4-heptylbenzyl bromide | 60982-74-3

• 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: 4-heptylbenzyl bromide
• 英文别名: 1-(Bromomethyl)-4-heptyl-benzene；1-(bromomethyl)-4-heptylbenzene
• CAS: 60982-74-3
• 化学式: C₁₄H₂₁Br
• 分子量: 269.225
• InChiKey: BRMJOPLJIWHKBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  4-heptylbenzyl bromide 在 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 17.0h， 生成 (2R,5R)-2-[2-[(4-heptylphenyl)methylsulfanyl]propan-2-yl]-5-methylcyclohexan-1-one
  参考文献：
  名称：

  无臭硫醇和硫化物的开发及其在有机合成中的应用

  摘要：

  描述了新型无味硫醇（十二烷硫醇，4- 正 庚基苯基甲硫醇，4-三甲基甲硅烷基苯基甲硫醇，4-三甲基甲硅烷基苯硫醇）和无味硫化物（1-甲基硫烷基十二烷 ）的开发及其在脱烷基， 迈克尔 加成， Swern 氧化和 科里 - 金 氧化中的应用。 。

  DOI：

  10.1007/s00706-003-0122-1
• 作为产物：
  描述：

  4-庚基苄醇 在 三乙胺 、 magnesium bromide 、 烯丙基三甲基硅烷 作用下， 以 氯仿 为溶剂， 反应 7.0h， 生成 4-heptylbenzyl bromide
  参考文献：
  名称：

  三甲基甲硅烷基三氟甲磺酸酯介导二苯基次膦酸苄酯与有机硅化合物之间新的碳-碳键形成反应

  摘要：

  三甲基甲硅烷基三氟甲磺酸酯介导的二苯基次膦酸苄酯与烯丙基三甲基硅烷或烯醇三甲基甲硅烷基酯的反应以良好的产率提供相应的交叉偶联产物。

  DOI：

  10.1246/cl.2005.756

文献信息

• Substituted tetrahydrobenzopyrrolylfuranoic acid derivatives as
  申请人：Hoffmann-La Roche Inc.

  公开号：US05451600A1

  公开（公告）日：1995-09-19

  Compounds of the formula ##STR1## wherein R is hydrogen, alkyl.sub.1-8, geminal alkyl.sub.1-3, unsubstituted or substituted aryl; X is alkylene, --CR.sub.1 .dbd.CR.sub.2 -- (E and/or Z), carbonyl, oxygen or sulfur, wherein one of R.sub.1 and R.sub.2 is alkyl.sub.1-3 and the other is hydrogen; Y is unsubstituted alkyl.sub.1-12 or substituted by one or more alkyl.sub.1-3 groups, or unsubstituted or substituted phenylalkyl .sub.1-3 ; or a salt thereof with a pharmaceutically acceptable base, are described. The compound of formula I are potent inhibitors of phospholipase A.sub.2 (PLA.sub.2) and are therefore useful in the treatment of inflammatory diseases, such as, psoriasis, inflammatory bowel disease, asthma, allergy, arthritis, dermatitis, gout, pulmonary, myocardial ischemia and trauma induced inflammation, such as, spinal cord injury.

  化合物的公式为##STR1##其中R是氢，烷基.sub.1-8，双重烷基.sub.1-3，未取代或取代的芳基; X是烷基，--CR.sub.1 .dbd.CR.sub.2 --（E和/或Z），羰基，氧或硫，其中R.sub.1和R.sub.2中的一个是烷基.sub.1-3，另一个是氢; Y是未取代的烷基.sub.1-12或被一个或多个烷基.sub.1-3基团取代的，或未取代或取代的苯基烷基.sub.1-3; 或其与药学上可接受的碱盐。公式I的化合物是磷脂酶A.sub.2（PLA.sub.2）的强效抑制剂，因此在治疗炎症性疾病（如牛皮癣，炎症性肠病，哮喘，过敏，关节炎，皮炎，痛风，肺部，心肌缺血和创伤引起的炎症，如脊髓损伤）中有用。
• Tschierske, C.; Zaschke, H.; Kresse, H., Molecular Crystals and Liquid Crystals (1969-1991), 1990, vol. 191, p. 223 - 230
  作者：Tschierske, C.、Zaschke, H.、Kresse, H.、Maedicke, A.、Demus, D.、et al.

  DOI：——

  日期：——
• Odorless substitutes for foul-smelling thiols: syntheses and applications
  作者：Manabu Node、Kamal Kumar、Kiyoharu Nishide、Shin-ichi Ohsugi、Tetsuo Miyamoto

  DOI：10.1016/s0040-4039(01)02024-x

  日期：2001.12

  Several alkanethiols and p-alkylphenylmethanethiols were synthesized, and their odors were compared with those of ethanethiol and benzyl mercaptan by human and instrumental sensors. Among the various thiols analyzed. 1-dodecanethiol (1) and p-heptylphenylmethanethiol (3) were revealed to be odorless. 1-Dodecanethiol (1) has been used instead of ethanethiol for dealkylation of ethers, and p-heptylphenylmethanethiol (3) can replace benzyl mercaptan in the preparation of a 1,3-mercapto alcohol from an alpha,beta -unsaturated ketone. These odorless thiols will greatly improve the physical environment of the researcher working with these foul-smelling compounds. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Synthesis of non-symmetrically substituted 1,2,4-oxadiazole derived liquid crystals
  作者：Govindaswamy Shanker、Carsten Tschierske

  DOI：10.1016/j.tet.2011.09.039

  日期：2011.11

  Non-symmetrically substituted 1,2,4-oxadiazole derived bent-core liquid crystals have been synthesized by a simple and straightforward synthetic method. All these compounds exhibit enantiotropic nematic phases over exceptionally wide temperature ranges. (C) 2011 Elsevier Ltd. All rights reserved.
• 1,2,4-Oxadiazole-Based Bent-Core Liquid Crystals with Cybotactic Nematic Phases
  作者：Govindaswamy Shanker、Marko Prehm、Mamatha Nagaraj、Jagdish K. Vij、Marvin Weyland、Alexey Eremin、Carsten Tschierske

  DOI：10.1002/cphc.201301070

  日期：2014.5.19

  AbstractSeveral series of bent‐core mesogens derived from 3,5‐diphenyl‐1,2,4‐oxadiazole with or without lateral groups and with different length terminal chains at both ends, and polycatenar molecules with three to six alkoxy chains are synthesized and their mesomorphic behaviour is investigated by polarizing microscopy, differential scanning calorimetry, X‐ray diffraction (XRD), dielectric, electro‐optical and second‐harmonic generation (SHG) experiments. Most compounds exhibit broad regions of skewed cybotactic nematic (NcybC) and tilted smectic (SmC) phases with a strong tilt of the aromatic cores (up to 63°), but non‐tilted SmA and NcybA phases are also observed for a compound that has only one terminal chain. The XRD patterns of the nematic phases of most of the compounds investigated indicate a 2D periodicity with short correlation length in the magnetically aligned samples. This is of importance for the general interpretation of the small‐angle XRD splitting patterns typically observed for aligned samples of bent‐core nematic phases. In most nematic phases one current peak is observed in the half period of an applied electric field, though no coherent signal is found in the SHG experiments. Based on additional electro‐optical and dielectric results, the nematic phases are considered to be cybotactic nematic phases with local polar order, and show a dielectric reorientation of the polar domains. Only chiral nematic phases (NcybC*), but not blue phases, are obtained for compounds with one or two chiral (3S)‐3,7‐dimethyloctyloxy tail(s).