3,3-dimethyl-3-germa-6-oxabicyclo[3.1.0]hexane | 51343-29-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 金属杂环化合物
• 英文名称: 3,3-dimethyl-3-germa-6-oxabicyclo[3.1.0]hexane
• 英文别名: 1,1-dimethyl-3,4-epoxygermacyclopentane；3,3-Dimethyl-6-oxa-3-germabicyclo[3.1.0]hexane
• CAS: 51343-29-4
• 化学式: C₆H₁₂GeO
• 分子量: 172.751
• InChiKey: RIZUMEBHOWTXBL-UHFFFAOYSA-N

物化性质

• 沸点：
  160.6±50.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.48
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,3-dimethyl-3-germa-6-oxabicyclo[3.1.0]hexane 以 solid matrix 为溶剂， 生成 二甲基氧化锗
  参考文献：
  名称：

  Generation, low-temperature stabilization, structure, and reactivity of intermediates with low-coordinated carbon, silicon, and germanium atoms

  摘要：

  The mechanisms of thermal and photochemical transformations of organic and organometallic compounds which pass through formation of different reactive intermediates were investigated by low-temperature matrix IR spectroscopy. Low-temperature matrix stabilization of the intermediates, the primary products of these reactions, was conducted at 10-15 K. The spectral and structural parameters of the free radicals (CCl3, CCl2Br, CClBr2, CH2CH=CH2, CF2CF=CF2, CH2-C=CH, CH2C=N, CH2Ph, CF2C6F5), halocarbenes and their silicon and germanium analogs, and unstable molecules with double-bond silicon and germanium atoms were obtained as a result.

  DOI：

  10.1007/bf00961022
• 作为产物：
  描述：

  1,1-dimethyl-1-germacyclopent-3-ene 在 间氯过氧苯甲酸 作用下， 以 乙醚 为溶剂， 以>99的产率得到3,3-dimethyl-3-germa-6-oxabicyclo[3.1.0]hexane
  参考文献：
  名称：

  Manuel, Georges; Bertrand, Guy; El Anba, Fatiha, Organometallics, 1983, vol. 2, # 3, p. 391 - 394

  摘要：

  DOI：

文献信息

• Insertion Reactions of Dimethylgermanone [(CH₃)₂Ge=O] into Si–O and Si–Cl Bonds
  作者：Kyung-Tae Kang、Georges Manuel、William P. Weber

  DOI：10.1246/cl.1986.1685

  日期：1986.10.5

  Flash vacuum co-pyrolysis (FVP) of 3,3-dimethyl-6-oxa-3-germabicyclo[3,1,0]hexane with various trapping reagents has been carried out. Adducts which result from insertion of dimethylgermanone into Si–O and Si–Cl bonds have been outlined.

  对3,3-二甲基-6-氧-3-锗双环[3,1,0]己烷进行的闪速真空共热解(FVP)与各种捕获试剂已被实施。已概述了通过二甲基锗酮插入Si–O和Si–Cl键所形成的加合物。
• NMR Spectra of Organogermanium Compounds. X. Syntheses,¹³C and⁷³Ge NMR Spectra and Molecular Mechanics Calculations of Germacyclopentanes and Germacyclopentenes
  作者：Yoshito Takeuchi、Katsumi Tanaka、Toshie Harazono

  DOI：10.1246/bcsj.64.91

  日期：1991.1

  Germacyclopentane, its 1-methyl, and 1,1-dimethyl derivatives together with some germacyclopentenes were prepared and their 13C and 73Ge NMR spectra were determined. Molecular mechanics calculations of germacyclopentanes indicate that the symmetric twist form is the most stable in contrast to cyclopentane where the envelop and twist forms have much the same energy. Though both 13C and 73Ge chemical shifts are less sensitive to the stereochemistry of the methyl group as compared with the corresponding germacyclohexanes, the spectroscopic results can be explained in terms of the structures as depicted by molecular mechanics calculations.

  合取环戊烷及其1-甲基和1,1-二甲基衍生物，以及一些合取环戊烯被合成，并测定了它们的13C和73Ge NMR谱。合取环戊烷的分子力学计算表明，在对比环戊烷时，对称扭曲形式是最稳定的，而环戊烷的包层和扭曲形式能量相差不大。尽管与对应的合取环己烷相比，13C和73Ge化学位移对甲基立体化学的敏感性较低，但光谱结果可以通过分子力学计算所描绘的结构进行解释。
• Vacuum Pyrolysis−Matrix Isolation FTIR and Density Functional Theoretical Studies of Transient Dimethylgermanone, (CH₃)₂GeO
  作者：Valery N. Khabashesku、Sergei E. Boganov、Konstantin N. Kudin、John L. Margrave、Oleg M. Nefedov

  DOI：10.1021/om9806803

  日期：1998.11.1

  germene (CH3)2GeCH2 (9) and acrolein from 2 and of isopropenyl methyl ketone from 3 have also been observed, providing evidence for a new route of the thermal decomposition of epoxides 2 and 3. Vibrational assignments of the spectral bands, attributed to germanone 1 and its cyclodimer 6, have been done by comparison with the density functional theory B3LYP/6-311G(d,p) calculated harmonic frequencies and

  瞬态有机锗酮（CH 3）2 Ge O（1）是由3,3-二甲基-6-氧杂-3-germabicyclo [3.1.0]己烷（2）及其1,3的三种前体通过真空热解生成的。1,3,5-四甲基类似物（3）和八甲基环四锗烷（4），并通过FTIR光谱在12 K的氩气低温固态基质中直接观察到。的不稳定的二聚体1四甲基-1,3- cyclodigermoxane（6）已在基质隔离热解产物的光谱被初步确定从2 - 4。瞬态生殖烯（CH 3）2的产生葛CH 2（9）和由丙烯醛2和从异丙烯基甲基酮的3也已经观察到，对于环氧化物的热分解的新路径提供证据2和3。光谱带的振动分配，归因于锗烷1及其环二聚体6通过与密度泛函理论B3LYP / 6-311G（d，p）的比较计算得出谐波频率和红外强度，并通过振动可视化和计算每个正常模式的势能分布（PED）进行了比较。实验和计算频率与观察到的锗自然丰度引起的Ge O和Ge-C
• Gas Phase Negative Ion Chemistry of 6-Oxa-3-sila- and Germabicyclo[3.1.0]hexanes
  作者：Robert Damrauer、William P. Weber、Georges Manuel

  DOI：10.1246/cl.1987.235

  日期：1987.2.5

  3-dimethyl-6-oxa-3-germabicyclo[3.1.0]-hexane are reported. Attack by fluoride at either silicon or germanium results in loss of either isoprene or butadiene, respectively. An analogous reaction with amide ion is reported.

  氟化物与 1,3,3-trimethyl-6-oxa-3-silabicyclo[3.1.0] 己烷、2,7-二甲基-2,3:7,8-diepoxy-5-spiro[4.4 之间的离子-分子反应]壬烷和 3,3-二甲基-6-氧杂-3-锗二环[3.1.0]-己烷被报道。氟化物对硅或锗的侵蚀分别导致异戊二烯或丁二烯的损失。报道了与酰胺离子的类似反应。
• MANUEL, G.;BERTRAND, G.;WEBER, W. P.;KAZOURA, SAMIH, A., ORGANOMETALLICS, 1984, 3, N 9, 1340-1343
  作者：MANUEL, G.、BERTRAND, G.、WEBER, W. P.、KAZOURA, SAMIH, A.

  DOI：——

  日期：——