2-methyl-3-butene-2-ol, sodium salt | 79238-55-4

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: 2-methyl-3-butene-2-ol, sodium salt
• 英文别名: Sodium;2-methylbut-3-en-2-olate
• CAS: 79238-55-4
• 化学式: C₅H₉O*Na
• 分子量: 108.116
• InChiKey: MTYVGWRZYAWFHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.68
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  23.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  氯化铋 、 2-methyl-3-butene-2-ol, sodium salt 以 四氢呋喃 为溶剂， 以63%的产率得到[Bi(2-methyl-3-butene-2-ol-H)3]
  参考文献：
  名称：

  Bismuth Allyloxides

  摘要：

  Bismuth allyloxides, [Bt(OR)(3)] with R = CH2CH=CH2, CH(CH3)CH=CH2, C(CH3)(2)CH=CH2, and CH2CH-C(CH3)(2), can be prepared by alcoholysis of [Bi(O'Bu)(3)] and, in some cases, also via salt metathesis reactions starting from BiCl3 and sodium allylates They are readily soluble in common organic solvents, and NMR spectroscopic investigations do not provide any hint to aggregated species or any equilibria in solution. The majority of the compounds also proved volatile enough to be purified by sublimation Crystal structure analyses, however, provided evidence for a high degree of aggregation in the solid state, which leads to large rings and chains as structural motifs.

  DOI：

  10.1021/ic100171f
• 作为产物：
  描述：

  乙烯基二甲基乙氧基硅烷 在 水 、 sodium hydroxide 作用下， 以100%的产率得到2-methyl-3-butene-2-ol, sodium salt
  参考文献：
  名称：

  Mechanistic Studies on the Pd-Catalyzed Vinylation of Aryl Halides with Vinylalkoxysilanes in Water: The Effect of the Solvent and NaOH Promoter

  摘要：

  The mechanism of the Pd-catalyzed vinylation of aryl halides with vinylalkoxysilanes in water has been studied using different catalytic precursors. The NaOH promoter converts the initial vinylalkoxysilane into a highly reactive water-soluble vinylsilanolate species. Similarly, deuterium-labeling experiments have shown that, irrespective of the catalytic precursor used, vinylation occurs exclusively at the CH vinylic functionality via a Heck reaction and not at the C-Si bond via a Hiyama cross-coupling. The involvement of a Heck mechanism is interpreted in terms of the reduced nucleophilicity of the base in water, which disfavors the transmetalation step. The Heck product (beta-silylvinylarene) undergoes partial desilylation, with formation of a vinylarene, by three different routes: (a) hydrolytic desilylation by the aqueous solvent (only at high temperature); (b) transmetalation of the silyl olefin on the PdH Heck intermediate followed by reductive elimination of vinylarene; (c) reinsertion of the silyl olefin into the PdH bond of the Heck intermediate followed by beta-Si syn-elimination. Both the Hiyama and Heck catalytic cycles and desilylation mechanisms b and c have been computationally evaluated for the [Pd(en)Cl-2] precursor in water as solvent. The calculated Gibbs energy barriers support the reinsertion route proposed on the basis of the experimental results.

  DOI：

  10.1021/ja404255u

文献信息

• Synthesis of bis-(acyl, carbamoyl or alkoxycarbonyl) iron monomer or dimer complexes by reaction of oxalyl chloride with various tetracarbonyl ferrates: {Fe[C(O)R](CO)4}−
  作者：Denis Luart、Nathalie le Gall、Jean-Yves Salaün、Loı̈c Toupet、Hervé des Abbayes

  DOI：10.1016/s0020-1693(99)00024-9

  日期：1999.8

  The reaction of oxalyl chloride with various tetracarbonyl ferrates bearing a carbonylated organic ligand induces the formation of bis substituted monomers Fe[C(O)R](2)(CO)(4) or dimers (Fe[C(O)R](CO)(4))(2) and of bis-[mu,eta(2)-C(O)R]Fe-2(CO)(6) bridged dimers. The orientation of the reaction depends on the nature of the organic ligand of the ferrates. Thus carbamoyls or alkoxycarbonyls ferrates bearing mobile R groups are found to induce the formation of bis substituted monomers while bulky alkoxycarbonyl ligands afford non-bridged dimers. Acyls and bulky carbamoyls give rise to dimers bearing bridging acyls or carbamoyls. The mechanisms of formation of these different complexes and the possible thermal interconversions of these compounds are investigated. (C) 1999 Elsevier Science S.A. All rights reserved.
• Substituent effects in the aliphatic Claisen rearrangement of substituted (1-methyl-3-oxahexa-1,5-dienyl)amines: synthesis of substituted 2-aminopent-4-enals. Alternative [1,3]-sigmatropic shifts in related aromatic systems
  作者：Jose Barluenga、Fernando Aznar、Ramon Liz、Miguel Bayod

  DOI：10.1021/jo00232a024

  日期：1987.11
• DREIDING, ANDRE S.;REY, MAX;ALJANCIC-SOLAJA, IVANA;STEFANOVIC, MILUTIN, J. SERB. CHEM. SOC., 54,(1989) N1, C. 603-608
  作者：DREIDING, ANDRE S.、REY, MAX、ALJANCIC-SOLAJA, IVANA、STEFANOVIC, MILUTIN

  DOI：——

  日期：——
• BARLUENGA, JOSE;AZNAR, FERNANDO;LIZ, RAMON;BAYOD, MIGUEL, J. ORG. CHEM., 52,(1987) N 23, 5190-5194
  作者：BARLUENGA, JOSE、AZNAR, FERNANDO、LIZ, RAMON、BAYOD, MIGUEL

  DOI：——

  日期：——