9-oxohexadecanoic acid | 54527-30-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 9-oxohexadecanoic acid
• CAS: 54527-30-9
• 化学式: C₁₆H₃₀O₃
• 分子量: 270.412
• InChiKey: KHCDPAZLBSPVSE-UHFFFAOYSA-N

物化性质

• 熔点：
  73.5-74.5 °C
• 沸点：
  418.0±28.0 °C(Predicted)
• 密度：
  0.950±0.06 g/cm3(Predicted)
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  19
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 9-oxohexadecanoic acid 反应 3.0h， 以1.2 mg的产率得到methyl 9-oxo-hexadecanoate
  参考文献：
  名称：

  Ohmoto, Taichi; Saito, Megumi; Yamaguchi, Kyoko, Chemical and pharmaceutical bulletin, 1987, vol. 35, # 6, p. 2443 - 2447

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-9-氧代十六碳-10-烯酸 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以0.3 mg的产率得到9-oxohexadecanoic acid
  参考文献：
  名称：

  Anti-inflammatory Constituents of the Red Alga Gracilaria verrucosa and Their Synthetic Analogues

  摘要：

  A chemical study on the anti-inflammatory components of the red alga Gracilaria verrucosa led to the isolation of new 11 -deoxyprostaglandins (1-4), a ceramide (5), and a C-16 keto fatty acid (6), along with known oxygenated fatty acids (7-14). Their structures were elucidated on the basis of NMR and MS data. The absolute configurations of compounds 1-5 were determined by Mosher's method. The anti-inflammatory activity of the isolated compounds (1-14) was evaluated by determining their inhibitory effects on the production of pro-inflammatory mediators (NO, IL-6, and TNF-alpha) in lipopolysaccharide (LPS)-activated RAW 264.7 murine macrophage cells. Compounds 9 and 10 exhibited the most potent activity. In the evaluation of these two compounds and derivatized analogues (15-40), the anti-inflammatory activity was enhanced in some synthetic analogues. These enone fatty acids were investigated as potential anti-inflammatory leads for the first time.

  DOI：

  10.1021/np070452q

文献信息

• [EN] KETAL ESTERS OF ANHYDROPENTITOLS AND USES THEREOF<br/>[FR] CÉTO-ESTERS D'ANHYDROPENTITOLS ET LEURS UTILISATIONS
  申请人：XLTERRA INC

  公开号：WO2010138842A1

  公开（公告）日：2010-12-02

  The present disclosure relates to the preparation of ketal compounds from anhydropentitols and oxocarboxylates; derivatives, homopolymers, and copolymers thereof; and various compositions, formulations, and articles derived therefrom.

  本公开涉及从无水戊糖醇和羰基羧酸酯制备缩酮化合物；以及它们的衍生物、同聚物和共聚物；以及由此衍生的各种组合物、配方和制品。
• [EN] METHOD OF MAKING KETALS AND ACETALS<br/>[FR] PROCÉDÉ DE FABRICATION DE CÉTALS ET D'ACÉTALS
  申请人：SEGETIS INC

  公开号：WO2009048874A1

  公开（公告）日：2009-04-16

  The reaction of alcohols with oxocarboxylates to form acetals or ketals is catalyzed by unexpectedly low levels of protic acids. By employing low acid catalyst levels compared to amounts conventionally used, rapid formation of acetal or ketal is facilitated while the formation of oxocarboxylate esters is minimized. Further employing a significant molar excess of oxocarboxylate in conjunction with low acid catalyst level gives rise to the rapid and clean formation of acetals and ketals from oxocarboxylates and alcohols.

  醇与羰基羧酸酯反应形成缩醛或缩酮，其催化剂是意外地低水平的质子酸。通过使用比传统用量低的酸催化剂水平，促进了缩醛或缩酮的快速形成，同时最小化了羰基羧酸酯的形成。进一步采用大量的羰基羧酸酯与低水平酸催化剂结合，可以使羰基羧酸酯和醇快速而干净地形成缩醛和缩酮。
• METHODS FOR THE MANUFACTURE OF ACETALS AND KETALS, AND THE ACETALS AND KETALS PRODUCED THEREBY
  申请人：Mullen Brian D.

