7-十六酮 | 45206-91-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 7-十六酮
• 英文名称: 7-hexadecanone
• 英文别名: hexadecan-7-one
• CAS: 45206-91-5
• 化学式: C₁₆H₃₂O
• mdl: MFCD00027354
• 分子量: 240.429
• InChiKey: XMIMKDVDMTZIIW-UHFFFAOYSA-N

物化性质

• 熔点：
  40-41°C
• 沸点：
  308.15°C (estimate)
• 密度：
  0.8292 (estimate)
• LogP：
  6.750 (est)
• 稳定性/保质期：
  在常规情况下不会分解，也没有危险的化学反应。

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  17
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.937
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 安全说明：
  S22,S24/25
• 海关编码：
  2914190090
• 储存条件：
  密封、阴凉、干燥保存。

反应信息

• 作为反应物：
  描述：

  7-十六酮 在 conjugated linoleic acid dehydrogenase 、 还原型辅酶Ⅰ 、 bovine serum albumin 作用下， 以 aq. buffer 为溶剂， 反应 0.25h， 生成 hexadecan-7-ol
  参考文献：
  名称：

  Characterization of hydroxy fatty acid dehydrogenase involved in polyunsaturated fatty acid saturation metabolism in Lactobacillus plantarum AKU 1009a

  摘要：

  Hydroxy fatty acid dehydrogenase, which is involved in polyunsaturated fatty acid saturation metabolism in Lactobacillus plantarum AKU 1009a, was cloned, expressed, purified, and characterized. The enzyme preferentially catalyzed NADH-dependent hydrogenation of oxo fatty acids over NAD(+)-dependent dehydrogenation of hydroxy fatty acids. In the dehydrogenation reaction, fatty acids with an internal hydroxy group such as 10-hydroxy-cis-12-octadecenoic acid, 12-hydroxy-cis-9-octadecenoic acid, and 13-hydroxy-cis-9-octadecenoic acid served as better substrates than those with alpha- or beta-hydroxy groups such as 3-hydroxyoctadecanoic acid or 2-hydroxyeicosanoic acid. The apparent Km value for 10-hydroxy-cis-12-octadecenoic acid (HYA) was estimated to be 38 mu M with a k(cat) of 7.6 x 10(-3) s(-1). The apparent K-m value for 10-oxo-cis-12-octadecenoic acid (KetoA) was estimated to be 1.8 mu M with a k(cat) of 5.7 x 10(-1) s(-1). In the hydrogenation reaction of KetoA, both (R)- and (S)-HYA were generated, indicating that the enzyme has low stereoselectivity. This is the first report of a dehydrogenase with a preference for fatty acids with an internal hydroxy group. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2015.03.020
• 作为产物：
  描述：

  癸酸乙酯 在 potassium fluoride 、 lithium diisopropyl amide 作用下， 反应 70.5h， 生成 7-十六酮
  参考文献：
  名称：

  The chemistry of .alpha.-silyl carbonyl compounds. 11. Reaction of .alpha.-silyl esters with grignard reagents: a synthesis of .beta.-keto silanes and ketones. Preparation of the douglas fir tussock moth pheromone

  摘要：

  DOI：

  10.1021/jo00225a053

文献信息

• IONIZABLE CATIONIC LIPID FOR RNA DELIVERY
  申请人：Arcturus Therapeutics, Inc.

  公开号：US20180169268A1

  公开（公告）日：2018-06-21

  What is described is a compound of formula I consisting of a compound in which R 1 is a branched chain alkyl consisting of 10 to 31 carbons; R 2 is a linear alkyl, alkenyl, or alkynyl consisting of 2 to 20 carbons; L 1 and L 2 are the same or different, each a linear alkylene of 1 to 20 carbons or a linear alkenylene of 2 to 20 carbons; X 1 is S or O; R 3 is a linear or branched alkylene consisting of 1 to 6 carbons; and R 4 and R 5 are the same or different, each a hydrogen or a linear or branched alkyl consisting of 1 to 6 carbons; or a pharmaceutically acceptable salt thereof.

  描述的是一种化合物，其化学式为I，包括以下成分： R1为由10至31个碳组成的支链烷基化合物； R2为由2至20个碳组成的直链烷基、烯基或炔基； L1和L2相同或不同，每个为由1至20个碳组成的直链烷基或由2至20个碳组成的直链烯基； X1为S或O； R3为由1至6个碳组成的直链或支链烷基； R4和R5相同或不同，每个为氢或由1至6个碳组成的直链或支链烷基；或其药用可接受盐。
• Ruthenium Phosphine–Pyridone Catalyzed Cross-Coupling of Alcohols To form α-Alkylated Ketones
  作者：Apurba R. Sahoo、Gummidi Lalitha、V. Murugesh、Christian Bruneau、Gangavaram V. M. Sharma、Surisetti Suresh、Mathieu Achard

