1-hexyl-1H-benzotriazole | 883-57-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 1-hexyl-1H-benzotriazole
• 英文别名: 1-Hexylbenzotriazole
• CAS: 883-57-8
• 化学式: C₁₂H₁₇N₃
• 分子量: 203.287
• InChiKey: VIPOGZMHJSYGIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-hexyl-1H-benzotriazole 在 二甲基二环氧乙烷 作用下， 以 二氯甲烷 为溶剂， 反应 34.0h， 以81%的产率得到3-hexyl-3H-1,2,3-benzotriazole 1-oxide
  参考文献：
  名称：

  Conversions by Dimethyldioxirane of 1-Alkylbenzotriazoles into Their N-Oxides and of 2-Alkylbenzotriazoles into 2-Alkyl-trans-4,5,6,7-diepoxy-4,5,6,7-tetrahydrobenzotriazoles

  摘要：

  Dimethyldioxirane converted 1-alkylbenzotriazoles 4 to the corresponding 3-alkylbenzotriazole 1-oxides 5 in good yields, but transformed 2-alkylbenzotriazoles 12 into 2-alkyl-trans-4,5,6,7-diepoxy-4,5,6,7-tetrahydrobenzotriazoles 13.

  DOI：

  10.1021/jo010194g
• 作为产物：
  描述：

  溴己烷 、 1-(三甲基硅基)苯并三氮唑 反应 10.0h， 以89%的产率得到1-hexyl-1H-benzotriazole
  参考文献：
  名称：

  Etude dans la serie des organosilylazoles

  摘要：

  DOI：

  10.1016/s0022-328x(00)82809-0

文献信息

• Sodium hydrogen exchanger inhibitory activity of benzotriazole derivatives
  作者：Dhandeep Singh、Om Silakari

  DOI：10.1016/j.ejmech.2016.10.005

  日期：2017.1

  Series of benzotriazole derivatives were synthesized and evaluated for their Sodium hydrogen exchanger-1 inhibitory potential. All compounds inhibit Sodium hydrogen exchanger-1 in the in-vitro platelet swelling assay. This is perhaps the first report of NHE-1 inhibitory activity of benzotriazole. The 1-alkyl benzotriazole derivatives were found to be more active than the 2-alkyl isomers. The activity

  合成了一系列苯并三唑衍生物，并评估了其对氢交换剂-1的抑制潜力。在体外血小板溶胀试验中，所有化合物均抑制氢交换钠-1 。这也许是关于苯并三唑NHE-1抑制活性的首次报道。发现1-烷基苯并三唑衍生物比2-烷基异构体更具活性。活性随烷基部分链长的增加而增加。效力从苯并三唑（IC 50  = 192.68μM）增加到庚基衍生物（化合物13; IC 50  = 59.23μM）。引入负电性氧原子可进一步提高效力，如苯甲酰基所示（化合物16，IC 50 ＝51.57μM）和磺酰基基团（化合物17，IC 50  ＝50.89μM；化合物18，IC 50  ＝49.95μM ）。
• The Mitsunobu Reaction: An Alternative Synthesis of 1-(Primary Alkyl)benzotriazoles
  作者：Alan R. Katritzky、Daniela C. Oniciu、Ion Ghiviriga

  DOI：10.1080/00397919708006100

  日期：1997.5

  by treating the corresponding alcohol with triphenylphosphine, N-bromosuccinimide and benzotriazole. Under these conditions, the alcohols gave exclusively the corresponding 1-alkyl-benzotriazoles. Allyl and propargyl alcohols also reacted regiospecifically in a typical Sn2 manner, and no products derived from prototropic rearrangement were found.

  摘要 1-（伯烷基）苯并三唑可以通过用三苯基膦、N-溴代琥珀酰亚胺和苯并三唑处理相应的醇以方便的收率获得。在这些条件下，醇只产生相应的 1-烷基-苯并三唑。烯丙醇和炔丙醇也以典型的 Sn2 方式进行区域特异性反应，并且没有发现源自质子重排的产物。
• Nickel-2,2′-Bipyridyl and Palladium-Triphenylphosphine Complex Promoted Synthesis of New π-Conjugated Poly(2-hexylbenzotriazole)s and Characterization of the Polymers
  作者：Akitoshi Tanimoto、Takakazu Yamamoto

  DOI：10.1002/adsc.200404227

  日期：2004.12

  A nickel(0) complex (Ni-bpy) promoted dehalogenative polycondensation of 4,7-dibromo-2-hexylbenzotriazole gives the new π-conjugated polymer, polybenzotriazole [P(BTz)]. Palladium-triphenylphosphine [Pd(PPh3)4] catalyzed the copolymerization between 4,7-dibromo-2-hexylbenzotriazole with 2,5-diethynyl-1,4-dihexyloxybenzene and 9,9′-dihexylfluorene-2,7-bis(trimethylene borate) to give the corresponding

