1-chloro-2-tetradecanone | 56354-96-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-chloro-2-tetradecanone
• 英文别名: 1-Chlorotetradecan-2-one
• CAS: 56354-96-2
• 化学式: C₁₄H₂₇ClO
• 分子量: 246.821
• InChiKey: YLFOMTDVQJPGAY-UHFFFAOYSA-N

物化性质

• 熔点：
  40.5-41.5 °C
• 沸点：
  303.1±10.0 °C(Predicted)
• 密度：
  0.920±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  16
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-chloro-2-tetradecanone 在 盐酸 、 sodium azide 、 20 % Pd(OH)2/C 、 Lindlar's catalyst 、 氢气 、 三乙胺 、 三苯基膦 作用下， 以 乙醇 、 二氯甲烷 、 氯仿 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 desoxoprosophylline
  参考文献：
  名称：

  A concise total synthesis of (+)-deoxocassine and (−)-deoxoprosophylline from d-xylose

  摘要：

  A concise total synthesis of (+)-deoxocassine (1) and (-)-deoxoprosophylline (2) has been achieved for the first time from D-xylose. The key steps involved in these synthesis are alkyl Grignard reaction, S(N)2 substitution of mesylate by azide, Wittig reaction, and reductive amination. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.06.058
• 作为产物：
  描述：

  1-溴十一烷 在 草酰氯 、 magnesium 、 二甲基亚砜 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.5h， 生成 1-chloro-2-tetradecanone
  参考文献：
  名称：

  A concise total synthesis of (+)-deoxocassine and (−)-deoxoprosophylline from d-xylose

  摘要：

  A concise total synthesis of (+)-deoxocassine (1) and (-)-deoxoprosophylline (2) has been achieved for the first time from D-xylose. The key steps involved in these synthesis are alkyl Grignard reaction, S(N)2 substitution of mesylate by azide, Wittig reaction, and reductive amination. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.06.058

文献信息

• [EN] 3-SUBSTITUTED TELLUROPHENES AND RELATED COMPOUNDS<br/>[FR] TELLUROPHÈNES SUBSTITUÉS EN 3ÈME POSITION ET COMPOSÉS ASSOCIÉS
  申请人：UNIV TORONTO

  公开号：WO2014067016A1

  公开（公告）日：2014-05-08

  Monomeric 3-substututed tellurophene compounds, as well as their use in the synthesis of oligomeric and/or polymeric compounds consisting of two or more tellurophene-2,5-diyl groups which are covalently linked to each other are disclosed, as is the use of said oligomers and polymers in devices such as diodes and solar cells, electrodes and semiconductors.

  单体3-取代碲吩化合物以及它们在合成由两个或更多碲吩-2,5-二基基团共价连接在一起的寡聚物和/或聚合物中的用途被揭示，还公开了这些寡聚物和聚合物在二极管和太阳能电池、电极和半导体等器件中的用途。
• Novel methods for the delivery of polynucleotides to cells
  申请人：——

  公开号：US20030235916A1

  公开（公告）日：2003-12-25

  Process are described for the delivery of a polynucleotide to a cell. The process comprises forming a salt stable complex between the polynucleotide and a cationic surfactant. Ternary complexes are also made by associating an amphipathic compound with the binary complex. The resultant complexes are suitable for delivery of the polynucleotide to cells in vitro and in vivo.

  描述了将多核苷酸传递到细胞的过程。该过程包括在多核苷酸和阳离子表面活性剂之间形成一个盐稳定的复合物。三元复合物也可以通过将一个两性化合物与二元复合物结合而制备。所得的复合物适用于体外和体内向细胞传递多核苷酸。
• Thin Films of Highly Planar Semiconductor Polymers Exhibiting Band-like Transport at Room Temperature
  作者：Jiyoul Lee、Jong Won Chung、Do Hwan Kim、Bang-Lin Lee、Jeong-Il Park、Sangyoon Lee、Roger Häusermann、Bertram Batlogg、Sang-Soo Lee、Insil Choi、Il Won Kim、Moon Sung Kang

