1,1,2-tribromo-2-isobutylcyclopropane | 87619-30-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 英文名称: 1,1,2-tribromo-2-isobutylcyclopropane
• 英文别名: 1,1,2-tribromo-2-(2-methylpropyl)cyclopropane
• CAS: 87619-30-5
• 化学式: C₇H₁₁Br₃
• 分子量: 334.876
• InChiKey: CBGQYAVZDNWWRT-UHFFFAOYSA-N

物化性质

• 沸点：
  239.6±30.0 °C(Predicted)
• 密度：
  2.040±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  1,1,2-tribromo-2-isobutylcyclopropane 在 甲基锂 作用下， 以 四氢呋喃 为溶剂， 生成 (1RS,2RS,4SR,5SR)-2-bromo-4-isobutyl-8-oxa-1,5-diphenyl-6,7-benzotricyclo[3.2.1.0^2,4]octane
  参考文献：
  名称：

  Synthesis and Trapping of Some Substituted 1-Bromocyclopropenes

  摘要：

  Treatment of a number of 2-substituted 1,1,2-tribromocyclopropanes with MeLi at -78 degrees C gave the corresponding 1-bromocyclopropenes, which were reacted with three cyclic dienes to yield the [4 + 2]-cycloadducts. Cycloaddition with 1,3-diphenylisobenzofuran (DPIBF) gave the exo adducts, in most cases in excellent yield, whereas cyclopentadiene afforded endo adducts only, but in moderate yield. In most reactions with furan no adduct was formed, but two 1-bromocyclopropenes derivatives with an aromatic side chain were exceptions and furnished mixtures of exo and endo adducts in moderate yields.

  DOI：

  10.1007/s00706-006-0441-0
• 作为产物：
  描述：

  三溴甲烷 、 2-bromo-4-methylpent-1-ene 在 sodium hydroxide 、 十六烷基三甲基溴化铵 作用下， 以 水 为溶剂， 反应 2.0h， 以79%的产率得到1,1,2-tribromo-2-isobutylcyclopropane
  参考文献：
  名称：

  Baird, Mark S.; Hussain, Helmi H.; Nethercott, William, Journal of the Chemical Society. Perkin transactions I, 1986, p. 1845 - 1854

  摘要：

  DOI：

文献信息

• 1-halocyclopropenes and propargylic halides from the reaction of trihalocyclopropanes with methyl lithium
  作者：Mark S. Baird、William Nethercott

  DOI：10.1016/s0040-4039(00)81476-8

  日期：1983.1

  1,1,2-Trihalocyclopropanes (halogen = chlorine or bromine) undergo 1,2-dehalogenation on reaction with methyl lithium, and in a number of cases the product is a 1-halocyclopropene. In the reactions of (20, X = Br, Cl) and (25) a rearrangement occurs even at low temperatures and propargylic halides are isolated, while (16) is converted to 2-chlorocyclohex-2-enylidene which may be trapped by furan.

  1,1,2-三卤代环丙烷（卤素=氯或溴）在与甲基锂反应时会进行1,2-脱卤作用，在许多情况下，产物是1-卤代环丙烯。在（20，X = Br，Cl）和（25）的反应中，即使在低温下也会发生重排，并分离出炔丙基卤，而（16）转化为2-氯环己-2-烯基，可能被呋喃捕获。
• Neighbouring-group Influence on the Ring Opening of Some 2-Alkyl-1,1,2-tribromocyclopropanes under Phase-transfer Conditions
  作者：Leiv K. Sydnes、Karl F. S. Alnes、Natalia Erdogan

  DOI：10.1007/s00706-005-0358-z

  日期：2005.10

  Several 2-alkyl-1,1,2-tribromocyclopropanes were treated with sodium hydroxide and ethanol under phase-transfer conditions. Ring opening gave mixtures of the corresponding acetylenic diethyl ketals and acetals. When the steric bulk of the alkyl substituent was increased acetal formation dominated, and in the case of 1,1,2-tribromo-2-(tert-butyl)cyclopropane, the acetal was formed as the only product.
• BAIRD, M. S.;NETHERCOTT, W., TETRAHEDRON LETT., 1983, 24, N 6, 605-608
  作者：BAIRD, M. S.、NETHERCOTT, W.

  DOI：——

  日期：——
• BAIRD M. S.; HUSSAIN H. H.; NETHERCOTT W., J. CHEM. SOC. PERKIN TRANS.,(1986) N 10, 1845-1853
  作者：BAIRD M. S.、 HUSSAIN H. H.、 NETHERCOTT W.

  DOI：——

  日期：——