  DOI：10.1021/acs.joc.7b02042

  日期：2017.10.6

  An efficient and green route to access diverse functionalized ketones via dehydrogenative–dehydrative cross-coupling of primary and secondary alcohols is demonstrated. Selective and tunable formation of ketones or alcohols is catalyzed by a recently developed proton responsive ruthenium phosphine–pyridone complex. Light alcohols such as ethanol could be used as alkylating agents in this methodology

  通过伯醇和仲醇的脱氢-脱水交叉偶联，获得了一种有效且绿色的途径来获得各种功能化的酮。酮或醇的选择性和可调形成是由最近开发的质子响应性钌膦-吡啶酮配合物催化的。在这种方法中，轻质醇（如乙醇）可用作烷基化剂。此外，通过顺序加入不同的醇，可以实现异丙醇的选择性串联双烷基化。
• Development of a convoluted polymeric nanopalladium catalyst: α-alkylation of ketones and ring-opening alkylation of cyclic 1,3-diketones with primary alcohols
  作者：Yoichi M.A. Yamada、Yasuhiro Uozumi

  DOI：10.1016/j.tet.2007.05.071

  日期：2007.8

  A novel solid-phase catalyst of palladium nanoparticles, nano-Pd-V, was prepared from PdCl2 with main-chain viologen polymers via complexation and reduction. This insoluble nanocatalyst nano-Pd-V efficiently promoted α-alkylation of ketones with primary alcohols in the presence of Ba(OH)2·H2O under atmospheric conditions without organic solvents. The nano-Pd-V catalyst was reused without loss of catalytic

  通过PdCl 2与主链紫精聚合物的络合和还原反应，制备了一种新型的钯纳米颗粒固相催化剂：Nano-Pd-V 。在不存在有机溶剂的大气条件下，在Ba（OH）2 ·H 2 O的存在下，这种不溶的纳米催化剂纳米Pd-V有效地促进了伯醇与酮的α-烷基化。纳米Pd-V催化剂可以重复使用而不会损失催化活性。纳米Pd-V催化剂还催化了环1,3-二酮与伯醇的开环烷基化反应。
• Organoruthenium‐Supported Polyoxotungstate – Synthesis, Structure and Oxidation of <i>n</i> ‐Hexadecane with Air
  作者：Rui‐Qi Meng、Bin Wang、Hui‐Min Sui、Bao Li、Wei Song、Li‐Xin Wu、Bing Zhao、Li‐Hua Bi

  DOI：10.1002/ejic.201201037

  日期：2013.4

  sandwich-type structure, which is further connected by K cations to construct the 3D structures. Based on complex Ru-KNa, the compound Ru-Na was synthesized, and it consists of two Ru(C6H6)} units linked to a [W8O28(OH)2]10– fragment by three Ru–O(W) bonds to result in an assembly with idealized C2 symmetry in which the polyanions form 3D structures by the connection of Na chains. Subsequently, the compound Ru-Na

  钌配合物 KNa[Ru2(C6H6)2(CH3COO)6] (Ru-KNa) 及其多氧钨酸盐衍生物 Na6[Ru(C6H6)}2W8O28(OH)2]·16H2O (Ru-Na)成功地从常规合成反应中分离出来，并通过 X 射线单晶结构分析、红外光谱和元素分析进行​​表征。Ru-KNa 的一个显着方面是它有两种配体类型，苯和乙酸盐，乙酸盐配体仅通过一个中心 Na 阳离子连接形成二聚体夹心型结构，该结构通过 K 阳离子进一步连接以构建3D 结构。以络合物Ru-KNa为基础，合成了化合物Ru-Na，它由两个 Ru(C6H6)} 单元组成，通过三个 Ru-O(W) 键连接到 [W8O28(OH)2]10– 片段，从而形成具有理想化 C2 对称性的组件，其中聚阴离子形成 3D 结构通过 Na 链的连接。随后，将化合物 Ru-Na 锚定在（3-氨基丙基）三乙氧基硅烷（apts）改性的 SBA-15
• Cycloalkanones. 8. Hypocholesterolemic activity of long-chain ketones related to pentadecanone
  作者：Steven D. Wyrick、Iris H. Hall、Claude Piantadosi、Charles R. Fenske

  DOI：10.1021/jm00224a005

  日期：1976.2

  Aliphatic analogs of 2,8-dibenzylcyclooctanone which includes C15-C18 ketones have been investigated for hypocholesterolemic activity in rats. The position of the carbonyl group in the chain for maximum activity appears to be the 2 position. 2-Hexadecanone reduced serum cholesterol levels significantly without altering serum triglyceride levels. This drug was not estrogenic at effective doses which

  已经研究了包括C15-C18酮在内的2,8-二苄基环辛酮的脂族类似物在大鼠体内的降胆固醇活性。为了最大活性，羰基在链中的位置似乎是2位。2-十六烷酮可显着降低血清胆固醇水平，而不会改变血清甘油三酯水平。与具有这种活性的环辛酮相反，该药物在有效剂量下不是雌激素的。

表征谱图