1-溴-2-(己氧基)苯 | 105474-59-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1-溴-2-(己氧基)苯
• 英文名称: 1-bromo-2-(hexyloxy)benzene
• 英文别名: 1-bromo-2-hexoxybenzene
• CAS: 105474-59-7
• 化学式: C₁₂H₁₇BrO
• mdl: MFCD00464511
• 分子量: 257.17
• InChiKey: PAEVDESICZHIJU-UHFFFAOYSA-N

物化性质

• 沸点：
  118-120 °C(Press: 0.08 Torr)
• 密度：
  1.212±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-溴-2-(己氧基)苯 、 3-氯丙酰氯 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以90%的产率得到1-(3-bromo-4-(hexyloxy)phenyl)-3-chloropropan-1-one
  参考文献：
  名称：

  Improvement of Pharmacological Properties of Irreversible Thyroid Receptor Coactivator Binding Inhibitors

  摘要：

  We have previously reported the discover), and preliminary structure activity relationships of a series of beta-aminoketones that disrupt the binding of coactivators to TR. However, the most active compounds had moderate inhibitory potency and relatively high cytotoxicity, resulting in narrow therapeutic index. Additionally, preliminary evaluation of in vivo toxicology revealed a significant dose related cardiotoxicity. Here we describe the improvement of pharmacological properties of thyroid hormone receptor coactivator binding inhibitors. A comprehensive Survey of the effects of substitutents in key areas of the molecule was carried out based on mechanistic insight from the earlier report. This study revealed that both electron withdrawing and hydrophobic substituents on the aromatic ring led to higher potency. On the other hand, moving from an alkyl to a sulfonyl alkyl side chain led to reduced cytotoxicity, Finally, utilization of airline moieties having low pK(a)'s resulted in lowered ion channel activity without any loss of pharmacological activity.

  DOI：

  10.1021/jm9002704
• 作为产物：
  描述：

  溴己烷 、 2-溴苯酚 在 氢氧化钾 作用下， 生成 1-溴-2-(己氧基)苯
  参考文献：
  名称：

  Squaring off: Late Middle Preclassic architectural innovation at Cuello, Belize

  摘要：

  DOI：

  10.1017/s0003598x00090359

文献信息

• Pd-Catalyzed Carbonylative α-Arylation of Aryl Bromides: Scope and Mechanistic Studies
  作者：Dennis U. Nielsen、Camille Lescot、Thomas M. Gøgsig、Anders T. Lindhardt、Troels Skrydstrup

  DOI：10.1002/chem.201303384

  日期：2013.12.23

  Reaction conditions for the three‐component synthesis of aryl 1,3‐diketones are reported applying the palladium‐catalyzed carbonylative α‐arylation of ketones with aryl bromides. The optimal conditions were found by using a catalytic system derived from [Pd(dba)2] (dba=dibenzylideneacetone) as the palladium source and 1,3‐bis(diphenylphosphino)propane (DPPP) as the bidentate ligand. These transformations

  据报道，使用钯催化的酮与芳基溴化物的羰基化α-芳基化反应，可以合成芳基1,3-二酮的三组分反应条件。通过使用衍生自[Pd（dba）2 ]（dba =二亚苄基丙酮）作为钯源和1,3-双（二苯基膦基）丙烷（DPPP）作为二齿配体的催化体系找到了最佳条件。这些转化是在两室反应器COware中进行的，仅应用了从CO释放化合物9-甲基芴-9-羰基氯（COgen）产生的1.5当量的一氧化碳。该方法论证明可适用于多种芳基和杂芳基溴化物，从而导致多种芳基1,3-二酮。依靠31 P和进行13 C NMR光谱分析以确定可能的催化途径。我们的结果表明，[Pd（dba）2 ]和DPPP的组合仅在存在苯乙酮烯醇钠的情况下才对4-溴苯甲醚具有反应性，这表明[Pd（DPPP）（enolate）]阴离子是在生成苯丙酮之前最初生成的。氧化加成步骤。随后将CO插入[Pd（Ar）（DPPP）（烯酸酯）]物种中，提供了1,3-二
• Palladium-Catalyzed Carbonylative Sonogashira Coupling of Aryl Bromides Using Near Stoichiometric Carbon Monoxide
  作者：Karoline T. Neumann、Simon R. Laursen、Anders T. Lindhardt、Benny Bang-Andersen、Troels Skrydstrup