  DOI：10.1021/jacs.5b04253

  日期：2015.7.1

  polymer thin films at room temperature. This was achieved from donor-acceptor type thiophene-thiazole copolymer that was carefully designed to enhance the planarity of the backbone and the resulting transfer integral between the macromolecules. Due to the strong molecular interaction, the printed polymer film exhibited extremely low trap density comparable to that of molecular single crystals. Moreover

  我们报告了在室温下从印刷的聚合物薄膜中观察到的带状传输。这是通过精心设计的供体-受体型噻吩-噻唑共聚物实现的，该共聚物经过精心设计以增强主链的平面度和由此产生的大分子之间的转移积分。由于强大的分子相互作用，印刷的聚合物薄膜表现出与分子单晶相当的极低陷阱密度。此外，在电场的帮助下，电荷传输的能垒高度可以很容易地降低，这导致在室温下形成用于带状电荷传输的扩展电子态。
• Studies of hypolipidemic agents. I. Syntheses and hypolipidemic activities of 1-substituted 2-alkanone derivatives.
  作者：KAZUO OGAWA、TADAFUMI TERADA、YOSHIYUKI MURANAKA、TOSHIHIRO HAMAKAWA、SADAO HASHIMOTO、SETSURO FUJII

  DOI：10.1248/cpb.34.1118

  日期：——

  Many 1-substituted 2-alkanone derivatives were synthesized and their inhibitory activities toward pancreatic lipase and esterase were examined in order to obtain hypolipidemic agents. 1-Benzenesulfonyloxy-2-pentanone (VI-2a) and 1-(2, 4, 6-trimethylbenzenesulfonyloxy)-2-pentanone (VI-2q) exhibited not only potent and selective esterase inhibitions (IC50 : 9.0×10-7M and 1.0×10-6M, respectively), but also potent hypolipidemic action (90 and 92% reductions of plasma triglyceride, and 53 and 90% reductions of plasma total cholesterol, respectively). A novel working hypothesis is presented to account for the lowering of the plasma lipids level, i.e., that inhibition of esterase and lipase activities in the small intestinal lumen may be responsible for the decrease in the plasma lipids level.

  合成了许多1-取代的2-酮烷基衍生物，并考察了它们对胰脂肪酶和酯酶的抑制活性，以期获得降脂药物。1-苯磺酰氧基-2-戊酮（VI-2a）和1-(2, 4, 6-三甲基苯磺酰氧基)-2-戊酮（VI-2q）不仅表现出显著且具有选择性的酯酶抑制（IC50：9.0×10^-7M 和 1.0×10^-6M），而且还具有强效的降脂作用（血浆甘油三脂分别减少90%和92%，血浆总胆固醇分别减少53%和90%）。提出了一个新的工作假设来解释血浆脂质水平的降低，即小肠腔内酯酶和脂肪酶活性的抑制可能是导致血浆脂质水平下降的原因。
• Concise synthesis of 3-alkylthieno[3,2-<i>b</i>]thiophenes; building blocks for organic electronic and optoelectronic materials
  作者：Koray T. Ilhan、Sebahat Topal、Mehmet S. Eroglu、Turan Ozturk

  DOI：10.1039/c9ra08023f

  日期：——

  3-bromothiophene and ring formation reaction. This convenient method provides an easy access with good yields to the preparation of 3-alkylthieno[3,2-b]thiophenes, which are important materials for organic electronic and optoelectronic applications. SEM, AFM and contact angle (CA) analyses of their electropolymers on indium tin oxide (ITO) indicated that as the alkyl chains became longer, the polymers

  通过制备单酮，即1-(噻吩-3-基硫基)alkan-2-one ，将文献中的4步合成3-烷基噻吩并[3,2- b ]噻吩简化为两步，收率良好，由3-溴噻吩和成环反应。这种简便的方法为制备 3-烷基噻吩并[3,2- b ]噻吩提供了一种容易获得的高产率，它们是有机电子和光电应用的重要材料。他们的电聚合物在氧化铟锡 (ITO) 上的 SEM、AFM 和接触角 (CA) 分析表明，随着烷基链变长，聚合物提供了一个更疏水的层，其 CA 高达 107°。