肉豆蔻酸苄酯 | 31161-71-4

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 肉豆蔻酸苄酯
• 中文别名: 十四酸苄酯
• 英文名称: benzyl Myristate
• 英文别名: tetradecanoic acid benzyl ester；phenylmethyl myristate；myristic acid benzyl ester；Myristinsaeure-benzylester；Benzylmyristat；benzyl tetradecanoate
• CAS: 31161-71-4
• 化学式: C₂₁H₃₄O₂
• 分子量: 318.5
• InChiKey: TUMGCEIAYMZKEM-UHFFFAOYSA-N

物化性质

• 熔点：
  20.5°C
• 沸点：
  417.64°C (rough estimate)
• 密度：
  0.9293
• LogP：
  8.305 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  23
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2915900090
• 储存条件：
  2-8°C

反应信息

• 作为反应物：
  描述：

  肉豆蔻酸苄酯 在 氨 作用下， 以 乙醚 为溶剂， 反应 0.5h， 生成 正十四烷基铵
  参考文献：
  名称：

  Design, synthesis, antibacterial, and QSAR studies of myristic acid derivatives

  摘要：

  A series of esters and amides of myristic acid was synthesized and tested in vitro for antibacterial activity against Gram-positive and Gram-negative bacteria. All the compounds showed activity comparable to that of the standard drug, ciprofloxacin. The structural characteristics governing antibacterial activity of myristic acid derivatives was Studied using QSAR methodology. The results showed that the antibacterial activity could be modeled using the topological descriptor, valence molecular connectivity index. The predictive ability of the models was cross-validated by construction of a test set. The low residual activity and high cross-validated r(2) values (r(cv)(2)) observed indicated the predictive ability of the developed QSAR models. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.02.056
• 作为产物：
  描述：

  肉豆蔻酸 、 苯甲醇 在 cerium(III) trislaurylsulfonate monohydrate 作用下， 以 neat (no solvent) 为溶剂， 反应 6.0h， 以88%的产率得到肉豆蔻酸苄酯
  参考文献：
  名称：

  Efficient, stable, and reusable Lewis acid–surfactant-combined catalyst: One-pot Biginelli and solvent-free esterification reactions

  摘要：

  DOI：

  10.1016/j.molcata.2014.04.031

文献信息

• Process for the preparation of carboxylic benzyl esters
  申请人：——

  公开号：US20030233008A1

  公开（公告）日：2003-12-18

  Carboxylic benzyl esters can be prepared by reacting benzyl chloride with carboxylic acids in the presence of one or more quaternary ammonium carboxylates as catalyst.

  羧基苄酯可以通过在一个或多个季铵羧酸盐存在的催化剂下，将苄基氯与羧酸反应制备而成。
• Purification and Characterization of OleA from Xanthomonas campestris and Demonstration of a Non-decarboxylative Claisen Condensation Reaction
  作者：Janice A. Frias、Jack E. Richman、Jasmine S. Erickson、Lawrence P. Wackett

  DOI：10.1074/jbc.m110.216127

  日期：2011.4

  showed similar decarboxylation kinetics in the absence of OleA. Third, 2-myristoylmyristic acid was shown to be reactive with purified OleC and OleD to generate the olefin 14-heptacosene, a product seen in previous in vivo studies. The decarboxylation product, 14-heptacosanone, did not react with OleC and OleD to produce any demonstrable product. Substantial hydrolysis of fatty acyl-CoA substrates to