  公开号：US20120035376A1

  公开（公告）日：2012-02-09

  A method for producing a product that comprises glycerol ketal of ethyl levulinate or propylene glycol ketal of ethyl levulinate comprises reacting either glycerol or propylene glycol with ethyl levulinate in the presence of a homogenous or heterogeneous catalyst system in a reactor system. The ethyl levulinate and either glycerol or propylene glycol are heated to remove water, polyol, and excess ethyl levulinate. The excess ethyl levulinate and polyol is recycled back to the reactor. The product is distilled in a specific fashion and optionally treated by means of a stabilizing agent or acid species removal bed, to obtain a composition comprising glycerol ketal of ethyl levulinate or propylene glycol ketal of ethyl levulinate wherein the composition comprises less than or equal to about 2 wt % contaminants.

  生产含有乙酰丙内酯的甘油酮或乙酰丙内酯的丙二醇酮的产品的方法包括在反应器系统中，在均相或异相催化剂系统的存在下，将甘油或丙二醇与乙酰丙内酯反应。乙酰丙内酯和甘油或丙二醇被加热以去除水、多元醇和过量的乙酰丙内酯。多余的乙酰丙内酯和多元醇被循环回反应器。产品以特定方式蒸馏，并可选择性地通过稳定剂或酸类物质去除床进行处理，以获得含有甘油酮乙酰丙内酯或丙二醇酮乙酰丙内酯的组合物，其中该组合物含有不超过约2重量%的杂质。
• SOLVENT, SOLUTION, CLEANING COMPOSITION AND METHODS
  申请人：Rieth Lee R.

  公开号：US20120128614A1

  公开（公告）日：2012-05-24

  A cleaning composition can comprise aqueous, nonaqueous liquid, or solid formulations The formulations can contain a surfactant and a solvent The solvent has been shown to have utility in promoting removal, solubilizing or cleaning undesirable soil residues from a number of substrates The solvent materials can be used as a component of an aqueous solution, can be combined in a solid or powdered formulation as an encapsulated solvent or can be combined in a solid or powdered formulation as a solvent absorbed on a solid earner The aqueous formulations can be made in the form of a concentrate The cleaner can be combined with water to form an active cleaning solution that can be applied in a variety of cleaning processes The cleaner can contain additional ingredients including surfactants, builders, sequestrates, bleaches, biocides, to be found in cleaners of general and specific applications Personal care cleaning products are also described.

  清洁剂可以包括水性、非水性液体或固体配方。这些配方可以包含表面活性剂和溶剂。已经证明，溶剂在促进从多种基质中去除、溶解或清洁不良土壤残留物方面具有实用性。溶剂材料可以作为水溶液的组分使用，可以作为封装溶剂的固体或粉末配方结合使用，也可以作为吸附在固体载体上的溶剂的固体或粉末配方结合使用。水性配方可以制成浓缩液的形式。清洁剂可以与水混合形成活性清洁溶液，可应用于各种清洁过程。清洁剂可以包含其他成分，包括表面活性剂、建筑材料、螯合剂、漂白剂、生物杀灭剂，以满足一般和特定应用领域的清洁剂的需求。还描述了个人护理清洁产品。
• Polyketal Compounds, Synthesis, and Applications
  申请人：Selifonov Sergey

  公开号：US20110021658A1

  公开（公告）日：2011-01-27

  The invention relates to polyketal compounds. The compounds are synthesized by the selective ketalization of oxocarboxylic acids, e.g. keto acids and semialdehydes, and esters thereof with tetrols and higher polyols that products two or more cyclic ketal ester moieties per molecule, wherein the cyclic ketal moieties are situated in a bis-, tris-, or polyketal conformation. The invention further relates to applications of these compounds and subsequent reactions thereof.

  该发明涉及聚酯化合物。该化合物是通过选择性酮缩氧羧酸，例如酮酸和半醛，以及它们与四元醇和更高级聚醇的酯的缩酮化合成的，每个分子产生两个或更多的环状缩酮酯基团，其中环状缩酮基团位于双酯，三酯或聚酯构象中。该发明还涉及这些化合物及其后续反应的应用。