Δ12-hexadecenol | 72698-34-1

• 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: Δ12-hexadecenol
• 英文别名: cis-12-Hexadecen-1-ol；12-hexadecenol, Z；(Z)-hexadec-12-en-1-ol
• CAS: 72698-34-1
• 化学式: C₁₆H₃₂O
• 分子量: 240.429
• InChiKey: QTZQYQLPKOVNSX-PLNGDYQASA-N

物化性质

• 沸点：
  309.0±10.0 °C(Predicted)
• 密度：
  0.847±0.06 g/cm3(Predicted)
• 保留指数：
  1879

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  17
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 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：

  Δ12-hexadecenol 在 jones reagent 、 三氟化硼乙醚 、 diethylzinc 作用下， 以 正己烷 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 22.0h， 生成 11-(cis-2-propylcyclopropyl)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 Pd(CaCO₃)/C 、 calcium carbonate 喹啉 、 正丁基锂 、 氢气 、 对甲苯磺酸 作用下， 以 甲醇 、 正己烷 、 二氯甲烷 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 5.17h， 生成 Δ12-hexadecenol
  参考文献：
  名称：

  来自蒺藜果实的哌啶生物碱

  摘要：

  摘要 已经从胡椒科（Piperaceae）的果实中分离出两种新的哌啶生物碱哌啶酮和哌啶酮，以及两种已知的哌啶生物碱胡椒碱和胡椒碱。新化合物的结构确定为 (2 E ,4 E ,14 Z )- N -(2,4,14-十八碳三烯酰基)哌啶和 (2 E ,4 E ,16 Z )- N -(2, 4,16-二十碳三烯酰基）哌啶，分别通过光谱和合成方法。

  DOI：

  10.1016/0031-9422(92)83736-i

文献信息

• Piperidine alkaloids from Piper retrofractum fruits
  作者：Ahn Jong-Woong、Ahn Mi-Ja、Zee Ok-Pyo、Kim Eun-Joo、Lee Sueg-Geun、Jin Kim Hyung、Isao Kubo

  DOI：10.1016/0031-9422(92)83736-i

  日期：1992.10

  Abstract Two new piperidine alkaloids, piperoctadecalidine and pipereicosalidine have been isolated from the fruits of Piper retrofractum (Piperaceae) along with two known piperidine alkaloids piperine and pipernonaline. The structures of the new compounds were determined to be (2 E ,4 E ,14 Z )- N -(2,4,14-octadecatrienoyl)piperidine and (2 E ,4 E ,16 Z )- N -(2,4,16-eicosatrienoyl)piperidine, respectively

  摘要 已经从胡椒科（Piperaceae）的果实中分离出两种新的哌啶生物碱哌啶酮和哌啶酮，以及两种已知的哌啶生物碱胡椒碱和胡椒碱。新化合物的结构确定为 (2 E ,4 E ,14 Z )- N -(2,4,14-十八碳三烯酰基)哌啶和 (2 E ,4 E ,16 Z )- N -(2, 4,16-二十碳三烯酰基）哌啶，分别通过光谱和合成方法。
• Cyclopropanated Macrocyclic Ketones and Lactones
  申请人：Narula Anubhav P.S.

  公开号：US20090087402A1

  公开（公告）日：2009-04-02

  The present invention is directed to novel cyclopropanated macrocyclic ketone and lactone compounds of the general formula: wherein X is an atom or a functional group selected from the group consisting of O, N, S, R—CH, and CH2; wherein R is a C1-C3 alkyl group; wherein Y and W independently represent is a linear or branched alkyl or alkenyl group, optionally substituted, consisting of less than 10 and preferably less than 7 carbon atoms; and wherein O is an oxygen atom, and the use of these novel compounds in creating fragrances and scents in items such as perfumes, colognes, and personal care products.

  本发明涉及新的环丙基化的大环酮和内酯化合物，其一般式如下：其中X为从O、N、S、R—CH和CH2组成的群体中选取的原子或官能团；其中R为C1-C3烷基；其中Y和W分别表示线性或支链烷基或烯基，可选地取代，由少于10个碳原子组成，优选少于7个碳原子；并且O为氧原子。这些新化合物在创造香水、古龙香水和个人护理产品等物品的香味和气味方面有用。
• CYCLOPROPANATED MACROCYCLIC KETONES AND LACTONES
  申请人：Narula Anubhav P.S.

  公开号：US20090081150A1

  公开（公告）日：2009-03-26

  The present invention is directed to novel cyclopropanated macrocyclic ketone and lactone compounds of the general formula: wherein X is an atom or a functional group selected from the group consisting of O, N, S, R—CH, and CH2; wherein R is a C1-C3 alkyl group; wherein Y and W independently represent is a linear or branched alkyl or alkenyl group, optionally substituted, consisting of less than 10 and preferably less than 7 carbon atoms; and wherein O is an oxygen atom, and the use of these novel compounds in creating fragrances and scents in items such as perfumes, colognes, and personal care products.
• US7943560B2
  申请人：——

  公开号：US7943560B2

  公开（公告）日：2011-05-17
• US7943559B2
  申请人：——

  公开号：US7943559B2

  公开（公告）日：2011-05-17