3-formyl-6-hydroxy-2-cyclohexene-1-propanal | 130434-30-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-formyl-6-hydroxy-2-cyclohexene-1-propanal
• 英文别名: 4-hydroxy-3-(3-oxopropyl)cyclohexene-1-carbaldehyde
• CAS: 130434-30-9
• 化学式: C₁₀H₁₄O₃
• 分子量: 182.219
• InChiKey: YGILCUOICOSXLD-UHFFFAOYSA-N

物化性质

• 熔点：
  85 °C
• 沸点：
  110 °C(Press: 0.001 Torr)
• 密度：
  1.193±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  邻-(2,3,4,5,6-五氟苄基)羟胺盐酸盐 、 3-formyl-6-hydroxy-2-cyclohexene-1-propanal 以 水 为溶剂， 反应 4.0h， 生成 4-[(E)-(2,3,4,5,6-pentafluorophenyl)methoxyiminomethyl]-2-[(3Z)-3-[(2,3,4,5,6-pentafluorophenyl)methoxyimino]propyl]cyclohex-3-en-1-ol 、 4-[(E)-(2,3,4,5,6-pentafluorophenyl)methoxyiminomethyl]-2-[(3E)-3-[(2,3,4,5,6-pentafluorophenyl)methoxyimino]propyl]cyclohex-3-en-1-ol
  参考文献：
  名称：

  Structure of a new oligomer of glutaraldehyde produced by aldol condensation reaction

  摘要：

  Glutaraldehyde (GA) was found to yield a new dimer when treated in an aqueous alkaline solution. This dimer was identified as a substance that had previously been known to be responsible for the high activity of certain immobilized enzymes prepared by using alkali-treated GA solution as a coupling agent. The dimer was isolated, and its structure was investigated by the various spectrometries. UV and IR spectra suggested the existence of an alpha,beta-unsaturated formyl group and a hydroxyl group in its molecule, and GC-MS analysis indicated the molecular formula C10H14O3 (MW 182). The existence of two formyl groups was confirmed by GC-MS of the dimer derived to O-(pentafluorobenzyl) oxime (O-PFB oxime) and further to its TMS derivative, respectively. The structure of the O-PFB derivative was determined by two-dimensional NMR H-1-H-1 and H-1-C-13 spin-coupling networks in homonuclear shift correlation spectra and in proton detected heteronuclear multiple-bond connectivity spectra. Taking these results into account, we proposed the structure of the GA dimer.

  DOI：

  10.1021/jo00002a038
• 作为产物：
  描述：

  戊二醛 在 sodium carbonate 作用下， 以 水 为溶剂， 反应 1.0h， 生成 3-formyl-6-hydroxy-2-cyclohexene-1-propanal
  参考文献：
  名称：

  Structure of a new oligomer of glutaraldehyde produced by aldol condensation reaction

  摘要：

  Glutaraldehyde (GA) was found to yield a new dimer when treated in an aqueous alkaline solution. This dimer was identified as a substance that had previously been known to be responsible for the high activity of certain immobilized enzymes prepared by using alkali-treated GA solution as a coupling agent. The dimer was isolated, and its structure was investigated by the various spectrometries. UV and IR spectra suggested the existence of an alpha,beta-unsaturated formyl group and a hydroxyl group in its molecule, and GC-MS analysis indicated the molecular formula C10H14O3 (MW 182). The existence of two formyl groups was confirmed by GC-MS of the dimer derived to O-(pentafluorobenzyl) oxime (O-PFB oxime) and further to its TMS derivative, respectively. The structure of the O-PFB derivative was determined by two-dimensional NMR H-1-H-1 and H-1-C-13 spin-coupling networks in homonuclear shift correlation spectra and in proton detected heteronuclear multiple-bond connectivity spectra. Taking these results into account, we proposed the structure of the GA dimer.

  DOI：

  10.1021/jo00002a038

文献信息

• TASHIMA, TOSHIO;IMAI, MASAHIRO;KURODA, YOSHIHIRO;YAGI, SHIGEMASA;NAKAGAWA+, J. ORG. CHEM. , 56,(1991) N, C. 694-697
  作者：TASHIMA, TOSHIO、IMAI, MASAHIRO、KURODA, YOSHIHIRO、YAGI, SHIGEMASA、NAKAGAWA+

  DOI：——

  日期：——
• Structure of a new oligomer of glutaraldehyde produced by aldol condensation reaction
  作者：Toshio Tashima、Masahiro Imai、Yoshihiro Kuroda、Shigemasa Yagi、Terumichi Nakagawa

  DOI：10.1021/jo00002a038

  日期：1991.1

  Glutaraldehyde (GA) was found to yield a new dimer when treated in an aqueous alkaline solution. This dimer was identified as a substance that had previously been known to be responsible for the high activity of certain immobilized enzymes prepared by using alkali-treated GA solution as a coupling agent. The dimer was isolated, and its structure was investigated by the various spectrometries. UV and IR spectra suggested the existence of an alpha,beta-unsaturated formyl group and a hydroxyl group in its molecule, and GC-MS analysis indicated the molecular formula C10H14O3 (MW 182). The existence of two formyl groups was confirmed by GC-MS of the dimer derived to O-(pentafluorobenzyl) oxime (O-PFB oxime) and further to its TMS derivative, respectively. The structure of the O-PFB derivative was determined by two-dimensional NMR H-1-H-1 and H-1-C-13 spin-coupling networks in homonuclear shift correlation spectra and in proton detected heteronuclear multiple-bond connectivity spectra. Taking these results into account, we proposed the structure of the GA dimer.