(Z)-5-(2-tetrahydropyranyloxy)-pent-2-en-1-ol | 51442-81-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: (Z)-5-(2-tetrahydropyranyloxy)-pent-2-en-1-ol
• 英文别名: (Z)-5-[(tetrahydro-2H-pyran-2-yl)oxy]-2-penten-1-ol；5-(tetrahydro-pyran-2-yloxy)-pent-2-en-1-ol；(Z)-5-(oxan-2-yloxy)pent-2-en-1-ol
• CAS: 51442-81-0
• 化学式: C₁₀H₁₈O₃
• 分子量: 186.251
• InChiKey: VMSHSTRJSCOQPT-IWQZZHSRSA-N

物化性质

• 沸点：
  307.7±42.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z)-5-(2-tetrahydropyranyloxy)-pent-2-en-1-ol 在 dilithium tetrachlorocuprate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 生成 (Z)-1-(2-tetrahydropyranyloxy)-dec-3-ene
  参考文献：
  名称：

  Sharma, Madan L.; Gupta, Rashmi; Verma, Sadhana, Collection of Czechoslovak Chemical Communications, 1991, vol. 56, # 8, p. 1744 - 1748

  摘要：

  DOI：
• 作为产物：
  描述：

  5-(tetrahydro-2H-pyran-2-yloxy)-2-pentyn-1-ol 在 Lindlar's catalyst poisoned with quinoline 氢气 作用下， 以 乙醇 、 正己烷 为溶剂， 以94%的产率得到(Z)-5-(2-tetrahydropyranyloxy)-pent-2-en-1-ol
  参考文献：
  名称：

  Sharma, Madan L.; Gupta, Rashmi; Verma, Sadhana, Collection of Czechoslovak Chemical Communications, 1991, vol. 56, # 8, p. 1744 - 1748

  摘要：

  DOI：

文献信息

• [EN] COMBINATION THERAPY WITH INHIBITORS OF INDUCIBLE NITRIC OXIDE SYNTHASE AND ALKYLATING AGENTS<br/>[FR] THERAPIE DE COMBINAISON AVEC DES INHIBITEURS DE LA SYNTHASE DU MONOXYDE D'AZOTE INDUCTIBLE ET DES AGENTS D'ALKYLATION
  申请人：PHARMACIA CORP

  公开号：WO2005025620A3

  公开（公告）日：2007-01-11
• [EN] METHODS FOR TREATMENT AND PREVENTION OF GASTROINTESTINAL CONDITIONS<br/>[FR] PROCEDES DESTINES AU TRAITEMENT ET A LA PREVENTION DE TROUBLES GASTRO-INTESTINAUX
  申请人：PHARMACIA CORP

  公开号：WO2004012726A3

  公开（公告）日：2004-06-03
• BENGTSSON, MARIE;LILJEFORS, TOMMY;HANSSON, BILL S., BIOORG. CHEM., 15,(1987) N 4, 409-422
  作者：BENGTSSON, MARIE、LILJEFORS, TOMMY、HANSSON, BILL S.

  DOI：——

  日期：——
• Sharma, Madan L.; Gupta, Rashmi; Verma, Sadhana, Collection of Czechoslovak Chemical Communications, 1991, vol. 56, # 8, p. 1744 - 1748
  作者：Sharma, Madan L.、Gupta, Rashmi、Verma, Sadhana

  DOI：——

  日期：——
• Syntheses of (<i>Z,E</i>)-5,7-Dodecadienol and (<i>E</i>,<i>Z</i>)-10,12-Hexadecadienol, Lepidoptera Pheromone Components, via Zinc Reduction of Enyne Precursors. Test of Pheromone Efficacy against the Siberian Moth
  作者：Ashot Khrimian、Jerome A. Klun、Yousef Hijji、Yuri N. Baranchikov、Vladimir M. Pet'ko、Victor C. Mastro、Matthew H. Kramer

  DOI：10.1021/jf020472s

  日期：2002.10.1

  Efficient syntheses of (ZE)-5,7-dodecadienol, a pheromone component of the Siberian moth, Dendrolimus superans sibiricus, and (E,Z)-10,12-hexadecadienol, a pheromone component of various Lepidoptera pheromones, were accomplished by cis reduction of the corresponding enynols with activated zinc. The most energetic reagent was zinc galvanized with copper and silver (Zn/Cu/Ag) that achieved rapid and high-yield reduction in methanol-water. The stereoselectivity of semihydrogenation was greater than or equal to98%. A process whereby zinc dust was continuously activated throughout the reduction with an acid was also satisfactory (95-98% cis). Field evaluation of the 1:1 mixture of (Z,E)-5,7-dodecadienol and (Z,E)-5,7-dodecadienal with the Siberian moth in Russia showed that the rubber septa pretreated with compound and stored at -80 degreesC were as effective as freshly treated septa. Moth responses to septa aged in open air indicated that lure effectiveness declined significantly after 2 weeks of aging. Thus, if rubber septa are used as pheromone dispensers in Siberian moth traps monitoring, they should be replaced biweekly with fresh septa for optimal trap effectiveness.