  OleA在细菌长链烯烃生物合成的第一步中催化脂肪酰基的缩合，但缩合反应的机制存在争议。在本研究中，来自野油菜黄单胞菌的 OleA 在大肠杆菌中表达并纯化至均质。纯化的蛋白质对长度范围为 C(8) 至 C(16) 的脂肪酰辅酶 A 底物具有活性。限制肉豆蔻酰辅酶 A (C(14)) 时，每消耗 1 摩尔肉豆蔻酰辅酶 A，就会释放 1 摩尔游离辅酶 A。使用[(14)C]肉豆蔻酰辅酶A，其他产物被鉴定为肉豆蔻酸、2-肉豆蔻酰肉豆蔻酸和14-二十七烷酮。通过多种方式表明 2-肉豆蔻酰肉豆蔻酸是 OleA 的生理相关产物。首先，2-肉豆蔻酰肉豆蔻酸是短时间孵育中的主要缩合产物，但随着时间的推移，它随着14-二十七烷酮的增加而减少。其次，合成的 2-肉豆蔻酰肉豆蔻酸在不存在 OleA 的情况下表现出类似的脱羧动力学。第三，2-肉豆蔻酰肉豆蔻酸可与纯化的 OleC 和 OleD 反应生成烯烃 ​​14
• Compositions containing esters of aromatic alkoxylated alcohols and fatty carboxylic acids
  申请人：——

  公开号：US20030161792A1

  公开（公告）日：2003-08-28

  A personal care or cosmetic product composition that includes from about 0.1% to about 99% of at least one ester of alkoxylated aromatic alcohol and fatty carboxylic acid, and from about 0.1% to 60% of at least one functional ingredient is provided. The functional ingredients in the composition may include active ingredients and additional ingredients. Especially suitable active ingredients are sunscreen active ingredients and antiperspirant active ingredients. Preferred compositions are sunscreen product formulations and antiperspirant products. In one preferred embodiment, the composition further includes at least one cyclomethicone compound present in the amount of from about 1% to 99% by weight of the composition. A method of improving the protection of human or animal skin or hair from radiation and a method of improving the protection of human or animal skin or hair from perspiration are also provided.

  提供一种个人护理或化妆品组合物，包括约0.1%至约99%的至少一种烷氧基芳香醇和脂肪羧酸酯，以及约0.1%至60%的至少一种功能性成分。组合物中的功能性成分可能包括活性成分和额外成分。特别适用的活性成分包括防晒活性成分和止汗活性成分。首选的组合物是防晒产品配方和止汗产品。在一个首选实施例中，该组合物还包括至少一种环硅烷化合物，其占组合物重量的约1%至99%。还提供了一种改善人类或动物皮肤或毛发免受辐射的保护的方法，以及一种改善人类或动物皮肤或毛发免受汗水侵害的方法。
• Process for the preparation of benzyl carboxylates
  申请人：——

  公开号：US20030055279A1

  公开（公告）日：2003-03-20

  Benzyl carboxylates can be prepared by reacting dibenzyl ethers with carboxylic acids and optionally carboxylic anhydrides in the presence of one or more, preferably one, acids applied to a support as catalyst.

  苯甲酸苄酯可以通过将二苄基醚与羧酸以及可选的羧酸酐在一个或多个催化剂存在的情况下反应制备而成，催化剂最好是一种固体酸。
• Esters of aromatic alkoxylated alcohols and fatty carboxylic acids
  申请人：——

  公开号：US20030181744A1

  公开（公告）日：2003-09-25

  Esters of alkoxylated aromatic alcohol and fatty carboxylic acid are provided. The esters are especially suitable as additives for personal care and cosmetic products. The preferred esters having an aromatic nucleus, an alkoxy spacer, an ester carboxylic group, and a fatty alkyl group, in which the aromatic nucleus and the oxygen atom of the ester carboxylic group are connected to the alkoxy spacer, and the fatty alkyl group is attached to the carbon atom of the ester carboxylic group, are also provided. Certain of the esters of alkoxylated aromatic alcohol and fatty carboxylic acid having certain skin spread factor or viscosity are also provided.

  提供了烷氧基化芳香醇和脂肪羧酸的酯。这些酯特别适用于个人护理和化妆品产品的添加剂。优选酯具有芳香核、烷氧间隔、酯羧基和脂肪烷基，其中芳香核和酯羧基的氧原子连接到烷氧间隔，脂肪烷基附着在酯羧基的碳原子上。还提供了具有特定皮肤扩散因子或粘度的某些烷氧基化芳香醇和脂肪羧酸的酯。