1,1'-[(1E)-3-bromoprop-1-ene-1,3-diyl]bis[benzene] | 33686-82-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1,1'-[(1E)-3-bromoprop-1-ene-1,3-diyl]bis[benzene]
• 英文别名: (E)-3-bromo-1,3-diphenylprop-1-ene；3-bromo-1,3-diphenylpropene；1,3-diphenylallyl bromide；trans-1-Brom-1,3-diphenyl-propen-(2)；trans-1,3-Diphenyl-3-brom-1-propen；[(E)-1-bromo-3-phenylprop-2-enyl]benzene
• CAS: 33686-82-7
• 化学式: C₁₅H₁₃Br
• 分子量: 273.172
• InChiKey: VTUORTRUZQRRBZ-VAWYXSNFSA-N

物化性质

• 熔点：
  54-54.5 °C
• 沸点：
  338.3±11.0 °C(Predicted)
• 密度：
  1.332±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 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'-[(1E)-3-bromoprop-1-ene-1,3-diyl]bis[benzene] 在 sodium hydroxide 、 sodium azide 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 144.0h， 生成 (Z)-1-azido-1,3-diphenylprop-1-ene
  参考文献：
  名称：

  Banert, Klaus; Hagedorn, Manfred; Liedtke, Christine, European Journal of Organic Chemistry, 2000, # 2, p. 257 - 267

  摘要：

  DOI：
• 作为产物：
  描述：

  (1E)-1,3-diphenylpropene 、 N-溴代丁二酰亚胺(NBS) 以52%的产率得到
  参考文献：
  名称：

  SYCHKOVA L. D.; KALINKINA O. L.; SHABAROV YU. S., ZH. ORGAN. XIMII, 1981, 17, HO 7, 1435-1440

  摘要：

  DOI：

文献信息

• Electrophilic Allylations and Benzylations of Indoles in Neutral Aqueous or Alcoholic Solutions
  作者：Martin Westermaier、Herbert Mayr

  DOI：10.1021/ol0618555

  日期：2006.10.1

  [reaction: see text] Indoles are allylated and benzylated in moderate to quantitative yield when stirred with allyl and benzyl halides in 80% aqueous acetone in the presence of NH(4)HCO(3) at room temperature.

  [反应：见正文]在室温下，在NH（4）HCO（3）存在下，与烯丙基和苄基卤化物在80％丙酮水溶液中搅拌时，吲哚被烯丙基化并以中等至定量的产率被苄基化。
• Making a 16-electron bromo (or iodo) complex of ruthenium(II) and a C—F bond in one pot
  作者：Peter Barthazy、Diego Broggini、Antonio Mezzetti

  DOI：10.1139/cjc-79-5-6-904

  日期：——

  The 16e(-) bromo or iodo complexes [RuX(dppp)(2)](+) (dppp = 1,3-bis(diphenylphosphino)propane, X = Br (1c), I (1d)) and [RuX(dppe)(2)](+) (dppe = 1,2-bis(diphenylphosphino)ethane, X = Br (2c), I (2d)) have been prepared exploiting the reaction of the fluoro complexes [RuF(dppp)(2)](+) (1a) and [Tl(mu -F)(2)Ru(dppe)(2)](+) (3) with activated alkyl bromides or iodides. The X-ray structures of 1c, 1d, 2c, and 2d suggest that the distortion of the Y-shaped trigonal-bipyramidal structure of [MX(P-boolean AND P)(2)](+) is possibly related to the formation of intramolecular hydrogen bonds between the halide ligand and the ortho-hydrogen atoms of the neighbouring phenyl rings. The five-coordinate species 1c, 1d, 2c, and 2d react with H-2 to form the dihydrogen complexes [RuX(eta (2)-H-2)((PP)-P-boolean AND)(2)](+). The reaction of the dppp derivatives 1c and 1d with H-2 (P = 1 atm, 1 atm = 101.322 kPa) is an equilibrium. Quantitative formation of [RuBr(eta (2)-H-2)(dppp)(2)] (4c) is obtained under H-2 pressure (100 bar, 1 bar = 100 kPa), whereas the iodo analogue is not stable under analogous conditions. The less crowded dppe derivatives 2c and 2d react quantitatively with H-2 under ambient pressure. The iodo and bromo derivatives [RuX(eta (2)-H-2)((PP)-P-boolean AND)(2)](+) contain elongated dihydrogen ligands, as indicated by their transverse relaxation times T-1 (min). The present data suggest that Cl, Br, and I have similar donor properties in these dihydrogen complexes, and that the different chemical behaviour in the Cl, Br, I series is mainly a result of steric effects.
• Carbon−Fluorine Bond Formationvia a Five-Coordinate Fluoro Complex of Ruthenium(II), Preliminary Communication
  作者：Peter Barthazy、Lukas Hintermann、Robert M. Stoop、Michael Wörle、Antonio Mezzetti、Antonio Togni

  DOI：10.1002/(sici)1522-2675(19991215)82:12<2448::aid-hlca2448>3.0.co;2-g

  日期：1999.12.15

  The 16-electron. live-coordinate fluoro complex [RuF(dppp)(2)]PF6 (1a; dppp = propane-1,3-diylbis[diphenylphosphine] smoothly reacts with 19-diphenylallyl bromide (=1,1'-(3-bromoprop-1-enc-1,3-diyl)bis[benzene]) in dry CDCl3 to give 1,3-diphenylallyl fluoride and [RuBr(dppp)(2)](+) in nearly quantitative yield. Under similar conditions, bromide for chloride)/fluoride exchange also occurs with chlorotriphenylmethane, bromodiphenylmethane, and tert-butyl bromide. The crystal structure of 1a is reported.
• CAPUANO, L.;WILLMES, A., LIEBIGS ANN. CHEM., 1982, N 1, 80-86
  作者：CAPUANO, L.、WILLMES, A.

  DOI：——

  日期：——
• VOEGTLE F.; GOLDSCHMITT E., CHEM. BER. <CHBE-AM>, 1976, 109, NO 1, 1-40
  作者：VOEGTLE F.、 GOLDSCHMITT E.

  DOI：——

  日期：——