  镍（0）络合物（Ni-bpy）促进了4,7-二溴-2-己基苯并三唑的脱卤缩聚反应，得到了新的π共轭聚合物，聚苯并三唑[P（BTz）]。钯-三苯基膦[Pd（PPh 3）4 ]催化4,7-二溴-2-己基苯并三唑与2,5-二乙炔基-1,4-二己基氧基苯与9,9'-二己基芴-2,7-双（分别得到相应的聚合物P（BTz-AE）和P（BTz-F）。聚合物的数均分子量M n在3000至7400的范围内。P（BTz-AE）在CHCl 3中在500nm处显示光致发光（PL）峰，具有PL的高量子产率（87％）。
• [3 + 2] Cycloaddition of azides with arynes formed<i>via</i>C–H deprotonation of aryl sulfonium salts
  作者：Xing-Wei Gu、Yan-Hua Zhao、Xiao-Feng Wu

  DOI：10.1039/d3gc02052e

  日期：——

  Herein, we developed a new methodology of using aryl sulfonium salts as the aryne precursor for [3 + 2] cycloaddition reactions with azides. The reaction using readily available arenes as the feedstock features excellent atom economy, environmental friendliness and high functional group tolerance. Moreover, due to the excellent performance of the gram-scale reaction, deuterium labeling result and derivatization

  在此，我们开发了一种使用芳基锍盐作为芳基前体与叠氮化物进行[3 + 2]环加成反应的新方法。该反应以易得的芳烃为原料，具有优异的原子经济性、环境友好性和高官能团耐受性。此外，由于克级反应、氘标记结果和衍生化反应的优异性能，具有大规模生产和其他应用的潜在机会。
• Liquid compositions containing blends of carboxylic esters
  申请人：The Lubrizol Corporation

  公开号：EP0568350A1

  公开（公告）日：1993-11-03

  This invention relates to a liquid composition comprising (A) at least one fluorine-containing hydrocarbon containing one to three carbon atoms; and a lubricant comprising (B) a blend of (1) at least one carboxylic ester of (I) a neo hydroxy compound selected from the group consisting of (i) a neo hydroxy compound with one to four hydroxyl groups, and (ii) a mixture of neo hydroxy compounds having an average of less than 3.5 hydroxyl groups per hydroxy compound, and (II) a monocarboxylic acylating agent selected from the group consisting of (i) a monocarboxylic acylating agent having four or five carbon atoms, and (ii) a combination of a (a) an monocarboxylic acylating agent having four or five carbon atoms and (b) an monocarboxylic acylating agent having from about 7 to about 15 carbon atoms, provided that greater than 55 % of the ester groups of (1) are derived from monocarboxylic acylating agent having four or five carbon atoms, and (2) at least one carboxylic ester of (III) a neo hydroxy compound selected from the group consisting of (iii) a neo hydroxy compound having five or more four hydroxyl groups per hydroxy compound, and (iv) a mixture of neo hydroxy compounds having an average greater than 4.5 hydroxyl groups per hydroxy compound, and (IV) a combination of a (a) an monocarboxylic acylating agent having four or five carbon atoms and (b) an monocarboxylic acylating agent having from about 7 to about 15 carbon atoms, provided that greater than 55 % of the ester groups of (2) are derived from (IVb). The liquid compositions are useful particularly as refrigeration liquids in refrigerators and air-conditioners including automotive, home and industrial air-conditioners.

  本发明涉及一种液体组合物，它包含 (A) 至少一种含一至三个碳原子的含氟碳氢化合物；以及一种润滑剂，它包含 (B) 以下物质的混合物：(1) 至少一种羧酸酯，(I) 新羟基化合物，该化合物选自由以下组别：(i) 具有一至四个羟基的新羟基化合物；(ii) 每个羟基化合物平均具有小于 3.5个羟基的新羟基化合物的混合物，和(II)选自以下组的单羧酸酰化剂(i)具有4或5个碳原子的单羧酸酰化剂，和(ii)(a)具有4或5个碳原子的单羧酸酰化剂和(b)具有约7至约15个碳原子的单羧酸酰化剂的组合、条件是(1)的酯基中 55%以上来自具有四个或五个碳原子的单羧酸酰化剂，和(2) 至少一种(III)新羟基化合物的羧酸酯，该新羟基化合物选自由以下组别：(III)每个羟基化合物具有五个或更多四个羟基的新羟基化合物，和(IV)平均每个羟基化合物具有大于 4.5个羟基的新羟基化合物的混合物，以及(IV)(a)具有4或5个碳原子的单羧酸酰化剂和(b)具有约7至约15个碳原子的单羧酸酰化剂的组合，条件是(2)的酯基有55%以上来自(IVb)。这种液体组合物尤其可用作冰箱和空调（包括汽车空调、家用空调和工业空调）中的制冷液。