12-acetyloxybromododecane | 154030-62-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 12-acetyloxybromododecane
• 英文别名: 12-bromododecyl acetate；acetic acid-(12-bromo-dodecyl ester)；Essigsaeure-(12-brom-dodecylester)
• CAS: 154030-62-3
• 化学式: C₁₄H₂₇BrO₂
• 分子量: 307.271
• InChiKey: FREDAIYFJOTEPG-UHFFFAOYSA-N

物化性质

• 沸点：
  338.7±15.0 °C(Predicted)
• 密度：
  1.112±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  17
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  12-acetyloxybromododecane 在 N-溴代丁二酰亚胺(NBS) 、 1,2-双(二苯基膦)乙烷氯化镍 、 lithium bromide 、 锌 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 12-(2,5-dibromothiophene-3-yl)dodecyl acetate
  参考文献：
  名称：

  Facile synthesis of 3-(ω-acetoxyalkyl)thiophenes and derived copolythiophenes using Rieke zinc

  摘要：

  An optimized synthetic protocol toward highly reactive Rieke zinc is applied for the preparation of a series of omega-(2,5-dibromothiophene-3-yl)alkyl acetate monomers and statistical copolythiophenes derived thereof, with 10% of ester-functionalized side chains. The obtained conjugated polymers are attractive electron donor materials for organic solar cells, notably to increase the thermodynamic stability of the bulk heterojunction polymer:fullerene active layer blend, and are fully characterized by a combination of spectroscopic, thermal analysis and electrochemical techniques. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2013.11.009
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氢溴酸 作用下， 生成 12-acetyloxybromododecane
  参考文献：
  名称：

  Chuit et al., Helvetica Chimica Acta, 1927, vol. 10, p. 187

  摘要：

  DOI：

文献信息

• Trimethylsilyl Esters as Novel Dual-Purpose Protecting Reagents
  作者：Jyun-Siao Chen、Po-Hsun Huang、Ya-Chi Hsieh、Shun-Yuan Luo、Jen-Wei Liu、Hsiao-Lin Hsu、Kai-Min Zhang、Ren-Tsung Wu、Ting-Shuo Chang、Yu-Hao Liu、Hsin-Ru Wu

  DOI：10.1055/a-1654-2211

  日期：2022.2

  Trimethylsilyl esters, AcOTMS, BzOTMS, TCAOTMS, etc., are inexpensive and chemically stable reagents that pose a negligible environmental hazard. Such compounds prove to serve as efficient dual-purpose reagents to respectively achieve acylation and trimethylsilylation of alcohols under acidic or basic conditions. Herein, a detailed study on protection of various substrates and new methodological investigations

  三甲基甲硅烷基酯、AcOTMS、BzOTMS、TCAOTMS 等是廉价且化学稳定的试剂，对环境的危害可忽略不计。这些化合物被证明可作为有效的双用途试剂，分别在酸性或碱性条件下实现醇的酰化和三甲基硅烷化。在此，描述了对各种底物保护和新方法学研究的详细研究。
• Development of a Novel Benzyl Mercaptan as a Recyclable Odorless Substitute of Hydrogen Sulfide
  作者：Manabu Node、Manabu Matoba、Tetsuya Kajimoto

  DOI：10.1055/s-2007-984524

  日期：2007.7

  odorless substitute of hydrogen sulfide to afford β-mercapto -carbonyl compounds in a Michael addition and to convert alkyl -bromides into alkanethiols. Detrimethoxybenzylation of the -Michael adducts prepared from 4 and α,β-unsaturated esters or -ketones was facilely carried out by treatment with a solvent mixture of trifluoroacetic acid and toluene to give β-mercapto carbonyl compounds. Successive

  2,4,6-三甲氧基苄基硫醇 (4) 被开发为硫化氢的无味替代品，以在迈克尔加成中提供 β-巯基-羰基化合物并将烷基溴转化为烷硫醇。通过用三氟乙酸和甲苯的溶剂混合物处理，由 4 和 α,β-不饱和酯或酮制备的 -Michael 加合物的去三甲氧基苄基化很容易进行，得到 β-巯基羰基化合物。作为副产物获得的2,4,6-三甲氧基苄基异硫脲鎓盐的连续碱水解，伴随着二硫化物8以良好收率再生4。二硫化物8也通过用LiAlH 4 还原而转化为4。类似的方案适用于使用烷基溴的 SN 2 反应合成烷硫醇。
• CYCLOPHOSPHAZENE COMPOUND, LUBRICANT COMPRISING SAME, AND MAGNETIC DISK
  申请人：MORESCO Corporation

  公开号：EP2565198A1

  公开（公告）日：2013-03-06

  A cyclophosphazene compound of the formula (I), and lubricants and magnetic disks using the compound wherein n is 2, 3 or 4, m is an integer of 1 to 12, R is C1-4 fluoroalkyl and Rf is -CF2O(CF2CF2O)x(CF2O)yCF2- or -CF2CF2O(CF2CF2CF2O)zCF2CF2- in which x, y and z are each 0 or a positive real number to give a number average molecular weight of 500 to 4000 to a fluoropolyether of the formula HOCH2-Rf-CH2OH including said Rf, the fluoropolyether having a molecular weight distribution (PD) of 1.0 to 1.5.

  式 (I) 的环磷氮化合物，以及使用该化合物的润滑剂和磁盘 其中 n 是 2、3 或 4，m 是 1 至 12 的整数，R 是 C1-4 氟烷基，Rf 是 -CF2O(CF2CF2O)x(CF2O)yCF2- 或 -CF2CF2O(CF2CF2CF2O)zCF2CF2- 其中 x、y 和 z 各为 0 或正实数，以使包括所述 Rf 的式 HOCH2-Rf-CH2OH 的含氟聚醚的数均分子量为 500 至 4000，该含氟聚醚的分子量分布 (PD) 为 1.0 至 1.5。
• Stereoselective glycosylations using benzoylated glucosyl halides with inexpensive promoters
  作者：Teiichi Murakami、Yukari Sato、Motonari Shibakami

  DOI：10.1016/j.carres.2008.03.019

  日期：2008.6

  Reactions of O-benzoylated glucopyranosyl halide (I, Br), isolated or generated in situ from per-benzoylated glucose (8a) and trimethylsilyl halide, with various alcohols were efficiently promoted by zinc halide (Cl, Br) or N-bromosuccinimide with a catalytic ZnI2 to give the corresponding 1,2- trans-beta-glucosides in good to high yields. When the anomeric halogenation of 8a was carried out in the presence of reactive alcohols, 1,2-cis-alpha-glucosides were selectively formed. (C) 2008 Elsevier Ltd. All rights reserved.
• Efficient synthesis of ω-mercaptoalkyl 1,2-trans-glycosides from sugar peracetates
  作者：Teiichi Murakami、Reiko Hirono、Yukari Sato、Kiyotaka Furusawa

  DOI：10.1016/j.carres.2007.02.024

  日期：2007.6

  Lewis acid-promoted reactions of peracetylated sugars (glucose, galactose, maltose, lactose) with omega-bromo-1-alkanols (C-8, C-12) were investigated. ZnCl2, was found to promote the 1,2-trans-glycosylation of the alcohols in toluene at about 60 degrees C in a stereocontrolled manner with better yields than commonly employed promoters such as SnCl4. The omega-bromoalkyl acetylated glycosides were readily converted to omega-mercaptoalkyl glycosides, which are useful for the preparation of glycoclusters. (c) 2007 Elsevier Ltd. All rights reserved.