2-bromo-1-decanol | 39579-74-3

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: 2-bromo-1-decanol
• 英文别名: 2-Bromodecan-1-ol
• CAS: 39579-74-3
• 化学式: C₁₀H₂₁BrO
• 分子量: 237.18
• InChiKey: NWTWZEFDOXBGQI-UHFFFAOYSA-N

物化性质

• 沸点：
  281.5±13.0 °C(Predicted)
• 密度：
  1.158±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  12
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-bromo-1-decanol 在 叠氮化四丁基铵 作用下， 以 甲苯 为溶剂， 反应 1.0h， 生成 2-Azido-decan-1-ol
  参考文献：
  名称：

  用于膜蛋白研究的二维去污剂扩展策略。

  摘要：

  去污剂是膜蛋白 (MP) 研究中最常用的试剂。然而，一头一尾传统洗涤剂的有限多样性对于结构不同的 MP 来说还远远不够。洗涤剂品种的扩张势头不断。与去污剂预组装发挥优势的推测一致，本文首次报道了两个系列单体去污剂的交叉共轭，用于构建二聚去污剂的二维库。最佳去污剂在个体 MP 的系统评估中具有独特的偏好。此外，前所未有的混合去污剂 14M8G 和 14M9G 分别实现了转运蛋白 MsbA 的高质量 EM 研究和 G 蛋白偶联受体 A2A AR 的 NMR 研究。鉴于交叉偶联化学物质的丰富性，

  DOI：

  10.1002/chem.202201388
• 作为产物：
  描述：

  2-溴癸酸 在 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 2-bromo-1-decanol
  参考文献：
  名称：

  用于膜蛋白研究的二维去污剂扩展策略。

  摘要：

  去污剂是膜蛋白 (MP) 研究中最常用的试剂。然而，一头一尾传统洗涤剂的有限多样性对于结构不同的 MP 来说还远远不够。洗涤剂品种的扩张势头不断。与去污剂预组装发挥优势的推测一致，本文首次报道了两个系列单体去污剂的交叉共轭，用于构建二聚去污剂的二维库。最佳去污剂在个体 MP 的系统评估中具有独特的偏好。此外，前所未有的混合去污剂 14M8G 和 14M9G 分别实现了转运蛋白 MsbA 的高质量 EM 研究和 G 蛋白偶联受体 A2A AR 的 NMR 研究。鉴于交叉偶联化学物质的丰富性，

  DOI：

  10.1002/chem.202201388

文献信息

• Electrochemical bromofunctionalization of alkenes in a flow reactor
  作者：Jakob Seitz、Thomas Wirth

  DOI：10.1039/d1ob01302e

  日期：——

  of brominating reagents. The electrochemical oxidation of bromide to bromine is a viable strategy to reduce waste by avoiding chemical oxidants. Furthermore, the in situ generation of reactive intermediates minimizes the risk of hazardous reagents. In this work, we investigate the electrochemical generation of bromine from hydrobromic acid in a flow electrochemical reactor. Various alkenes could be converted

  迄今为止，有机分子的溴化已得到广泛研究，但仍然需要安全和可持续的方法。有害试剂、选择性、低原子经济性和废物产生是溴化试剂最持久的问题。溴化物电化学氧化成溴是通过避免化学氧化剂减少废物的可行策略。此外，活性中间体的原位生成将危险试剂的风险降至最低。在这项工作中，我们研究了在流动电化学反应器中从氢溴酸电化学生成溴。各种烯烃可以以良好到极好的收率转化为其相应的二溴化物、溴醇、溴醇醚和环化产物。
• Novel organic selenium compounds
  申请人：NIPPON KAYAKU KABUSHIKI KAISHA

  公开号：EP0222414A2

  公开（公告）日：1987-05-20

  This invention relates to the novel selenium compounds which are useful as an antineoplastic agent. The compounds are represented by the general formula (1): wherein R, X, A and Y represent the groups specified below, a represents a number of 0 or 1, b represents a number of 0, 1 or 2, and (1) when a is 0 and b is also 0, c is 4, n is 1 or 2 and m is 0, (2) when a is 1 and b is 0, c is 2, n is 1 or 2 and m is 0 or 1, and (3) when b is 1 or 2, c, n and m are all 0; (i) when b is 2, R represents (1) a C4-10 alkoxy group substituted with a halogen atom, (2) a lower alkoxyl group substituted with a halogen atom and a phenyl group, or (3) a cycloalkyloxy group substituted with a halogen atom, and (ii) when b is 1, R represents a group represented by the formula (wherein Ro is a C2-6 alkyl group); X represents a halogen atom; A represents caffeine, theophylline, N-benzyltheophylline, N-benzyltheobromine, 2,2'-biquinoline, 1,6-naphthylidine, 1,10-phenanthroline, or a compound represented by the formula or (wherein R, and R2 may be the same or different and represent a hydrogen atom, a hydroxyl group, a lower alkyl group, a halogen atom, a phenyl group, a cyano group, a lower alkoxycarbonyl group, a phenoxycarbonyl group, an amino group (to which a lower alkyl, lower alkylaminocarbonyl, lower halogenoalkylaminocarbonyl or lower alkoxycarbonyl group may be bonded), a benzoyl group, a loweralkoxyl group, a carbamyl group or an allyloxycarbonyl group; R3 represents a C1-10 alkyl group or a benzyl group; R. and R5 represent independently a hydrogen atom, a halogen atom or an alkyl group, or R4 and R5 may represent in combination; R6 represents a lower alkoxyl group, a phenyl group or a phenoxy group; R7 represents a hydrogen atom, a lower alkyl group or a group represented by the formula (wherein R9 represents an amino group or a lower alkoxyl group); R10 represent a hydrogen atom or a nitro group; and one of B and D represents nitrogen and the other represents ≥C-H or ≥C-OH); and Y represents H2O or an alcohol represented by the formula R8-OH [wherein R8 represents a benzyl (which may be substituted with a lower alkoxy group) or alkyl group]; wherein when X is chlorine atom and m is 0, R1 and R10 represent an atom or a group other than hydrogen atom.

