ b ]呋喃-2-基和苯并[ b ]噻吩-2-基-甲基(三甲基)硅烷(RCH 2 SiMe 3) ; 相应的RCH 3种类的酸度
    摘要:
    RCH的裂解率2森达3由2.00中号-NaOMe在MeOH或MEOD在50℃下已经被确定为R =呋喃-2-基,2-噻吩基,苯并[ b ]呋喃-2-基,和苯并[ b ]噻吩-2-基;的10的值5 ķ小号在MeOH和(括号内)在MEOD,其中ķ小号是特定二级速率常数,分别是:0.070(0.167),0.26(0.52),165(310),和70( 130)dm 3摩尔–1 s –1。k s的比值在MeOH于在MEOD的范围是0.42-0.54,与碳负离子RCH的速率决定分离一致2 - 。[相比之下; 对于2-噻吩基甲基(三甲基)锡烷,其10 5 k s为1.57(1.55),该比率为1.01,与通过质子从溶剂转移到分离的碳中心的亲电辅助相一致。]为相应的碳酸盐RCH 3计算的去质子能(STO-3G)的近似值和近似的p K a值推导出后者。(R =)呋喃-2-基,40.6; 2-噻吩基39.7;
    DOI:
    10.1039/p29860000197
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文献信息

  • Nickel-phosphine complex-catalyzed Grignard coupling—II
    作者:K. Tamao、S. Kodama、I. Nakajima、M. Kumada、A. Minato、K. Suzuki
    DOI:10.1016/0040-4020(82)80117-8
    日期:1982.1
    A general, versatile method for alkylation and arylation of haloheterocyclic compounds is reported. In the presence of a catalytic quantity of [NiCl2(dppp)], where dppp stands for Ph2P(CH2)3PPh2, bromothiophenes, halopyridines, haloquinoline, and haloisoquinolines reacted with alkyl and aryl Grignard reagents at room temperature or at ether refluxing temperature to give the cross-coupling products
    报道了卤代杂环化合物的烷基化和芳基化的通用方法。在催化量[NiCl 2(dppp)](其中dppp代表Ph 2 P(CH 2)3 PPh 2)的存在下,噻吩,卤代吡啶,卤代喹啉和卤代异喹啉在室温或室温下与烷基和芳基格氏试剂反应在乙醚回流温度下得到交叉偶联产物。偶联反应已应用于异喹啉生物碱的合成。还研究了2-噻吩基和2-吡啶格氏试剂的反应性。
  • Cleavage of 5-nitro-2-(trimethylsilylmethyl)thiophene by methanolic sodium methoxide. U.v. spectroscopic and solvent isotope effect evidence for generation of the anion [5-O<sub>2</sub>N·C<sub>4</sub>H<sub>2</sub>S· CH<sub>2</sub>-2]<sup>–</sup>
    作者:Pasquale Dembech、Colin Eaborn、Giancarlo Seconi
    DOI:10.1039/c39850001289
    日期:——
    generation of the observable anion [5-O2N·C4H2S· CH2]– with a solvent isotope effect k(MeOH)/k(MeOD) of 0.5, followed by protonation of the anion with a solvent isotope effect of 10; the results confirm that cleavages of RSiMe3 compounds by NaOMe–MeOH involve separation of the anions R–, and that the isotope effect in the reaction of R– with MeOH depends greatly on the degree of conjugative delocalization
    的反应5-硝基-2-(三甲基甲硅烷基)噻吩用NaOMe-MeOH中涉及产生可观察到的阴离子的[5-O 2 N·c ^ 4 ħ 2 S·CH 2 ] -用溶剂同位素效应ķ(甲醇)/ k(MeOD)为0.5,然后用10的溶剂同位素作用使阴离子质子化;结果证实,NaOMe-MeOH裂解RSiMe 3化合物涉及阴离子R –的分离,并且R –与MeOH反应的同位素效应在很大程度上取决于负离子的共轭离域程度,而不仅取决于负离子的共轭离域化程度。 Rh的酸度。
  • Reagents for rapid peptide synthesis
    申请人:Research Corporation Technologies, Inc.
    公开号:US05221754A1
    公开(公告)日:1993-06-22
    This invention relates to compounds of the formula: ##STR1## wherein R is an electron withdrawing group; R.sub.1 is H or COZ; X.sub.1 and X.sub.2 are independently H, lower alkyl, aryl, aryl lower-alkyl or polystyrene or R and X.sub.1 taken together with the carbon atoms to which they are attached form a ring containing from 4 to 15 ring carbon atoms and may contain up to 2 heteroatoms, wherein the heteroatoms are O, S, or N; and Z is an amino acid residue, a peptide residue or a leaving group. The compounds of the present invention are adaptable as blocking or protecting groups for an amine composition useful in peptide synthesis. The present invention is also directed to a method of protecting an amino group of an organic molecule during a reaction which modifies a portion of the molecule other than the protected amino group.
    本发明涉及式子如下的化合物:##STR1## 其中R是电子提取基团;R.sub.1是H或COZ;X.sub.1和X.sub.2独立地是H、低碳基、芳基、芳基低碳基或聚苯乙烯或R和X.sub.1与它们附着的碳原子结合形成含有4至15个环状碳原子的环,可以包含高达2个杂原子,其中杂原子是O、S或N;Z是氨基酸残基、肽残基或离去基。本发明的化合物可适用于肽合成中有用的基组分的阻断或保护。本发明还涉及一种在改变分子的另一部分时保护有机分子的基的方法。
  • Synthesis of Functionalized Benzylsilanes from Arylzinc Compounds and (Iodomethyl)trimethylsilane by Means of a Novel Rh Catalysis
    作者:Hideki Takahashi、Kabir M. Hossain、Yasushi Nishihara、Takanori Shibata、Kentaro Takagi
    DOI:10.1021/jo0520994
    日期:2006.1.1
    [GRAPHICS]The catalytic activity of a Rh complex in cross-coupling between ArZnI and TMSCH2I was examined in which the Rh complex, generated in situ from [RhCl(1,5-cyclooctadiene)](2) and 1,1'-bis(diphenylphosphino)ferrocene, exhibited excellent catalytic activity for the production of various functionalized benzylsilanes in good yields. From P-31 NMR studies of various solutions containing several of the reaction components, confirmation of the rapid and quantitative transfer of aryl groups from ArZnI to the Rh complex to form arylrhodium species was ascertained. A catalytic cycle, commencing with the transmetalation, was thus proposed for the reaction.
  • DEMBECH, P.;SECONI, G.;EABORN, C.;RODRIGUEZ, J. A.;STAMPER, J. G., J. CHEM. SOC. PERKIN TRANS., 1986, N 1, 197-198
    作者:DEMBECH, P.、SECONI, G.、EABORN, C.、RODRIGUEZ, J. A.、STAMPER, J. G.
    DOI:——
    日期:——
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