8-d-2-naphthol | 326491-35-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 8-d-2-naphthol
• CAS: 326491-35-4
• 化学式: C₁₀H₈O
• 分子量: 145.165
• InChiKey: JWAZRIHNYRIHIV-QYKNYGDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.55
• 重原子数：
  11.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  8-d-2-naphthol 在 氢氧化钾 、 三氯化铝 作用下， 以 吡啶 为溶剂， 生成
  参考文献：
  名称：

  Mass spectral studies of naphthoflavones

  摘要：

  AbstractThe electron impact induced fragmentations of the five possible naphthoflavones have been studied with the aid of low‐ and high‐resolution measurements, metastable decompositions and isotope labelling using either deuterium or carbon‐13 atoms. All compounds show both the direct expulsion of a CO residue from the carbonyl group and the retro Diels–Alder cleavage. The abundant [M–H]+ ion has been formulated as the substituted β‐tropolone species, which, in the case of β‐naphthoflavone, is in competition with a pentacyclic species arising from the elimination of H‐5 as evidenced in the spectrum of 5‐d‐β‐naphthoflavone. Other previously unsuspected ions are also in evidence.

  DOI：

  10.1002/oms.1210220802
• 作为产物：
  描述：

  7-methoxy-1-d-1,2,3,4-tetrahydro-1-naphthol 在 三溴化硼 、 对甲苯磺酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 氯仿 、 苯 为溶剂， 生成 8-d-2-naphthol
  参考文献：
  名称：

  Mass spectral studies of naphthoflavones

  摘要：

  AbstractThe electron impact induced fragmentations of the five possible naphthoflavones have been studied with the aid of low‐ and high‐resolution measurements, metastable decompositions and isotope labelling using either deuterium or carbon‐13 atoms. All compounds show both the direct expulsion of a CO residue from the carbonyl group and the retro Diels–Alder cleavage. The abundant [M–H]+ ion has been formulated as the substituted β‐tropolone species, which, in the case of β‐naphthoflavone, is in competition with a pentacyclic species arising from the elimination of H‐5 as evidenced in the spectrum of 5‐d‐β‐naphthoflavone. Other previously unsuspected ions are also in evidence.

  DOI：

  10.1002/oms.1210220802

文献信息

• Preparation and Structural Properties of 7,8-Dioxa[6]helicenes and 7a,14c-Dihydro-7,8-dioxa[6]helicenes
  作者：Jørgen Eskildsen、Frederik C. Krebs、André Faldt、Peter Sommer-Larsen、Klaus Bechgaard

  DOI：10.1021/jo001312n

  日期：2001.1.1

  The potentially chiral 7,8-dioxa[6]helicenes 1-1c have been prepared by oxidation of their precursors the 7a,14c-dihydro-7,8-dioxa[6]helicenes 3. The crystal structure determination of 3b cis-7a,14c-dihydro-3,12-dibromo-7,8-dioxa[6]helicenes unambiguously confirms the cis configuration of the 7a,14c hydrogens in compounds 3 as previously implied from NMR measurements and also shows that; 3b crystallizes in a chiral conformation in the solid state. Selective deuteration of the sterically crowded 1,14 positions of 7,8-dioxal[6]helicene 1 influenced the crystal structure. The deuterium labeled compound D-2-1 exhibits a disordered structure, whereas 1 had been found to crystallize in a complex structure which can be described as an analogous partly ordered modulated superstructure. When dehydrogenation of compound 3 to obtain compound 1 was attempted, harsh synthetic conditions gave the unexpected halogenated compounds 5-chloro-7,8-dioxa[6]helicene 1c and cis-7a,14c-dibromo-7,8-dioxa[6]helicene 3c. Compounds 1d and 3b were identified by solving their crystal structure.