n-Octadecanol-(3) | 116724-03-9

• 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: n-Octadecanol-(3)
• 英文别名: Octadecanol-(3)；octadecan-3-ol；3-octadecanol
• CAS: 116724-03-9
• 化学式: C₁₈H₃₈O
• 分子量: 270.499
• InChiKey: WDUMAPVMFPPSOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  19
• 可旋转键数：
  15
• 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：

  n-Octadecanol-(3) 在 Burkholderica cepacia amano lipase 作用下， 以 丙酮 为溶剂， 反应 0.5h， 生成 (R)-3-octadecanol
  参考文献：
  名称：

  Synthesis of new (R)-secondary carbinols with different structures via enzymatic resolution

  摘要：

  The present study deals with the biocatalytic enantioselective synthesis of 19 new chiral alcohols with alkyl (C-11-C-19) and phenyl, substituted phenyl, heteroaromatic, and naphthyl groups 4a-4z with an (R)-configuration and high enantiomeric excess (similar to 100%). The corresponding ketones 1a-1z were synthesized and then reduced with NaBH4 to their racemic alcohols 2a-2z, which were converted into their racemic acetyl derivatives 3a-3z. Enzymes of four different types were used for the enantioselective hydrolysis of these acetyl compounds 3a-3z. The optimal reaction conditions for these four enzymes were established by investigating the enantiomeric excesses by chiral HPLC. Amano lipase from Burkholderica cepacia (Pseudomonas cepacia) AL-PS was determined as the best enzyme in this work This study presents an environmentally friendly and green chemistry method for the synthesis of these new (R)-chiral carbinols 4a-4z. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.07.017
• 作为产物：
  描述：

  3-辛癸酮 在 戊醇 、 sodium 作用下， 生成 n-Octadecanol-(3)
  参考文献：
  名称：

  Dominant role of an endothelium-derived hyperpolarizing factor (EDHF)-like vasodilator in the ciliary vascular bed of the bovine isolated perfused eye

  摘要：

  以下是中文翻译： 评估了来自内皮的NO、前列环素和内皮源性超极化因子（EDHF）在介导乙酰胆碱和缓激肽引发的血管舒张反应中的作用，实验对象为牛孤立灌注眼的睫状血管床。 乙酰胆碱或缓激肽引起的血管舒张不受NO合成酶抑制剂（L-NAME，100 μM）或环氧化酶抑制剂（flurbiprofen，30 μM）的影响，但在给予高浓度KCl（30 mM）或使用洗涤剂CHAPS（0.3%，2 min）破坏内皮后，血管舒张几乎完全消失。 乙酰胆碱诱导的血管舒张不受ATP敏感型K+通道抑制剂（glibenclamide，10 μM）的影响，但在给予非选择性K+通道抑制剂（TEA，10 mM）后显著减弱。 小导电钙敏感型K+通道（SK+Ca）抑制剂（apamin，100 nM）和大导电钙敏感型K+通道（BK+Ca）抑制剂（iberiotoxin，50 nM）对乙酰胆碱诱导的血管舒张无显著影响。相比之下，中/大导电钙敏感型K+通道抑制剂（charybdotoxin，50 nM）强烈阻断了这些血管舒张反应，并揭示了血管收缩反应。 apamin（100 nM）与sub-threshold浓度的charybdotoxin（10 nM）组合显著减弱乙酰胆碱诱导的血管舒张，而apamin（100 nM）与iberiotoxin（50 nM）组合无影响。 综上所述，高浓度KCl、charybdotoxin或apamin与sub-threshold浓度charybdotoxin的组合对血管舒张的强烈阻断，强烈表明牛孤立灌注眼中的血管舒张是由EDHF介导的。 British Journal of Pharmacology (2001) 134, 912–920; doi:10.1038/sj.bjp.0704332

  DOI：

  10.1038/sj.bjp.0704332

文献信息

• Aqueous antioxidant emulsions
  申请人：Ciba-Geigy Corporation

  公开号：US05196142A1

  公开（公告）日：1993-03-23

  Storage-stable, non-sedimenting emulsions comprising a) 10 to 80% by weight, based on the emulsion, of one or more anti-oxidants, b) 0.25 to 10% by weight, based on the emulsion, of a surfactant in the form of a fatty acid salt of formula R-COOY, wherein R is straight chain or branched C.sub.3 -C.sub.18 alkyl or straight chain or branched C.sub.3 -C.sub.18 -alkenyl, or is phenyl(C.sub.3 -C.sub.18)alkyl, and Y is an alkali metal, which salt is prepared in situ from the fatty acid, c) 0.25 to 10% by weight, based on the emulsion, of a co-surfactant in the form of an alcohol of the general formula R'--OH, wherein R' is straight chain or branched C.sub.4 -C.sub.19 alkyl or straight chain or branched C.sub.4 -C.sub.19 alkenyl, or is phenyl(C.sub.4 -C.sub.19)alkyl, and d) water to make up 100%. The emulsions are used for stabilizing emulsion-polymerized polymers and copolymers such as ABS.