  DOI：10.1021/ol5007289

  日期：2014.4.18

  A general procedure for the palladium-catalyzed carbonylative Sonogashira coupling of aryl bromides is reported, using near stoichiometric amounts of carbon monoxide. The method allows a broad substrate scope in moderate to excellent yields. The formed alkynone motive serves as a platform for synthesis of various heterocyclic structures, including pyrimidines. Furthermore, the presented strategy allows

  据报道，使用接近化学计量的一氧化碳，钯催化芳基溴化物的羰基化Sonogashira偶联反应的一般程序。该方法允许以中等至优异的产率在宽范围的基材上使用。形成的炔酮动机用作合成各种杂环结构（包括嘧啶）的平台。此外，提出的策略允许有效的13 C标记。
• Correction to Palladium-Catalyzed Carbonylative Sonogashira Coupling of Aryl Bromides Using Near Stoichiometric Carbon Monoxide
  作者：Karoline T. Neumann、Simon R. Laursen、Anders T. Lindhardt、Benny Bang-Andersen、Troels Skrydstrup

  DOI：10.1021/acs.orglett.5b01250

  日期：2015.5.15

  Solvent peaks and in some cases minor impurities had been removed from the 1H and 13C NMR spectra reported for compounds 3, 5, 7, 9, 10, 12, 15, 18b, 23, 26b, 27, 29, 30b, and 31b. Original FIDs were located for compounds 3, 7, 9, 12, 15, 29, 30b, and 31b, and the spectra were reprocessed and have been replaced in the revised Supporting Information. For compounds 10, 18b, 23, and 26b, the reactions

  溶剂峰和在某些情况下少量杂质已经从除去1 H和13 C NMR谱报告为化合物3，5，7，9，10，12，15，18B，23，26B，27，29，30B，和31b。原始的FID分别位于对化合物3，7，9，12，15，29，30b的和31b，对光谱进行了重新处理，并在修订的《支持信息》中进行了替换。对于化合物10，图18b，23，和26B中，反应重新运行并已提供的新的光谱在校正的支持信息。对于化合物5，原始支持信息中提交了错误的光谱。现在，正确的光谱已包含在修订的《支持信息》中。对于化合物27，未找到原始FID，而是获得了新光谱，并在修订的《支持信息》中提供了这些光谱。光谱编辑不会影响已发表论文的任何结论。根据修订后的光谱校正的产率如下：10（产率87％），18b（产率98％），23（产率90％）和26b（产率95％）。包含修改后的光谱的文件。可在ACS出版物网站上免费获得支持信息，网址为：DOI：10
• POLYMER FOR OPTOELECTRONIC DEVICE
  申请人：Ye Qing

  公开号：US20110108807A1

  公开（公告）日：2011-05-12

  A polymer useful in an optoelectronic device comprises structural unit of formula I: wherein R 1 is, independently at each occurrence, a C 1 -C 20 aliphatic radical, a C 3 -C 20 aromatic radical, or a C 3 -C 20 cycloaliphatic radical; a is, independently at each occurrence, an integer ranging from 0-4; Ar 1 is aryl or heteroaryl; Ar 2 is fluorene; R 2 is alkylene, substituted alkylene, oxaalkylene, CO, or CO 2 ; R 3 , R 4 and R 5 are independently hydrogen, alkyl, alkoxy, alkylaryl, aryl, arylalkyl, heteroaryl, substituted alkyl; substituted alkoxy, substituted alkylaryl, substituted aryl, substituted arylalkyl, or substituted heteroaryl; and L is derived from phenylpyridine, tolylpyridine, benzothienylpyridine, phenylisoquinoline, dibenzoquinozaline, fluorenylpyridine, ketopyrrole, 2-(1-naphthyl)benzoxazole)), 2-phenylbenzoxazole, 2 phenylbenzothiazole, coumarin, thienylpyridine, phenylpyridine, benzothienylpyridine, 3 methoxy-2-phenylpyridine, thienylpyridine, phenylimine, vinylpyridine, pyridylnaphthalene, pyridylpyrrole, pyridylimidazole, phenylindole, derivatives thereof or combinations thereof.

