(E)-3-Methyl-3-penten-1-yne | 14272-80-1

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: (E)-3-Methyl-3-penten-1-yne
• 英文别名: (E)-3-methylpent-3-en-1-yne；(E)-3-methyl-pent-3-en-1-yne；cis-3-Methyl-penten-(3)-in-(1)；3-Methyl-penten-(2)-in-(4)；3-Penten-1-yne, 3-methyl-
• CAS: 14272-80-1
• 化学式: C₆H₈
• 分子量: 80.1295
• InChiKey: GRGVQLWQXHFRHO-AATRIKPKSA-N

物化性质

• 沸点：
  68.5 °C
• 密度：
  0.764±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  (E)-3-Methyl-3-penten-1-yne 在 氢氧化钾 、 溴 作用下， 生成 cis-3-Methyl-penten-(3)-in-(1)-phosphonsaeure-diethylester
  参考文献：
  名称：

  Peiffer,G. et al., Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1969, vol. 268, p. 358 - 360

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-3-methyl-1-(trimethylsilyl)pent-3-en-1-yne 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 生成 (E)-3-Methyl-3-penten-1-yne
  参考文献：
  名称：

  Ohanessian, Gilles; Six, Yvan; Lallemand, Jean-Yves, Bulletin de la Societe Chimique de France, 1996, vol. 133, # 11, p. 1143 - 1148

  摘要：

  DOI：

文献信息

• Isomerization of Propargylic Alcohols into α,β-Unsaturated Carbonyl Compounds Catalyzed by the Sixteen-Electron Allyl-Ruthenium(II) Complex [Ru(η3-2-C3H4Me)(CO)(dppf)][SbF6]
  作者：Victorio Cadierno、Sergio E. García-Garrido、José Gimeno

  DOI：10.1002/adsc.200505294

  日期：2006.1

  (η3-allyl)-ruthenium(II) complex [Ru(η3-2-C3H4Me)(CO)(dppf)][SbF6] is an efficient catalyst for the regioselective isomerization of terminal propargylic alcohols HCCCR1R2(OH) into α,β-unsaturated aldehydes R1R2CCHCHO or ketones R3R4CC(R1)COMe (if R2=CHR3R4) under mild conditions. This complex has been also used as catalyst for the preparation of conjugated 1,3-enynes via dehydration of propargylic alcohols

  16-E -（η 3 -烯丙基） -钌（II）配合物的[Ru（η 3 -2-C 3 H ^ 4 ME）（CO）（DPPF）] [的SbF 6 ]是用于区域选择性异构化的有效催化剂在温和条件下将末端炔丙醇HCCCR 1 R 2（OH）转变为α，β-不饱和醛R 1 R 2 CCHCHO或酮R 3 R 4 CC（R 1）COMe（如果R 2 = CHR 3 R 4）。这种复杂的也已用作催化剂用于制备缀合的1,3-烯炔的经由 炔丙醇的脱水。
• Metal catalysis in organic reactions. Part 13. The reaction of 3-en-1-ynes with trialkylalanes: influence of transition-metal complexes
  作者：Anna Maria Caporusso、Giampaolo Giacomelli、Luciano Lardicci

  DOI：10.1039/p19810001900

  日期：——

  The reaction between trialkylalanes and 3-alkyl-, 4-alkyl-, or 3,4-dialkyl-but-3-en-1-ynes (1) leads to products which correspond to metallation, reduction, and carbalumination processes. The extent of such reactions, and the regio- and stereo-selectivity of the carbalumination, are dependent on the enyne used. A mechanism is proposed involving tautomeric equilibria among several α-unsaturated organoaluminum

  三烷基丙氨酸与3-烷基-，4-烷基-或3,4-二烷基-丁-3-烯-1-炔（1）之间的反应产生对应于金属化，还原和碳铝化过程的产物。这种反应的程度以及碳氨化的区域选择性和立体选择性取决于所用的烯炔。提出了一种机制，涉及几种α-不饱和有机铝中间体之间的互变异构体平衡，以解释碳酰化产物的形成。
• Surface-Mediated Reactions. 6. Effects of Silica Gel and Alumina on Acid-Catalyzed Reactions
  作者：Paul J. Kropp、Gary W. Breton、Stephen L. Craig、Scott D. Crawford、William F. Durland、John E. Jones、J. Scott Raleigh

  DOI：10.1021/jo00118a035

  日期：1995.6

  Adsorption of a variety of acids to chromatographic silica gel results in substantial enhancement of their catalytic activity-affording easily prepared, environmentally benign heterogeneous acids that are highly effective in mediating a number of processes. This was shown for the isomerization of allene 1 and dimerization of the corresponding 1,3-diene 2; cyclization of (R)-citronellal (5), the related diester 10, and 1,5-cyclooctadiene (15); Rupe rearrangement of alkynol 18; and Friedel-Crafts cyclodehydration of alcohols 21. By contrast, commercially available Nafion-H was significantly less effective as a heterogeneous acid catalyst. Chromatographic alumina displayed enigmatic behavior, showing enhanced acidity on the adsorption of HCl but little or no acidity on the adsorption of a variety of other types of acid. The results are discussed in terms of the surface structures of silica gel and alumina.
• Identification of Potent Ras Signaling Inhibitors by Pathway-Selective Phenotype-Based Screening
  作者：Oliver Müller、Eleni Gourzoulidou、Mercedes Carpintero、Ioanna-Maria Karaguni、Anette Langerak、Christian Herrmann、Tarik Möröy、Ludger Klein-Hitpaß、Herbert Waldmann

  DOI：10.1002/anie.200352587

  日期：2004.1.16
• Synthese stereospecifique de cetones alfa cyclopropaniques a partir des enynes conjugues
  作者：H. Monti、M. Bertrand

  DOI：10.1016/s0040-4020(01)93409-x

  日期：1973.1

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