2-methoxymethyl-1,3-butadiene | 34496-00-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-methoxymethyl-1,3-butadiene
• 英文别名: 2-(methylmethoxy)buta-1,3-diene；2-Methoxymethyl-buta-1,3-dien；2-methoxymethyl-buta-1,3-diene；InChI=1/C6H10O/c1-4-6(2)5-7-3/h4H,1-2,5H2,3H；2-(methoxymethyl)buta-1,3-diene
• CAS: 34496-00-9
• 化学式: C₆H₁₀O
• 分子量: 98.1448
• InChiKey: CHVMYQYERXJJMF-UHFFFAOYSA-N

物化性质

• 沸点：
  76 °C(Press: 680 Torr)
• 密度：
  0.791±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-Methoxy-2-methoxymethyl-but-2-en 在 氢氧化钾 、 N-苯基-2-萘胺 作用下， 生成 2-methoxymethyl-1,3-butadiene
  参考文献：
  名称：

  Mkryan,G.M. et al., Journal of Organic Chemistry USSR (English Translation), 1971, vol. 7, p. 2135 - 2138

  摘要：

  DOI：

文献信息

• Thermal Pericyclic Tandem Reactions
  作者：Henning Hopf、Joachim Wolff

  DOI：10.1002/1099-0690(200111)2001:21<4009::aid-ejoc4009>3.0.co;2-4

  日期：2001.11

  Gas phase thermal isomerizations of twelve acetylenic systems, all of which can in principle undergo two successive pericyclic steps, are described. The substrates, the syntheses and spectroscopic properties of which are presented, are formal derivatives of but-2-yne, with different functional groups in the 1- and the 4-positions. The Cope, Claisen, Claisen ester, retro-ene, 1,5-hydrogen shift, and

  描述了十二个炔属体系的气相热异构化，所有这些体系原则上都可以经历两个连续的周环步骤。底物，其合成和光谱特性，是but-2-yne的形式衍生物，在1-和4-位具有不同的官能团。Cope、Claisen、Claisen 酯、逆烯、1,5-氢转移和 1,5-均氢转移过程被用作构成串联过程的周环步骤。获得的热解产物的组成是在很宽的温度范围内确定的，并讨论了产生热解产物的各个步骤的机制。
• Stereochemistry of the Deamination of Spiropentylamine
  作者：Kenneth B. Wiberg、Carmen Österle

  DOI：10.1021/jo990654u

  日期：1999.10.1

  The stereochemistry of the deamination of (-)-spiropentylamine in acetic acid has been studied, and it was found that one of the major products, (-)-spiropentyl acetate, was formed with essentially complete inversion of configuration. This suggests that it is formed via an S(N)2 displacement on the spiropentyldiazonium ion. The stereochemistry was established by the conversion of(-)-spiropentanecarboxylic acid to (-)-spiropentylamine via a Curtius rearrangement that proceeds with retention of configuration. The (-) acid also was converted to spiropentyl methyl ketone with methyllithium and then to (+)-spiropentyl acetate via the Baeyer-Villiger reaction that also results in retention of configuration. The deamination of N-nitroso-N-spiropentyl urea was studied in methanol, and spiropentyl methyl ether was a major product. Similarly, the reaction in water led to spiropentanol. The latter reactions also lead to 2-methoxymethyl- or 2-hydroxymethyl-1,3-butadiene, respectively, corresponding to the alternative mode of reaction via a cyclopropyl cation-allyl cation rearrangement.
• PASHAYAN A. A.; VORSKANYAN S. A.; CHOBANYAN ZH. A.; BADANYAN SH. O., AJKAKAN KIMIAKAN AMSAGIR, ARM. XIM. ZH., 1981, 34, HO 2, 133-137
  作者：PASHAYAN A. A.、 VORSKANYAN S. A.、 CHOBANYAN ZH. A.、 BADANYAN SH. O.

  DOI：——

  日期：——
• Mkryan,G.M. et al., Journal of Organic Chemistry USSR (English Translation), 1971, vol. 7, p. 2135 - 2138
  作者：Mkryan,G.M. et al.

  DOI：——

  日期：——

表征谱图