  本发明涉及可用作抗肿瘤剂的新型硒化合物。这些化合物由通式（1）表示： 其中 R、X、A 和 Y 代表下面规定的基团，a 代表 0 或 1，b 代表 0、1 或 2，(1) 当 a 为 0 且 b 也为 0 时，c 为 4，n 为 1 或 2，m 为 0，(2) 当 a 为 1 且 b 为 0 时，c 为 2，n 为 1 或 2，m 为 0 或 1，(3) 当 b 为 1 或 2 时，c、n 和 m 均为 0； (i) 当 b 为 2 时，R 代表 (1) 被卤素原子取代的 C4-10 烷氧基，(2) 被卤素原子和苯基取代的低级烷氧基，或 (3) 被卤素原子取代的环烷氧基，和 (ii) 当 b 为 1 时，R 代表由式 1 所代表的基团。 (其中 Ro 为 C2-6 烷基）； X 代表卤原子； A 代表咖啡因、茶碱、N-苄基茶碱、N-苄基溴茶碱、2,2'-联喹啉、1,6-萘啶、1,10-菲罗啉或由式表示的化合物 或 (其中 R 和 R2 可以相同或不同，并代表氢原子、羟基、低级烷基、卤素原子、苯基、氰基、低级烷氧基羰基、苯氧基羰基、氨基（可键合低级烷基、低级烷基氨基羰基、低级卤代烷基氨基羰基或低级烷氧基羰基）、苯甲酰基、低级烷氧基基、氨基甲酰基或烯丙氧基羰基；R3 代表 C1-10 烷基或苄基； R.和 R5 独立地代表氢原子、卤素原子或烷基，或 R4 和 R5 可结合代表 R6代表低级烷氧基、苯基或苯氧基； R7代表氢原子、低级烷基或由以下式子表示的基团 (其中 R9 代表氨基或低级烷氧基）； R10 代表氢原子或硝基；B 和 D 中的一个代表氮，另一个代表 ≥C-H 或 ≥C-OH）；以及 Y 代表 H2O 或由式 R8-OH 所代表的醇[其中 R8 代表苄基（可被低级烷氧基取代）或烷基]； 其中，当 X 为氯原子且 m 为 0 时，R1 和 R10 代表氢原子以外的原子或基团。
• Regio- and Stereoselective Synthesis of β-Halohydrins from 1,2-Epoxides with Ammonium Halides in the Presence of Metal Salts
  作者：Marco Chini、Paolo Crotti、Cristina Gardelli、Franco Macchia

  DOI：10.1016/s0040-4020(01)92271-9

  日期：1992.1

  A simple efficient, stereoselective, and regioselective method for the synthesis of beta-chlorohydrins, beta-bromohydrins, and beta-iodohydrins by the direct opening of 1,2-epoxides with the corresponding ammonium halide in acetonitrile, in the presence of metal salts. is described. This new method appears to be of general use and competitive with the other methods previously reported.
• Micellar effects on alkene bromination. 2. The role of alkene hydrophobicity
  作者：Giorgio Cerichelli、Celeste Grande、Luciana Luchetti、Giovanna Mancini

  DOI：10.1021/jo00009a019

  日期：1991.4

  Surface polarity of cetyltrimethylammonium bromide (CTAB) aqueous micelles was checked by use of as a probe the bromination reaction of a series of 1-alkenes and a water-soluble alkene, cis-4-cyclohexene-1,2-dicarboxylic acid dimethyl ester (I). There was strong inhibition (10(5)-10(6)-fold) of the second-order reaction rate constants relative to those in water; moreover, both kinetics and the product distributions suggested that alkenes had different locations at the micellar surface. Kinetics in the presence of added NaBr and n-decane supported this location hypothesis.
• Organometallic compounds of Group III. 50. High regioselectivity in the alternative, halogenative cleavages of terminal epoxides with Lewis acid metal halides
  作者：John J. Eisch、Zhi Rong Liu、Xin Ma、Guo Xiu Zheng

  DOI：10.1021/jo00045a026

  日期：1992.9

  The regioselectivity in cleaving the epoxide of a typical terminal olefin to isomeric halohydrins by various metal halides (MX(n)) was investigated. 1,2-Epoxydecane (2a), was subjected to cleavage by LiCl, LiI, Mg(TMP)Br, AlCl3, AlBr3, AlI3, i-BuAlCl2, i-Bu2AlCl, TiCl4, TiBr4, and Ti(NEt2)Br2 in donor and nondonor media with various mixing and temperature conditions and the yield and the ratio of the 1-halo-2-decanol (3a) and 2-halo-1-decanol (4a), obtained upon hydrolysis, were determined. The results can be understood in terms of two limiting models for the transition state: (a) for forming 4a, the complex of 2a and MX(n) undergoes opening to form the more stable, secondary carbenium ion-like transition state or (b) for forming 3a, the complex of 2a and MX(n) undergoes nucleophilic attack by X- at the more accessible primary carbon. The regularities in the observed regioselectivities can thus be summarized: Strongly Lewis acidic conditions, such as TiX4 in alkanes, favor the formation of 4a, while Lewis bases and Lewis basic conditions, such as TiX2(NEt2)2, favor the formation of 3a. In this study, reagents and conditions have been discovered with which the individual halohydrin isomers can be synthesized in high yield and with about 95% regioselectivity.