5-壬基-1-醇 | 68274-96-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 5-壬基-1-醇
• 英文名称: 5-nonyl-1-ol
• 英文别名: 5-nonyn-1-ol；non-5-yn-1-ol；5-Nonin-1-ol
• CAS: 68274-96-4
• 化学式: C₉H₁₆O
• 分子量: 140.225
• InChiKey: UMDFLLQJQVVNHD-UHFFFAOYSA-N

物化性质

• 熔点：
  -16°C (estimate)
• 沸点：
  226.76°C (rough estimate)
• 密度：
  0.8565 (estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  5-己炔-1-醇	5-hexyl-1-ol	928-90-5	C6H10O	98.1448

反应信息

• 作为反应物：
  描述：

  5-壬基-1-醇 在 Lindlar's catalyst 喹啉 、 氢气 作用下， 以 正戊烷 为溶剂， 反应 1.0h， 以95%的产率得到(Z)-non-5-en-1-ol
  参考文献：
  名称：

  Rossi, Renzo; Carpita, Adriano; Gaudenzi, Loretta, Gazzetta Chimica Italiana, 1980, vol. 110, # 4, p. 237 - 246

  摘要：

  DOI：
• 作为产物：
  描述：

  THP-O-5-nonyl-1-ol 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 5-壬基-1-醇
  参考文献：
  名称：

  Rossi, Renzo; Carpita, Adriano; Gaudenzi, Loretta, Gazzetta Chimica Italiana, 1980, vol. 110, # 4, p. 237 - 246

  摘要：

  DOI：

文献信息

• Synth�se d'alcools ac�tyl�niques par alkylation d'hydroxy-?-alkynes-1
  作者：Jacques Flahaut、Philippe Miginiac

  DOI：10.1002/hlca.19780610635

  日期：1978.9.20

  Synthesis of acetylenic alcohols by alkylation of ω‐hydroxy‐1‐alkynesIn liquid ammonia and with lithium amide, the alkylation of an ω‐hydroxyl‐alkyne proceeds with good yield with primary or secondary alcohols and with fair yield with tertiary alcohols. It is a very convenient way to prepare many substituted acetylenic alcohols.
• ——
  作者：Gerhard Gries、John Clearwater、Regine Gries、Grigori Khaskin、Skip King、Paul Schaefer

  DOI：10.1023/a:1020833909739

  日期：——

  In 1996, the exotic white-spotted tussock moth (WSTM), Orgyia thyellina (Lepidoptera: Lymantriidae), was discovered in Auckland, New Zealand. Because establishment of WSTM would threaten New Zealand's orchard industry and international trade, eradication of WSTM with microbial insecticide was initiated To monitor and complement eradication of WSTM by capture of male moths in pheromone-baited traps, pheromone components of female WSTM needed to be identified. Coupled gas chromatographic-electroantennographic detection analysis of pheromone gland extract revealed several compounds that elicited responses from male moth antennae. Mass spectra of the two most EAD-active compounds suggested, and comparative GC-MS of authentic standards confirmed, that they were (Z)-6-heneicosen-11-one (Z6-11-one) and (Z)-6-heneicosen-9-one, the latter termed here "thyellinone." In field experiments in Japan, Z6-11-one plus thyellinone at a 100:5 ratio attracted WSTM males, whereas either ketone alone failed to attract a single male moth. Addition of further candidate pheromone components did not enhance attractiveness of the binary blend. Through the 1997-1998 summer, 45,000 commercial trap lures baited with 2000 mu g of Z6-11-one and 100 mu g of thyellinone were deployed in Auckland towards eradication of the residual WSTM population.
• Chemoselective Hydrogenation Reaction of Unsaturated Bonds in the Presence of an <i>o</i>-Nitrobenzenesulfonyl Group
  作者：Akinori Kawanishi、Chiyako Miyamoto、Yuki Yabe、Makoto Inai、Tomohiro Asakawa、Yoshitaka Hamashima、Hironao Sajiki、Toshiyuki Kan

  DOI：10.1021/ol4002448

  日期：2013.3.15

  Chemoselective hydrogenation of unsaturated compounds bearing an o-nitrobenzenesulfonyl (Ns)-amide moiety, affording the corresponding saturated compounds, was accomplished efficiently without loss of the nitro group by using the Pd/MS3A catalyst and a H-2 balloon. Partial hydrogenation of alkynes bearing an Ns group to corresponding cis alkenes was achieved with the combination of the Pd/BN catalyst and an additive (diethylenetriamine or acetic acid).
• Preparation of<i>E</i>-Alkenes Using Lithium and 1,3-Diaminopropane
  作者：Irena Ková[rbreve]ová、Ludvík Streinz

  DOI：10.1080/00397919308011125

  日期：1993.9

  A new selective reducing system, lithium in 1,3-diaminopropane, is described, which enables the preparation of E-olefins from acetylenes in high purity.
• Alkynes and poly(ethylene glycol) derivatives as nucleophiles and catalysts in substitution reactions of 1-chloroanthraquinones
  作者：Jun Ping Fang、Tianbao Lu、Hyunsook Kim、Isaura Delgado、Philippe Geoffroy、Jerry L. Atwood、George W. Gokel

  DOI：10.1021/jo00025a021

  日期：1991.12

  Two synthetically useful approaches to 1-substituted anthraquinone derivatives are reported. Application of these methods afforded the following 1-anthraquinyl ethers: n-propyl, n-butyl, n-octyl, n-nonyl, n-hexadecyl, isoamyl, allyl, 2-butenyl, (E)-2-hexenyl, (E)-2-tridecyl, benzyl, phenyl, 4-methylphenyl, 2-butynyl, 2-pentynyl, 2-hexynyl, 3-pentynyl, 3-hexynyl, 3-heptynyl, 3-nonynyl, 4-hexynyl, 4-heptynyl, 5-heptynyl, 5-octynyl, 5-nonynyl, 2-methoxyethyl, 2-(2-methoxyethoxy)ethyl, 2-[2-[2-(octadecyloxy)ethoxy]ethoxy]ethyl, 2-(methylthio)ethyl, 2-(1-piperidino)ethyl, and 2-(1-morpholino)ethyl. The results of about 100 nucleophilic substitution reactions (a number were duplicates) are presented. Most of these reactions involve either a new approach, new products, or both. Included are displacements of chloride by alkanols, alkenols, and alkynols. Of the three, only the latter afford acceptable yields of product, although lower yields are observed as the distance between hydroxyl and triple bond increases. Nucleophiles of the type RO(CH2CH2O)nOH proved remarkably effective. Alkynyl ethers and poly(oxyethylene) ethers also proved to be excellent leaving groups. Both alkynols and oligoethylene glycol monoethers were found to be catalysts for the conversion of 1-chloroanthraquinone into 1-anthraquinyl ethers. In an attempt to understand the mechanism of this reaction, solid-state structures of four anthraquinone derivatives have been obtained. These have poly(ethyleneoxy), morpholino, or alkynyl side arms.