(E)-12-pentadecenoic acid | 518333-40-9

• 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: (E)-12-pentadecenoic acid
• 英文别名: (E)-pentadec-12-enoic acid
• CAS: 518333-40-9
• 化学式: C₁₅H₂₈O₂
• 分子量: 240.386
• InChiKey: LXVRCGCOYHKPCJ-ONEGZZNKSA-N

物化性质

• 沸点：
  353.8±11.0 °C(Predicted)
• 密度：
  0.909±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  17
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-12-pentadecenoic acid 在 三氟化硼乙醚 、 diethylzinc 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 11-(trans-2-ethylcyclopropyl)undecanoic acid methyl ester
  参考文献：
  名称：

  Enzymatic Desaturation of Fatty Acids:  Δ¹¹ Desaturase Activity on Cyclopropane Acid Probes

  摘要：

  The formation of methylenecyclopropanes by enzymatic desaturation of 11-cyclopropylundecanoic acid (1) and its disubstituted derivatives cis- and trans-3-5 has been investigated using the Delta(11) desaturase of Spodoptera littoralis as model enzyme. Gas chromatography coupled to mass spectrometry analyses of methanolyzed lipidic extracts from tissues incubated with each probe revealed that all the cyclopropyl fatty acids were transformed into the corresponding 11-cyclopropylidene acids, except for compound trans-5 (5b), which was not desaturated at C11. The formation of methylenecyclopropane 9 as the only reaction product from 1 indicates that a potential radical intermediate is too short-lived to allow rearrangement reactions. Information on the Delta(11) desaturase substrate binding domain is provided considering the cyclopropyl probes 3-5 as conformationally restricted analogues of the straight-chain substrates.

  DOI：

  10.1021/jo0267100
• 作为产物：
  描述：

  11-溴-1-十一醇 在 盐酸 、 正丁基锂 、 jones reagent 、 氨 、 sodium 、 lithium 、 对甲苯磺酸 、 lithium bromide 作用下， 以 四氢呋喃 、 甲醇 、 水 、 二甲基亚砜 、 丙酮 为溶剂， 反应 37.08h， 生成 (E)-12-pentadecenoic acid
  参考文献：
  名称：

  Enzymatic Desaturation of Fatty Acids:  Δ¹¹ Desaturase Activity on Cyclopropane Acid Probes

  摘要：

  The formation of methylenecyclopropanes by enzymatic desaturation of 11-cyclopropylundecanoic acid (1) and its disubstituted derivatives cis- and trans-3-5 has been investigated using the Delta(11) desaturase of Spodoptera littoralis as model enzyme. Gas chromatography coupled to mass spectrometry analyses of methanolyzed lipidic extracts from tissues incubated with each probe revealed that all the cyclopropyl fatty acids were transformed into the corresponding 11-cyclopropylidene acids, except for compound trans-5 (5b), which was not desaturated at C11. The formation of methylenecyclopropane 9 as the only reaction product from 1 indicates that a potential radical intermediate is too short-lived to allow rearrangement reactions. Information on the Delta(11) desaturase substrate binding domain is provided considering the cyclopropyl probes 3-5 as conformationally restricted analogues of the straight-chain substrates.

  DOI：

  10.1021/jo0267100

文献信息

• POLYMERIZABLE GEMINI DICARBOXLATE SURFACTANTS AND LYOTROPIC LIQUID CRYSTALS AND MEMBRANES MADE THEREFROM
  申请人：Wisconsin Alumni Research Foundation

  公开号：US20130190417A1

  公开（公告）日：2013-07-25

  The disclosure provides anionic Gemini surfactants comprising at least two carbonyl moieties and at least two aliphatic moieties. In some aspects, at least two of the aliphatic moieties comprise at least seven carbon atoms and at least one pair of conjugated carbon-to-carbon double bonds. The anionic Gemini surfactants are polymerizable and may be used to prepare triply periodic multiply continuous lyotropic phase and polymers thereof that substantially retain triply periodic multiply continuous lyotropic phase structure.

  本公开提供了阴离子双胆碱表面活性剂，其包含至少两个羰基基团和至少两个脂肪基团。在某些方面，至少两个脂肪基团包含至少七个碳原子和至少一对共轭碳-碳双键。这些阴离子双胆碱表面活性剂是可聚合的，并可用于制备三重周期多连续液晶相及其聚合物，这些聚合物在很大程度上保留了三重周期多连续液晶相结构。
• Disproportionation of functional olefins
  申请人：PHILLIPS PETROLEUM COMPANY

  公开号：EP0099572A1

  公开（公告）日：1984-02-01

  A process for producing internally unsaturated esters from alpha, omega dienes by disproportionation. Also disclosed are functional olefin compositions useful in controlling insects.

  一种通过歧化反应从α、Ω 二烯生产内部不饱和酯的工艺。还公开了可用于控制昆虫的功能性烯烃组合物。
• Steroid derivatives
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0138504B1

  公开（公告）日：1988-07-20
• ECOLOGICAL EMULSIFIABLE WATER REPELLENT AGENT WITH HIGH SOLID CONTENT COMPATIBLE WITH THERMOSET RESINS
  申请人：Sion Nanotec Ltda

  公开号：US20170247549A1

  公开（公告）日：2017-08-31

  The current invention presents an ecological emulsifiable system (nanometric colloidal dispersion), with solid content higher than 90%, ecological, compatible with urea resins using linear and/or branched carbon saturated chains known for their water repellence, compatible with the bonding resins; adherence of plywood and agglomerate wood boards, formaldehyde known as urea resins, specifically urea acting as single binding, with water repellence property without changing the particle adherence provided to plywood or agglomerate wood boards, preserving the dimensional stability of plywood and/or. agglomerate wood board and not affecting the preserving metallic additives/salts by reducing the formaldehyde emission.
• US4659516A
  申请人：——

  公开号：US4659516A

  公开（公告）日：1987-04-21