7H-benz[d,e]anthracene | 199-94-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 7H-benz[d,e]anthracene
• 英文别名: 7H-Benzo[de]anthracene；7H-benzo[a]phenalene
• CAS: 199-94-0
• 化学式: C₁₇H₁₂
• 分子量: 216.282
• InChiKey: NHNOUJCAHMXIGR-UHFFFAOYSA-N

物化性质

• 沸点：
  402.5±15.0 °C(Predicted)
• 密度：
  1.185±0.06 g/cm3(Predicted)
• 熔点：
  81-82 °C

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  7H-benz[d,e]anthracene 在 四丁基硫酸氢铵 氢氧化钾 、 potassium permanganate 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 苯并蒽酮
  参考文献：
  名称：

  Phase-Transfer Permanganate Oxidation of Unfunctionalized Benzylic Positions

  摘要：

  在采用相转移催化剂的双相体系中，高锰酸钾的应用被描述用于选择性氧化双苄基次级碳为酮、双苄基叔碳为醇以及单苄基次级醇为酮的反应。

  DOI：

  10.1055/s-1987-28121
• 作为产物：
  描述：

  (2-methylphenyl)lithium 在 K-16 乙酸酐 作用下， 生成 7H-benz[d,e]anthracene
  参考文献：
  名称：

  Prostakov, N. S.; Pleshakov, V. G.; Zainul Abedin, Md., Journal of Organic Chemistry USSR (English Translation), 1981, vol. 17, # 11, p. 2199 - 2200

  摘要：

  DOI：
• 作为试剂：
  描述：

  水杨醇 在 9,10-二氢蒽 、 7H-benz[d,e]anthracene 作用下， 反应 1.0h， 生成 2,2'-dihydroxy-3-(hydroxymethyl)diphenylmethane 、 邻甲酚
  参考文献：
  名称：

  The Reactivity of o-Hydroxybenzyl Alcohol and Derivatives in Solution at Elevated Temperatures

  摘要：

  The reactivity of o-hydroxybenzyl alcohol (o-HBA, 1), as a model compound for lignin, has been studied in various solvents between 390 and 560 K. Both in polar and apolar solvents the benzylic cation is the reactive intermediate. In alcoholic solvents, the benzylic cation reacts with the solvent to give the corresponding ethers. Relative reaction rates have been determined for different alcohols; a factor of 14 is encountered between the most (methanol) and least (tert-butyl alcohol) reactive ones. The etherification is reversible, in contrast to the electrophilic aromatic substitution with phenol and anisole, for which k(PhOH) = 1 x 10(5) M-1 s(-1) and k(anisole) = 1 x 10(4) M-1 s(-1), at 424 K. In apolar hydroaromatic solvents, 7H-benz[de]anthracene, 9,10-dihydroanthracene, and 9,10-dihydrophenanthrene, the formation of o-cresol proceeds via hydride transfer from the solvent to the benzylic cation; rate constants at 555 K are 2 x 10(6), 5 x 10(4), and 5 x 10(3) M-1 s(-1), respectively.

  DOI：

  10.1021/jo981110f

文献信息

• [EN] NOVEL ORGANIC ELECTROLUMINESCENT COMPOUNDS AND ORGANIC ELECTROLUMINESCENT DEVICE USING THE SAME<br/>[FR] NOUVEAUX COMPOSÉS ÉLECTROLUMINESCENTS ORGANIQUES ET DISPOSITIF ÉLECTROLUMINESCENT ORGANIQUE LES EMPLOYANT
  申请人：ROHM & HAAS ELECT MAT

  公开号：WO2011126224A1

  公开（公告）日：2011-10-13

  Organic electroluminescent compounds of Chemical Formula 1 : wherein the variables R1 to R18, Ar, X and m are as defined in the specification. These compounds exhibit good luminous efficiency and excellent life property. As such, they may be used to manufacture OLED devices having very superior operation life and consuming less power due to improved power efficiency.

