乙基-2-氧杂环丁烷 | 4737-47-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环丁烷
• 中文名称: 乙基-2-氧杂环丁烷
• 英文名称: ethyl-2 oxetanne
• 英文别名: 2-ethyloxetane；2-ethyl-oxetane；2-Aethyl-oxetan；(+/-)-2-Aethyl-oxetan；1,3-Epoxy-pentan；2-Ethyl-oxetan
• CAS: 4737-47-7
• 化学式: C₅H₁₀O
• 分子量: 86.1338
• InChiKey: GDHROTCPZLVPJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  2-甲基氧杂环丁烷	(+/-)-2-methyloxetane	2167-39-7	C4H8O	72.1069

反应信息

• 作为反应物：
  描述：

  乙基-2-氧杂环丁烷 在 正丁基锂 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 1.0h， 生成 N-methyl-N-[(E)-6-trimethylsilyloxyoctan-2-ylideneamino]methanamine
  参考文献：
  名称：

  Spiroacetals and Other Venom Constituents as Potential Wasp Attractants

  摘要：

  The major volatile spiroacetals from the venom of both the common wasp, Vespula vulgaris and the German wasp V. germanica, viz. 7-methyl-1,6-dioxaspiro[4,5]decane and 7-ethyl-2-methyl-1,6-dioxaspiro[4,5]decane, respectively, were synthesized by known methods. These acetals, along with N-isopentylacetamide (the major volatile amide from wasp venom), 2-heptanone (a honeybee pheromone), 2-methyl-3-buten-2-ol (a component of hornet venom), cuticle wax from V. vulgaris, and venom sacs from both wasp species were assayed by EAG and olfactory bioassay for attractancy to V. vulgaris workers. Antennal responses to all test chemicals were recorded. Acetal isomers (+/-)-2 and (+/-)-3, N-isopentylacetamide, and 2-heptanone were attractive to V. vulgaris workers at levels of <1 mu mol. Greater quantities of the same compounds were repellent to V. vulgaris workers.

  DOI：

  10.1023/b:joec.0000006396.55680.b6
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氢氧化钾 、 水 作用下， 生成 乙基-2-氧杂环丁烷
  参考文献：
  名称：

  Lespieau, Bulletin de la Societe Chimique de France, 1940, vol. <5>7, p. 257

  摘要：

  DOI：

文献信息

• Oxygen ylides - II.
  作者：Wolfgang Kirmse、Pham Van Chiem、Volker Schurig

  DOI：10.1016/s0040-4039(00)61878-6

  日期：1985.1

  Photolysis of diazomethane in (S)-2-methyloxetane gives 2- and 3-methyltetrahydrofuran (1:3.2), the latter being formed with 21 % net retention of configuration. In contrast, rhodium acetate catalysis yields racemic 3-methyltetrahydrofuran exclusively.

  重氮甲烷在（S）-2-甲基氧杂环丁烷中的光解得到2-和3-甲基四氢呋喃（1：3.2），后者的构型净保留率为21％。相反，乙酸铑催化仅产生外消旋的3-甲基四氢呋喃。
• The Synthesis of Oxiranes and Oxetanes from 1,2- or 1,3-Halohydrins Using Organoantimony(V) Alkoxide
  作者：Masahiro Fujiwara、Kazuhisa Hitomi、Akio Baba、Haruo Matsuda

  DOI：10.1055/s-1990-26800

  日期：——

  Tetraphenylstibonium methoxide (1) is an effective reagent for the synthesis of oxiranes and oxetanes from the corresponding 1,2- and 1,3-halohydrins, respectively. As the reaction conditions are neutral, oxiranes bearing an ester moiety were obtained intact without undergoing solvolysis. In addition, oxetanes, whose preparation was not generally facile, were formed in good yields under mild conditions (60-80°C).

  四苯基锑甲氧基化合物（1）是合成氧杂环烷烃和氧杂环丙烷的有效试剂，分别来自相应的1,2-和1,3-卤醇。由于反应条件为中性，含有酯基的氧杂环烷烃未经历溶解，得以完整获得。此外，在温和的条件下（60-80°C），氧杂环丙烷的制备虽然通常不容易，但也能得到良好的产率。
• Gverdtsiteli,I.M. et al., Journal of general chemistry of the USSR, 1966, vol. 36, p. 115 - 117
  作者：Gverdtsiteli,I.M. et al.

  DOI：——

  日期：——
• Ring-opening silylformylation of oxetanes catalyzed by [RhCl(CO)2]2-amine
  作者：Yoshiya Fukumoto、Shinshi Yamaguchi、Naoto Chatani、Shinji Murai

  DOI：10.1016/0022-328x(94)05274-f

  日期：1995.3

  With [RhCl(CO)(2)](2)-amine as catalyst, the reaction of oxetanes with a hydrosilane and carbon monoxide results in ring-opening silylformylation to give gamma-siloxy aldehydes in 42-83% yields. Addition of amines is essential for the silylformylation to proceed, and 1-methylpyrazole is the most effective additive among the amines examined. The ring-opening of 2-alkyloxetanes occurs predominantly at the primary carbon atom with regioselectivity of 95%.
• Amouroux, Roger; Jatczak, Maria; Chastrette, Maurice, Bulletin de la Societe Chimique de France, 1987, # 3, p. 505 - 510
  作者：Amouroux, Roger、Jatczak, Maria、Chastrette, Maurice

  DOI：——

  日期：——