  存储稳定，不沉淀的乳液包括：a)占乳液重量的10-80％的一个或多个抗氧化剂；b)占乳液重量的0.25-10％的表面活性剂，其为公式R-COOY的脂肪酸盐的形式，其中R为直链或支链C.sub.3-C.sub.18烷基或直链或支链C.sub.3-C.sub.18烯基，或是苯基（C.sub.3-C.sub.18）烷基，而Y是碱金属，该盐是从脂肪酸原位制备的；c)占乳液重量的0.25-10％的共表面活性剂，其为一般公式R'-OH的醇的形式，其中R'为直链或支链C.sub.4-C.sub.19烷基或直链或支链C.sub.4-C.sub.19烯基，或是苯基（C.sub.4-C.sub.19）烷基；d)水，组成100％。该乳液用于稳定乳液聚合的聚合物和共聚物，例如ABS。
• Aqueous antioxident emulsions
  申请人：Ciba-Geigy Corporation

  公开号：US05059347A1

  公开（公告）日：1991-10-22

  Storage-stable, non-sedimenting emulsions comprising a) 10 to 80% by weight, based on the emulsion, of one or more antioxidants, b) 0.25 to 10% by weight, based on the emulsion, of a surfactant in the form of a fatty acid salt of formula R-COOY, wherein R is straight chain or branched C.sub.3 -C.sub.18 alkyl or straight chain or branched C.sub.3 -C.sub.18 -alkenyl, or is phenyl(C.sub.3 -C.sub.18)alkyl, and Y is an alkali metal, which salt is prepared in situ from the fatty acid, c) 0.25 to 10% by weight, based on the emulsion, of a co-surfactant in the form of an alcohol of the general formula R'--OH, wherein R' is straight chain or branched C.sub.4 -C.sub.19 alkyl or straight chain or branched C.sub.4 -C.sub.19 alkenyl, or is phenyl(C.sub.4 -C.sub.19)alkyl, and d) water to make up 100%. The emulsion are used for stabilizing emulsion-polymerized polymers and copolymers such as ABS.

  含有以下成分的储存稳定、不沉淀乳液：a) 单一或多种抗氧化剂，占乳液重量的10%至80%；b) 表面活性剂，占乳液重量的0.25%至10%，为式R-COOY的脂肪酸盐，其中R为直链或支链C.sub.3-C.sub.18烷基或直链或支链C.sub.3-C.sub.18烯基，或为苯基（C.sub.3-C.sub.18）烷基，Y为碱金属，该盐由脂肪酸原位制备；c) 合成辅助剂，占乳液重量的0.25%至10%，为一般式R'-OH的醇，其中R'为直链或支链C.sub.4-C.sub.19烷基或直链或支链C.sub.4-C.sub.19烯基，或为苯基（C.sub.4-C.sub.19）烷基；d) 水，占总重量为100%。该乳液用于稳定乳液聚合的聚合物和共聚物，如ABS。
• Barium oxide catalyzed ethoxylation
  申请人：Conoco Inc.

  公开号：EP0006105A1

  公开（公告）日：1980-01-09

  Barium oxide is used as an ethoxylation catalyst for the reaction of ethylene oxide and alkanols of all classes. The reaction is carried out at temperatures of from about 200 to about 500° F to yield the ethoxylated product. The product abtained has a very narrow, high adduct distribution with low levels of by-products and unreacted free alcohols. Calcium and magnesium oxides show no catalytic effect.

  氧化钡可用作环氧乙烷和各类烷醇反应的乙氧基化催化剂。反应在华氏 200 度到 500 度之间进行，生成乙氧基化产物。得到的产品具有很窄的高加成分布，副产物和未反应的游离醇含量很低。钙和镁氧化物没有催化作用。
• Polymere Polyamin-1,3,5-triazine mit mindestens einem Polyalkylpiperidinrest, ihre Herstellung, ihre Verwendung zum Stabilisieren von organischem Material und das damit stabilisierte Material
  申请人：CIBA-GEIGY AG

  公开号：EP0013665A1

  公开（公告）日：1980-07-23

  Neue oligo- bzw. polymere Polyamin-1,3,5-triazine enthaltend mindestens einen Polyalkylpiperidinrest, wie beispielsweise denjenigen der Formel ihre Herstellung, ihre Verwendung zum Stabilisieren von hochmolekularem organischem Material und das mit diesen Verbindungen gegen oxidativen und lichtinduzierten Abbau stabilisierte organische Material..

  含有至少一个聚烷基哌啶残基的新型寡聚或聚合多胺-1,3,5-三嗪，如式中的那些化合物 它们的制备方法、它们在稳定高分子有机材料方面的用途以及用这些化合物稳定的有机材料在氧化和光诱导降解方面的用途。
• Ethoxylation with strontium bases
  申请人：Conoco Inc.

  公开号：EP0020867A1

  公开（公告）日：1981-01-07

  Basic compounds of strontium catalyzed the ethoxylation of alcohols in the presence of phenol or alkylphenol co-catalyst. Strontium-produced ethoxylates have sharper ethylene oxide distributions, lower free alcohol, lower pour points, and better detergency than the ethoxylates obtained from alkali base catalysis.

  在苯酚或烷基酚助催化剂存在的情况下，锶的碱性化合物可催化醇的乙氧基化反应。与碱催化产生的乙氧基化物相比，锶催化产生的乙氧基化物具有更清晰的环氧乙烷分布、更低的游离醇含量、更低的倾点和更好的去污力。