13-羟基亚胺-1-氧杂环十六烷-2-酮 | 38538-07-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 中文名称: 13-羟基亚胺-1-氧杂环十六烷-2-酮
• 英文名称: 12-Oximino-pentadecanolide
• 英文别名: 12-Oximino-pentadecanolid；oxacyclohexadecane-2,13-dione 13-oxime；13-Hydroxyimino-oxacyclohexadecan-2-one
• CAS: 38538-07-7
• 化学式: C₁₅H₂₇NO₃
• 分子量: 269.384
• InChiKey: ALVVVGFCZNOOFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  58.9
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2932209090

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
  环氧十五烷-2,13-二酮	12-oxo-15-pentadecanolide	38223-29-9	C15H26O3	254.37

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  环十五内酯	pentadecanolide	106-02-5	C15H28O2	240.386
  环氧十五烷-2,13-二酮	12-oxo-15-pentadecanolide	38223-29-9	C15H26O3	254.37

反应信息

• 作为反应物：
  描述：

  13-羟基亚胺-1-氧杂环十六烷-2-酮 在 sodium cyanoborohydride 、 对甲苯磺酸 、 sodium hydrogensulfite 、 对甲苯磺酰肼 作用下， 以 乙醇 、 水 为溶剂， 反应 9.25h， 生成 环十五内酯
  参考文献：
  名称：

  Synthesis of Exaltolide (Pentadecanolide) and Thioexaltolide from Cyclododecanone

  摘要：

  DOI：

  10.1055/s-1980-28929
• 作为产物：
  描述：

  环氧十五烷-2,13-二酮 在 盐酸羟胺 作用下， 以93%的产率得到13-羟基亚胺-1-氧杂环十六烷-2-酮
  参考文献：
  名称：

  Synthesis and Herbicidal Activity of 12-(Aryloxyacyloxyimino)-1,15-pentadecanlactone Derivatives

  摘要：

  A series of novel 12-(aryloxyacyloxyimino)-1, 15-pentadecanlactone derivatives (3) were synthesized, and their structures including configuration of C=N bond were confirmed by H-1 NMR, elemental analysis and X-ray diffraction analysis. The bioassay showed that some of them exhibited excellent herbicidal activity against Amaranthus tricolor L. The activity of compounds 3 except compounds 3A1-2 was much higher than the commercial herbicide 2,4-D and the activity of about half of compounds 3 was comparable to the commercial herbicide tribenuron-methyl. The further bioassay showed that the representative of compounds 3, 3A1-12, exhibited excellent herbicidal activity not only against dicotyledon, such as Amaranthus tricolor L., Cucumis sativus L., Glycine max L., and Phaseolus radiatus L., but also against monocotyledon, such as Zea mays L. and Oryza sativa L.

  DOI：

  10.1021/jf802649w

文献信息

• Synthesis and Fungicidal Activity of Macrolactams and Macrolactones with an Oxime Ether Side Chain
  作者：Jia-Xing Huang、Yue-Mei Jia、Xiao-Mei Liang、Wei-Juan Zhu、Jian-Jun Zhang、Yan-Hong Dong、Hui-Zu Yuan、Shu-Hua Qi、Jin-Ping Wu、Fu-Heng Chen、Dao-Quan Wang

  DOI：10.1021/jf072733+

  日期：2007.12.1

  Three series of novel macrolactams and macrolactones - 12-alkoxyimino-tetradecanlactam, 12-alkoxyiminopentadecanlactam, and 12-alkoxyiminodecanlactone derivatives (7A, 7B, and 7C) - were synthesized from corresponding 12-oxomacrolactams and 12-oxomacrolactone. Their structures were confirmed by H-1 NMR and elemental analysis. The Z and E isomers of 7A and 7B were separated, and their configurations were determined by H-1 NMR. These compounds showed fair to excellent fungicidal activities against Rhizoctonia solani Kuhn. It is interesting that the Z and E isomers of most of the compounds have quite different fungicidal activities. The fact that the compounds have a gradual increase of fungicidal activity in the order of 7A, 7C, and 7B indicated that the macrocyclic derivatives with a hydrogen-bonding acceptor (=N-O-) and a hydrogen-bonding donor (-CONH-) on the ring, and a three methylenes distance (CH2CH2CH2) between these two functional groups, exhibited the best fungicidal activity. The bioassay also showed that 7B not only has good fungicidal activity but also may have a broad spectrum of fungicidal activities.
• Synthesis and Herbicidal Activity of 12-(Aryloxyacyloxyimino)-1,15-pentadecanlactone Derivatives
  作者：Xiang-Qing Meng、Jian-Jun Zhang、Xiao-Mei Liang、Wei-Juan Zhu、Yan-Hong Dong、Xue-Min Wu、Jia-Xing Huang、Chang-Hui Rui、Xian-Lin Fan、Fu-Heng Chen、Dao-Quan Wang

  DOI：10.1021/jf802649w

  日期：2009.1.28

  A series of novel 12-(aryloxyacyloxyimino)-1, 15-pentadecanlactone derivatives (3) were synthesized, and their structures including configuration of C=N bond were confirmed by H-1 NMR, elemental analysis and X-ray diffraction analysis. The bioassay showed that some of them exhibited excellent herbicidal activity against Amaranthus tricolor L. The activity of compounds 3 except compounds 3A1-2 was much higher than the commercial herbicide 2,4-D and the activity of about half of compounds 3 was comparable to the commercial herbicide tribenuron-methyl. The further bioassay showed that the representative of compounds 3, 3A1-12, exhibited excellent herbicidal activity not only against dicotyledon, such as Amaranthus tricolor L., Cucumis sativus L., Glycine max L., and Phaseolus radiatus L., but also against monocotyledon, such as Zea mays L. and Oryza sativa L.
• Synthesis of Exaltolide (Pentadecanolide) and Thioexaltolide from Cyclododecanone
  作者：Jaswant Rai Mahajan、Hugo Clemente De Araújo

  DOI：10.1055/s-1980-28929

  日期：——