(S)-2-hexadecanol | 99210-89-6

• 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: (S)-2-hexadecanol
• 英文别名: 2-hexadecanol；(2S)-hexadecan-2-ol
• CAS: 99210-89-6
• 化学式: C₁₆H₃₄O
• 分子量: 242.445
• InChiKey: FVDRFBGMOWJEOR-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  17
• 可旋转键数：
  13
• 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

• 作为产物：
  描述：

  2-十六醇 在 4-二甲氨基吡啶 、 氢氧化钾 、 camphor-10-sulfonic acid 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 (S)-2-hexadecanol
  参考文献：
  名称：

  Diastereomer Method for Determining ee by ¹H NMR and/or MS Spectrometry with Complete Removal of the Kinetic Resolution Effect

  摘要：

  [GRAPHICS]Using chiral auxiliaries, 2-methoxy-2-(1-naphthyl)proplonic acid (MalphaNP acid) (S)-(+)-1 and its deuterium-labeled enantiomer (R)-(-)-1-d(n)(n = 3 or 6), we have developed a new diastereomer method for determining enantiomeric excess (% ee) of chiral alcohols by H-1 NMR and/or MS spectrometry, where the kinetic resolution effect is completely excluded. The data of % ee determined by this method agree well with those calculated by weight, the average error being ca. +/-1.08% ee.

  DOI：

  10.1021/ol026217a

文献信息

• Chlorinated Acetylenes from the San Diego Sponge <i>Haliclona </i><i>l</i><i>unisimilis</i>
  作者：Roman P. de Jesus、D. John Faulkner

  DOI：10.1021/np020542p

  日期：2003.5.1

  The sponge Haliclona lunisimilis from Point Loma, California, contained six known chlorinated acetylenes, previously isolated from the dorid nudibranch Diaulula sandiegensis, and three new metabolites, (1Z,3Z)-1-chlorohexadeca-1,3-diene-5,7-diyne-14-ol, (1Z,3E,9Z)-15-acetoxy-1-chlorohexadeca-5,7-diyne-1,3,9-triene, and (1Z,3E)-14-acetoxy-1-chlorohexadeca-1,3-diene-5,7-diyne. The structures of the new

  来自加利福尼亚州洛马市的海绵Haliclona lunisimilis包含六种已知的氯化乙炔，这些乙炔先前是从多头裸杜鹃Diaulula sandiegensis中分离出来的，还有三种新的代谢物，（1Z，3Z）-1-chlorohexadeca-1,3-diene-5,7-二炔14-醇，（1Z，3E，9Z）-15-乙酰氧基-1-氯十六烷-5,7-二炔-1,3,9-三烯和（1Z，3E）-14-乙酰氧基-1-氯十六烷-1，3-二烯-5，7-二炔。通过解释光谱数据阐明了新化合物的结构。讨论了海绵代谢产物和裸枝代谢产物之间的关系。
• Resolution of racemic mixtures via lipase catalysis in organic solvents
  作者：Gerald Kirchner、Mark P. Scollar、Alexander M. Klibanov

  DOI：10.1021/ja00310a052

  日期：1985.11
• KIRCHNER G.;SCOLLAR M. P.;KLIBANOV A. M., J. AMER. CHEM. SOC., 1985, 107, N 24, 7072-7076
  作者：KIRCHNER G.、SCOLLAR M. P.、KLIBANOV A. M.

  DOI：——

  日期：——
• Diastereomer Method for Determining ee by ¹H NMR and/or MS Spectrometry with Complete Removal of the Kinetic Resolution Effect
  作者：Hiromi Taji、Masataka Watanabe、Nobuyuki Harada、Hideo Naoki、Yoshihisa Ueda

  DOI：10.1021/ol026217a

  日期：2002.8.1

  [GRAPHICS]Using chiral auxiliaries, 2-methoxy-2-(1-naphthyl)proplonic acid (MalphaNP acid) (S)-(+)-1 and its deuterium-labeled enantiomer (R)-(-)-1-d(n)(n = 3 or 6), we have developed a new diastereomer method for determining enantiomeric excess (% ee) of chiral alcohols by H-1 NMR and/or MS spectrometry, where the kinetic resolution effect is completely excluded. The data of % ee determined by this method agree well with those calculated by weight, the average error being ca. +/-1.08% ee.