  一种在光电器件中有用的高分子，包括结构单元I的公式，其中R1在每次出现时独立地是C1-C20脂肪基，C3-C20芳香基或C3-C20环脂肪基；a在每次出现时独立地是0-4的整数；Ar1是芳基或杂芳基；Ar2是芴基；R2是烷基，取代烷基，氧代烷基，CO或CO2；R3、R4和R5独立地是氢，烷基，烷氧基，烷基芳基，芳基，芳基烷基，杂芳基，取代烷基，取代烷氧基，取代烷基芳基，取代芳基，取代芳基烷基，或取代杂芳基；L源自苯基吡啶，甲苯基吡啶，苯并噻吩基吡啶，苯基异喹啉，二苯并喹唑啉，芴基吡啶，酮基吡咯，2-(1-萘基)苯并噁唑，2-苯基苯并噁唑，2-苯基苯并噻唑，香豆素，噻吩基吡啶，苯基吡啶，苯并噻吩基吡啶，3-甲氧基-2-苯基吡啶，噻吩基吡啶，苯基亚胺，乙烯基吡啶，吡啶基萘，吡啶基吡咯，吡啶基咪唑，苯基吲哚，其衍生物或其组合。
• EMISSIVE POLYMERIC MATERIALS FOR OPTOELECTRONIC DEVICES
  申请人：Shiang Joseph John

  公开号：US20090156783A1

  公开（公告）日：2009-06-18

  Polymers including at least one structural unit derived from a compound of formula I or including at least one pendant group of formula II may be used in optoelectronic devices wherein R 1 , R 3 , R 4 and R 6 are independently hydrogen, alkyl, alkoxy, oxaalkyl, alkylaryl, aryl, arylalkyl, heteroaryl, substituted alkyl; substituted alkoxy, substituted oxaalkyl, substituted alkylaryl, substituted aryl, substituted arylalkyl, or substituted heteroaryl; R 1a is hydrogen or alkyl; R 2 is alkylene, substituted alkylene, oxaalkylene, CO, or CO 2 ; R 2a is alkylene; R 5 is independently at each occurrence hydrogen, alkyl, alkylaryl, aryl, arylalkyl, alkoxy, carboxy, substituted alkyl; substituted alkylaryl, substituted aryl, substituted arylalkyl, or substituted alkoxy, X is halo, triflate, —B(OR 1a ) 2 , or located at the 2, 5- or 2, 7-positions; and L is derived from phenylpyridine, tolylpyridine, benzothienylpyridine, phenylisoquinoline, dibenzoquinozaline, fluorenylpyridine, ketopyrrole, 2-(1-naphthyl)benzoxazole)), 2-phenylbenzoxazole, 2-phenylbenzothiazole, coumarin, thienylpyridine, phenylpyridine, benzothienylpyridine, 3-methoxy-2-phenylpyridine, thienylpyridine, phenylimine, vinylpyridine, pyridylnaphthalene, pyridylpyrrole, pyridylimidazole, phenylindole, derivatives thereof or combinations thereof.

  含有至少一个来自化合物I的结构单元或含有至少一个公式II的挂链基团的聚合物可以用于光电子器件中，其中R1、R3、R4和R6独立地为氢、烷基、烷氧基、氧代烷基、烷基芳基、芳基、芳基烷基、杂芳基、取代烷基、取代烷氧基、取代氧代烷基、取代烷基芳基、取代芳基、取代芳基烷基或取代杂芳基；R1a为氢或烷基；R2为烷基、取代烷基、氧代烷基、CO或CO2；R2a为烷基；R5独立地为每个出现的氢、烷基、烷基芳基、芳基、芳基烷基、烷氧基、羧基、取代烷基、取代烷基芳基、取代芳基、取代芳基烷基或取代烷氧基；X为卤素、三氟甲烷磺酸盐、-B(OR1a)2或位于2,5-或2,7-位置；L来源于苯基吡啶、甲苯基吡啶、苯并噻吩基吡啶、苯基异喹啉、二苯并喹唑啉、芴基吡啶、酮基吡咯、2-(1-萘基)苯并噁唑、2-苯基苯并噁唑、香豆素、噻吩基吡啶、苯基吡啶、苯并噻吩基吡啶、3-甲氧基-2-苯基吡啶、噻吩基吡啶、苯亚胺、乙烯基吡啶、吡啶基萘、吡啶基吡咯、吡啶基咪唑、苯基吲哚、其衍生物或其组合物。