allyl 1-methylprop-2-ynyl ether | 93740-57-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: allyl 1-methylprop-2-ynyl ether
• 英文别名: 3-(allyloxy)but-1-yne；2-allyloxy-3-butyne；3-[(Prop-2-en-1-yl)oxy]but-1-yne；3-prop-2-enoxybut-1-yne
• CAS: 93740-57-9
• 化学式: C₇H₁₀O
• 分子量: 110.156
• InChiKey: ZMCSHBLZFPWQKL-UHFFFAOYSA-N

物化性质

• 沸点：
  24 °C(Press: 10 Torr)
• 密度：
  0.849±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  allyl 1-methylprop-2-ynyl ether 、 氯磷酸二乙酯 在 正丁基锂 作用下， 以 乙醚 为溶剂， 以2.755 g的产率得到diethyl 3-(allyloxy)but-1-ynylphosphonate
  参考文献：
  名称：

  Mo(CO)₆-Mediated Intramolecular Pauson−Khand Reaction of Substituted Diethyl 3-Allyloxy-1-Propynylphosphonates

  摘要：

  Cyclisation of diethyl 3-allyloxy-1-propynylphosphonates with MO(CO)(6) under PK conditions to give 3-substituted-5-oxo-3,5,6,6a-tetrahydro-1H-cyclopenta[c]furan-4-ylphosphonate, 2a-h, in 45-88% isolated yields was done. The R groups are always syn with H-b (where applicable). The stereochemistry was determined via both NMR and crystal X-ray analysis.

  DOI：

  10.1021/jo801988k
• 作为产物：
  描述：

  3-溴丙烯 、 3-丁炔-2-醇 在 氢氧化钾 作用下， 反应 1.0h， 以54%的产率得到allyl 1-methylprop-2-ynyl ether
  参考文献：
  名称：

  简单的有机钴介导的取代的3-氧杂双环[3.3.0] oct-6-en-7-ones的合成

  摘要：

  一系列取代的炔丙醇与烯丙基溴可形成高收率的醚。使用Co 2（CO）8将这些醚转化为炔六羰基二钴复合物，然后进行分子内环化，以中等至中等的量取代了3-氧杂双环[3.3.0] oct-6-en-7-ones（4a–4e）。产量。

  DOI：

  10.1016/0040-4039(84)80061-1

文献信息

• Rearrangements of silyl- and stannyl-substituted diallyl ethers: competition between the allyl-vinyl ether rearrangement and the [2,3] Wittig sigmatropic rearrangement
  作者：T.N. Mitchell、F. Gießelmann、K. Kwetkat

  DOI：10.1016/0022-328x(94)05307-w

  日期：1995.5

  Diallyl ethers containing two trimethylstannyl moieties or one triorganostannyl and one trimetyylsilyl moiety attached to the olefinic carbon atoms of one allyl group can undergo either an allyl-vinyl ether rearrangement or a [2,3] Wittig sigmatropic rearrangement when treated with a strong non-nucleophilic base. While the use of lithium diisopropylamide favours the Wittig rearrangement, lithium diethylamide

  含有两个三甲基锡烷基部分或一个三有机锡烷基和一个三苯甲基甲硅烷基部分的二烯丙基醚连接到一个烯丙基的烯烃碳原子上时，如果用强非亲核试剂处理，则可能会发生烯丙基-乙烯基醚重排或[2,3] Wittigσ重排。根据。尽管二异丙基氨基锂的使用有利于维蒂希重排，但二乙氨基锂可以使反应过程向烯丙基-乙烯基醚重排转移。
• Catalytic and Oxidative Methoxymercuration of Terminal Alkynes: Syntheses of 2-Methoxy-1-alkenes and 2-Methoxy-acrolein Acetals
  作者：José Barluenga、Fernando Aznar、Miguel Bayod

  DOI：10.1055/s-1988-27495

  日期：——

  2-Methoxy-1-alkenes 2 are easily obtained by reaction of a variety of 1-alkynes with an excess of methanol in the presence of triethylamine and catalytic amounts of mercury(II) chloride. By changing the molar ratio of the reagents and increasing the reaction time, propargyl ethers undergo a further oxidative process to give the 2-methoxyacrolein acetals 3.

  2-甲氧基-1-烯烃 2 可以通过将多种 1-炔烃与过量甲醇在三乙胺和催化量的氯化汞存在下反应来轻松获得。通过改变试剂的摩尔比并延长反应时间，丙炔醚进一步经历氧化过程，生成 2-甲氧基丙烯醛缩醛 3。
• Cyclization of Dicobalthexacarbonyl Complexes of Allyl Propargyl Ethers on the Surface of Chromatography Adsorbents. A Convenient Method for the Preparation of Substituted 3-Oxabicyclo[3.3.0]oct-5-en-7-one and 4-Hydroxymethyl-2-cyclopenten-1-one Derivatives from Common Precursors
  作者：W. A. Smit、S. O. Simonyan、V. A. Tarasov、G. S. Mikaelian、A. S. Gybin、I. I. Ibragimov、R. Caple、D. Froen、A. Kreager

  DOI：10.1055/s-1989-27296

  日期：——

  Allyl propargyl ethers serve as valuable precursors for short and efficient syntheses of the title compounds via an intramolecular [2 + 2 + 1] Khand-Pauson cyclization under the novel procedure of adsorption-promoted (dry state) conditions.

  丙烯基丙炔醚作为有价值的前体，通过一种新颖的吸附促进（干态）条件下的分子内 [2 + 2 + 1] Khand-Pauson 环化反应，为标题化合物的简短和高效合成提供了途径。
• Organosilicon compounds containing alkenyl groups, a process for
  申请人：Wacker-Chemie GmbH

  公开号：US05113006A1

  公开（公告）日：1992-05-12

  Novel organosilicon compounds containing alkenyl groups and comprising units of the average formula ##STR1## in which R and R.sup.1 are hydrocarbon containing groups, and A is a radical of the formula ##STR2## in which R.sup.2, R.sup.3 and R.sup.4 are hydrocarbon containing groups; x is 0 or 1; y is 0 or 1, with the proviso that the sum x+y is 1 or 2; a is 0 or 1, with an average of 0.003 to 1.0; b is 0, 1, 2 or 3, with an average of 0.0 to 3.0; c is 0, 1, 2 or 3; with an average of 0.0 to 3.0; and the sum a+b+c.ltoreq.4, with an average of 1.5 to 4.0, with the proviso that each molecule contains at least one A radical and a method for preparation of the novel compounds are disclosed.

  本发明揭示了含有烯基基团的新型有机硅化合物，包括具有平均式##STR1##单位的化合物，其中R和R.sup.1是含碳氢基团，A是具有式##STR2##中R.sup.2，R.sup.3和R.sup.4是含碳氢基团的基团; x为0或1; y为0或1，前提是x+y之和为1或2; a为0或1，平均为0.003至1.0; b为0、1、2或3，平均为0.0至3.0; c为0、1、2或3，平均为0.0至3.0; 且a+b+c≤4，平均为1.5至4.0，前提是每个分子至少含有一个A基团。同时揭示了制备这种新化合物的方法。
• 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