bromo-1 formyl-3 hydroxy-2 naphtalene | 75965-69-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: bromo-1 formyl-3 hydroxy-2 naphtalene
• 英文别名: 1-bromo-2-hydroxy-3-naphthaldehyde；4-Bromo-3-hydroxynaphthalene-2-carbaldehyde
• CAS: 75965-69-4
• 化学式: C₁₁H₇BrO₂
• mdl: MFCD21233449
• 分子量: 251.079
• InChiKey: AHFUJYDEXFGVER-UHFFFAOYSA-N

物化性质

• 熔点：
  126 °C(Solv: cyclohexane (110-82-7))
• 沸点：
  331.1±22.0 °C(Predicted)
• 密度：
  1.675±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  bromo-1 formyl-3 hydroxy-2 naphtalene 以 苯 为溶剂， 反应 16.0h， 生成 9-溴-2-硝基苯并[f][1]苯并呋喃
  参考文献：
  名称：

  Royer; Buisson, European Journal of Medicinal Chemistry, 1980, vol. 15, # 3, p. 275 - 278

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 溴 作用下， 以 氯仿 为溶剂， 反应 4.0h， 以85%的产率得到bromo-1 formyl-3 hydroxy-2 naphtalene
  参考文献：
  名称：

  Royer; Buisson, European Journal of Medicinal Chemistry, 1980, vol. 15, # 3, p. 275 - 278

  摘要：

  DOI：

文献信息

• Chemical reactivity of hydroxymethylnaphthols: hetero-Diels–Alder products of o-naphthoquinomethides derived from 2- and 3-hydroxymethylnaphthols
  作者：Muhammad Ashram、David O. Miller、Paris E. Georghiou

  DOI：10.1039/b200893a

  日期：2002.6.7

  In relation to the syntheses of exo- and endo-calixnaphthalenes, the chemical reactions of several 2- and 3-hydroxymethylnaphthols, as well as other substituted naphthols, with formaldehyde under a variety of condensation reaction conditions were evaluated. In several instances, o-naphthoquinomethides were the putative intermediates which were formed and which resulted in hetero-Diels–Alder [4+2]cyclodimerization

  关于外杯和内杯萘的合成，一些2-和3-羟甲基萘以及其他取代的萘的化学反应萘酚， 和 甲醛在各种缩合反应条件下进行了评估。在某些情况下，邻-萘甲喹啉是形成的假定中间体，可导致杂Diels-Alder [4 + 2]环二聚螺旋产物。
• Synthesis of New Chiral Schiff Bases Containing Bromo- and Iodo-Functionalized Hydroxynaphthalene Frameworks
  作者：Ying Wang、Mei Wang、Yu Wang、Yuee Chen、Licheng Sun

  DOI：10.1080/00397911.2010.486505

  日期：2011.4.5

  [image omitted] Two series of chiral Schiff bases 3a-g and 4a-g containing bromo- and iodo-functionalized hydroxynaphthalene frameworks were conveniently prepared in acceptable to moderate yields by controlled halogenation of hydroxynaphthaldehyde and then condensation of the corresponding mono-, di-, and trihalohydroxynaphthaldehyde with the chiral amino alcohol. Except for 4d, the Schiff bases 3a-g, 4a-c, and 4e-g prepared in the present work have not been reported in literature so far, and they might be used as effective chiral inducers in some asymmetrically synthetic reactions.
• ROYER R.; BUISSON J.-P., EUR. J. MED. CHEM.-CHIM. THER., 1980, 15, NO 3, 275-278
  作者：ROYER R.、 BUISSON J.-P.

  DOI：——

  日期：——
• SIDOROV, A. P.;LAVRISHCHEVA, L. N.;PRZHIYALGOVSKAYA, N. M.;KURKOVSKAYA, L+, IZV. VUZOV. XIMIYA I XIM. TEXNOL., 1985, 28, N 3, 33-36
  作者：SIDOROV, A. P.、LAVRISHCHEVA, L. N.、PRZHIYALGOVSKAYA, N. M.、KURKOVSKAYA, L+

  DOI：——

  日期：——
• Royer; Buisson, European Journal of Medicinal Chemistry, 1980, vol. 15, # 3, p. 275 - 278
  作者：Royer、Buisson

  DOI：——

  日期：——