2,2,2-tribromo-1-phenylethyl acetate | 13136-09-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,2,2-tribromo-1-phenylethyl acetate
• 英文别名: phenyl(tribromomethyl)carbinyl acetate；Tribrommethyl-phenyl-carbinol-acetat；O-Acetyltribromomethyl-phenylcarbinol；acetic acid-(2,2,2-tribromo-1-phenyl-ethyl ester)；Essigsaeure-(2,2,2-tribrom-1-phenyl-aethylester)；(+/-)-2.2.2-Tribrom-1-acetoxy-1-phenyl-aethan；(+/-)-(2.2.2-Tribrom-1-phenyl-aethyl)-acetat；(2,2,2-Tribromo-1-phenylethyl) acetate
• CAS: 13136-09-9
• 化学式: C₁₀H₉Br₃O₂
• 分子量: 400.892
• InChiKey: CWCQXOZZHDJDHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2,2-tribromo-1-phenylethyl acetate 在 silver nitrate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 以40%的产率得到2-acetoxy-2-phenylacetic acid
  参考文献：
  名称：

  一种在氟化亚锡存在下由醛和四溴化碳合成 2,2,2-三溴乙醇的新方法——二乙酰-D-赤藓内酯的合成——

  摘要：

  在氟化亚锡的存在下，2,2,2-三溴乙醇可以在温和的反应条件下由醛和四溴化碳方便地制备。该反应有效地应用于以 2,3-O-异亚丙基-D-甘油醛为原料合成 2,3-二乙酰-D-赤酮内酯。

  DOI：

  10.1246/cl.1981.1505
• 作为产物：
  描述：

  1-phenyl-2,2,2-tribromoethyl p-toluenesulphonate 以 various solvent(s) 为溶剂， 生成 2,2,2-tribromo-1-phenylethyl acetate
  参考文献：
  名称：

  Lima, Carmem de; Santos, Isaias dos; Rosa, Sergio Mauro Cordova da, Journal of the Chemical Society. Perkin transactions II, 1990, p. 2099 - 2102

  摘要：

  DOI：

文献信息

• Synthesis of trisubstituted and tetrasubstituted alkenes via a manganate-induced migration–elimination process
  作者：Hirotada Kakiya、Hiroshi Shinokubo、Koichiro Oshima

  DOI：10.1016/s0040-4020(01)01069-9

  日期：2001.12

  Preparation of alkenes via a manganate-induced alkylation–elimination sequence was investigated. The reaction of 2-alkoxy-1,1-dibromoalkanes with trialkylmanganates afforded disubstituted or trisubstituted alkenes. Treatment of 2-alkoxy-1,1,1-tribromoalkanes with trialkylmanganates provided trisubstituted or tetrasubstituted alkenes through bromine–metal exchange, transfer of two alkyl groups from

  研究了通过锰酸盐诱导的烷基化-消除序列制备烯烃。2-烷氧基-1，1-二溴代烷烃与三烷基锰酸酯的反应得到二取代或三取代的烯烃。用三烷基锰酸酯处理2-烷氧基-1,1,1-三溴代烷烃可通过溴-金属交换，将两个烷基从锰转移至碳以及依次消除金属和β-烷氧基部分提供三取代或四取代的烯烃。
• Reaction of acylals with some carbanions under two-phase catalysis conditions
  作者：G. V. Kryshtal'、M. Monkosha、M. Fedoryn'skii、L. A. Yanovskaya

  DOI：10.1007/bf00953112

  日期：1983.3
• SOME ESTERS OF TRIBROMOMETHYLPHENYLCARBINOL
  作者：J. W. Howard

  DOI：10.1021/ja01375a063

  日期：1930.12
• Reactions of trihalomethylcarbinols with aqueous potassium hydroxide
  作者：Wilkins Reeve、Ruth Tsuk

  DOI：10.1021/jo01313a041

  日期：1980.12
• A hibonite-corundum inclusion from Murchison: A first-generation condensate from the solar nebula
  作者：S. B. Simon、A. M. Davis、L. Grossman、K. D. McKeegan

  DOI：10.1111/j.1945-5100.2002.tb00837.x

  日期：2002.4

  Abstract— Through freeze‐thaw disaggregation of the Murchison (CM) carbonaceous chondrite, we have recovered a ˜90 times 75 μm refractory inclusion that consists of corundum and hibonite with minor perovskite. Corundum occurs as small (˜10 μm), rounded grains enclosed in hibonite laths (˜10 μm wide and 30–40 μm long) throughout the inclusion. Perovskite predominantly occurs near the edge of the inclusion. The crystallization sequence inferred petrographically‐corundum followed by hibonite followed by perovskite‐is that predicted for the first phases to form by equilibrium condensation from a solar gas for Ptot ≤5 times 10−3 atm. In addition, the texture of the inclusion, with angular voids between subhedral hibonite laths and plates, is also consistent with formation of the inclusion by condensation. Hibonite has heavy rare earth element (REE) abundances of ˜40 × CI chondrites, light REE abundances ˜20 × CI chondrites, and negative Eu anomalies. The chondrite‐normalized abundance patterns, especially one for a hibonite‐perovskite spot, are quite similar to the patterns of calculated solid/gas partition coefficients for hibonite and perovskite at 10−3 atm and are not consistent with formation of the inclusion by closed‐system fractional crystallization. In contrast with the features that are consistent with a condensation origin, there are problems with any model for the formation of this inclusion that includes a molten stage, relic grains, or volatilization. If thermodynamic models of equilibrium condensation are correct, then this inclusion formed at pressures <5 times 10−3 atm, possibly with enrichments (<1000x) in CI dust relative to gas at low pressures (below 10−4 atm). Both hibonite and corundum have δ17O ≅ δ18O ≅ −50%, indicating formation from an 16O‐rich source. The inclusion does not contain radiogenic 26Mg and apparently did not contain live 26Al when it formed. If the short‐lived radionuclides were formed in a supernova and injected into the early solar nebula, models of this process suggest that 26Al‐free refractory inclusions such as this one formed within the first ˜6 times 105 years of nebular collapse.