  化学式1的有机电致发光化合物：其中变量R1至R18、Ar、X和m如规范中所定义。这些化合物表现出良好的发光效率和优秀的寿命特性。因此，它们可用于制造具有非常优越的运行寿命并由于提高的功率效率而消耗更少电力的OLED设备。
• Reduction of Aromatic Ketones or Thioketones with Phenylphosphine
  作者：Michiko Tamano、Jugo Koketsu

  DOI：10.1246/bcsj.58.2577

  日期：1985.9

  addition of diethyl disulfide gave the reduction products of the ketones and S,S-diethyl phenylphosphonodithioate or S,S-diethyl phenylphosphonotrithioate. A possible intermediate of the phosphine moiety was suggested to be phenylphosphinylidene [PhP=O] or phenylphosphinothioylidene [PhP=S]. The reduction of 10,10′-bianthrone and Δ10,10′-bianthrone resulted in the cleavage of the carbon–carbon single and double

  某些芳族酮或硫酮与苯基膦反应并随后加入二乙基二硫化物得到酮和 S,S-二乙基苯基二硫代膦酸酯或 S,S-二乙基苯基膦酰三硫代酯的还原产物。膦部分的可能中间体被认为是苯基亚膦基[PhP=O]或苯基亚膦硫基[PhP=S]。10,10'-联蒽酮和Δ10,10'-联蒽酮的还原分别导致碳-碳单键和双键的断裂和羰基的还原。
• Palladium-Catalyzed Site-Selective Benzocyclization of Naphthoic Acids with Diaryliodonium Salts: Efficient Access to Benzanthrones
  作者：Chenwei Xue、Limin Wang、Jianwei Han

  DOI：10.1021/acs.joc.0c02192

  日期：2020.12.4

  Dual activation of both C–I and vicinal C–H bonds of diaryliodonium salts allowing for diarylation is a subject of rapid construction of π-extended frameworks. Here, we report palladium-catalyzed cascade of C8-arylation/intramolecular Friedel–Crafts acylation of α-naphthoic acids in the synthesis of benzanthrone derivatives. The step-economical protocol tolerates various substrates, which resulted

  允许二芳基化的二芳基碘鎓盐的C–I和邻位C–H键的双重激活是π-扩展骨架快速构建的主题。在这里，我们报道了苯并蒽醌衍生物的合成中钯催化的α-萘甲酸C 8-芳基化/分子内Friedel-Crafts酰化级联反应。经济可行的方案可耐受各种底物，从而为开发功能性多环支架提供了潜在的分子库。该方法依靠一锅法中强酸与钯催化剂的协同作用形成两个键。
• The monomethyl and dimethyl derivatives of benzo[e]pyrene
  作者：Hongmee Lee、N. Shyamasundar、Ronald G. Harvey

  DOI：10.1016/s0040-4020(01)98957-4

  日期：1981.1

  claim16 that the analogous isomeric benzo[a]pyrene derivatives are principal products of reactions of this type is disproven. Synthesis of 3,6- and 4,5-dimethylbenzo[e]pyrene are also described. The structural assignments of all mono- and dimethyl benzo[e] pyrene products are supported by high resolution 270 MHz proton NMR spectra; the chemical shifts and coupling constants of all aromatic protons are

  描述了苯并[e] py的六种异构单甲基衍生物，1-，2-，3-，4-，9-和10-甲基苯并[e] py的先前未知的完整集合的便利合成。1-，2-和3-甲基苯并[e] py的合成是通过7H-苯并蒽（或其适当的1-Me衍生物）与1,3-双（二甲基氨基）三甲亚甲基高氯酸盐（或其1-Me）反应完成的衍生物），然后进行热电环闭合，并进行消除和芳构化。较早的索赔16证明类似的异构体苯并[a] py衍生物是这类反应的主要产物。还描述了3，6-和4，5-二甲基苯并[e] py的合成。高分辨率270 MHz质子NMR谱支持所有单和二甲基苯并[e] pyr产物的结构分配；所有芳族质子的化学位移和偶合常数均已完全赋值。
• Equilibrium Acidities of Some Sulfones and Sulfoxides in Tetrahydrofuran [1]
  作者：Andrew Streitwieser、George Peng Wang、Daniel A Bors

  DOI：10.1016/s0040-4020(97)00351-7

  日期：1997.7

  Ion pair acidities are reported in tetrahydrofuran (THF) solution for the lithium and cesium salts of several sulfones and one sulfoxide. These salts are shown to be monomeric in the THF solutions studied. Thermodynamic constants are reported for several salts. The results and some conductivity studies show that both the lithium and cesium salts are contact ion pairs in THF. Because of ion association

  据报道，在四氢呋喃（THF）溶液中，离子对酸度为几种砜和一种亚砜的锂盐和铯盐。这些盐在所研究的THF溶液中显示为单体。报道了几种盐的热力学常数。结果和一些电导率研究表明，锂盐和铯盐都是THF中的接触离子对。由于离子的缔合，铯盐的相对p K s略低，锂盐的相对p K s较DMSO溶液中的游离离子低。©1997爱思唯尔科学有限公司。