2-(bromomethyl)-5-tert-butyl-1,3-dimethylbenzene

• 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-(bromomethyl)-5-tert-butyl-1,3-dimethylbenzene
• 英文别名: 4-tert-butyl-2,6-dimethyl-1-bromomethylbenzene；2,6-dimethyl-4-tert-butylbenzyl bromide；2-bromomethyl-5-tert-butyl-1,3-dimethylbenzene；2,6-Dimethyl-4-t-butylbenzyl bromide
• 化学式: C₁₃H₁₉Br
• 分子量: 255.198
• InChiKey: KKEUQXRQSJIXEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 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：

  2-(bromomethyl)-5-tert-butyl-1,3-dimethylbenzene 在 丙酮 作用下， 生成 2,6-dimethyl-5-tert-butylbenzyl alcohol
  参考文献：
  名称：

  Hydrolysis of 8-bromomethyl(2.2)metacyclophanes in 50% aqueous acetone solution.

  摘要：

  在 25°C 的 50% 丙酮水溶液中测量了 8-溴甲基 [2.2] 偏环烷（1a-1d）的水解率。

  DOI：

  10.1248/cpb.31.370

文献信息

• Synthesis and Structures of 8-Benzyl[2.2]Metaparacyclophanes
  作者：Bigyan Sharma、Naoki Shinoda、Shinpei Miyamoto、Takehiko Yamato

  DOI：10.3184/030823410x12795612532727

  日期：2010.8

  A convenient preparation of 8-benzyl[2.2]metaparacyclophanes using TiCl₄ catalysed Friedel–Crafts benzylation of arenes with 8-bromomethyl[2.2]metaparacyclophane is described. The structures of these novel 8-benzyl[2.2]meta-paracyclophanes in solution are also discussed.

  本文介绍了一种利用 TiCl4 催化 8-溴甲基[2.2]元副环烷与 8-苄基[2.2]元副环烷的 Friedel-Crafts 苄基化反应制备 8-苄基[2.2]元副环烷的简便方法。此外，还讨论了这些新型 8-苄基[2.2]元副环烷在溶液中的结构。
• Chiral N-benzyl-N-methyl-1-(naphthalen-1-yl)ethanamines and their in vitro antifungal activity against Cryptococcus neoformans, Trichophyton mentagrophytes and Trichophyton rubrum
  作者：Thor H. Krane Thvedt、Kristin Kaasa、Eirik Sundby、Colin Charnock、Bård Helge Hoff

  DOI：10.1016/j.ejmech.2013.07.043

  日期：2013.10

  In the search for new antifungal compounds and to explore structure activity relationships, a series of 24 chiral benzyl amine type antifungals was synthesised and characterised. In vitro testing against the human pathogen Cryptococcus neoformans revealed that several derivatives had MIC50 values similar to that of the commercial drug Butenafine. All of these contained a bulky group in the para position of the benzyl fragment. Eighteen compounds were also tested for activity against the dermatophytes Trichophyton mentagrophytes and Trichophyton rubrum. Of these (R)-N-(4-tert-butylbenzyI)-N-methyl-1-(naphthalen-1-yl)ethanamine (MIC50,: 0.06 mu g/mL) and a para-benzyloxy substituted derivative (MIC50: 0.125 mu g/mL) possessed high activity. Testing of derivatives with a stereocentre at the benzylic carbon, revealed that (S)-stereochemistry was required for potency: a MIC50 value of 1 mu g/mL was obtained for (S)-1-(4-tert-butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)ethanamine. Preparation of the corresponding fluoromethyl compound was achieved employing lipase B from Candida antarctica as catalyst in the key step. A low antifungal activity was observed for the fluorinated derivative indicating the importance of the amine basicity for the antifungal potency of these compounds. (C) 2013 Elsevier Masson SAS. All rights reserved.
• Aerobic Oxidation of Benzylic Halides to Carbonyl Compounds with Molecular Oxygen Catalyzed by TEMPO/KNO₂in Aqueous Media
  作者：Qifa Liu、Ming Lu、Fei Yang、Wei Wei、Feng Sun、Zhenbang Yang、Sufeng Huang

  DOI：10.1080/00397910903040245

  日期：2010.3.19

  Benzylic halides were successfully oxidized to the corresponding aldehydes and ketones in good to excellent yields in aqueous media with molecular oxygen as oxidant in the presence of catalytic amounts of TEMPO (2,2,6,6-tetramethylpiperidyl-1-oxy) and potassium nitrite (KNO2).
• KUMP, WILHELM
  作者：KUMP, WILHELM

  DOI：——

  日期：——
• Hydrolysis of 8-bromomethyl(2.2)metacyclophanes in 50% aqueous acetone solution.
  作者：Masashi Tashiro、Takashi Arimura、Takehiko Yamato

  DOI：10.1248/cpb.31.370

  日期：——

  The hydrolysis rate of 8-bromomethyl [2.2] metacyclophanes (1a-1d) was measured in 50% aqueous acetone solution at 25°C.

  在 25°C 的 50% 丙酮水溶液中测量了 8-溴甲基 [2.2] 偏环烷（1a-1d）的水解率。