9,10-dimethoxyanthracene | 63934-07-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9,10-dimethoxyanthracene
• 英文别名: 9-(hydroxymethyl)-10-methoxyanthracene；(10-Methoxy-[9]anthryl)-methanol；(10-methoxyanthracen-9-yl)methanol
• CAS: 63934-07-6
• 化学式: C₁₆H₁₄O₂
• 分子量: 238.286
• InChiKey: VGEWMQNRMRKKCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.49
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  9,10-dimethoxyanthracene 在 sodium 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Electron-spin distribution in radical anions of aryl methyl ethers vs reactivity and regioselectivity of their unimolecular fragmentation

  摘要：

  DOI：

  10.1021/ja00205a013
• 作为产物：
  描述：

  10-Methoxy-9-anthranoesaeure-methylester 在 lithium aluminium tetrahydride 、 乙醚 作用下， 生成 9,10-dimethoxyanthracene
  参考文献：
  名称：

  Rigaudy; Nedelec, Bulletin de la Societe Chimique de France, 1959, p. 638,642

  摘要：

  DOI：

文献信息

• HIGHLY SELECTIVE OXIDATION OF BENZYLIC ALCOHOLS WITH CETYLTRIMETHYLAMMONIUM PERMANGANATE
  作者：R. Rathore、Vidya Bhushan、S. Chandrasekaran

  DOI：10.1246/cl.1984.2131

  日期：1984.12.5

  Cetyltrimethylammonium permanganate (CTAP) has been found to be a mild and highly selective reagent for the oxidation of benzylic alcohols to the corresponding aldehydes or ketones.

  已发现十六烷基三甲基高锰酸铵 (CTAP) 是一种温和且高选择性的试剂，可用于将苯甲醇氧化成相应的醛或酮。
• Synthesis and transformations of a few 9-(pent-4-yn-1-yl)anthracene-type systems
  作者：Eason M. Mathew、Tomson Devassia、Sreedharan Prathapan、Perupparampil A. Unnikrishnan

  DOI：10.24820/ark.5550190.p010.637

  日期：——

  9-(Pent-4-yn-1-yl)anthracene-type compounds can potentially undergo intramolecular Diels-Alder (IMDA) reaction to form 9,11-annulated dibenzobarrelenes. Herein we report the synthesis and IMDA reactions of several heteroatom incorporated 9-(pent-4-yn-1-yl)anthracene-type compounds.

  9-(Pent-4-yn-1-yl) 蒽类化合物可能会发生分子内狄尔斯-阿尔德 (IMDA) 反应以形成 9,11-环化二苯并二甲苯。在此，我们报告了几种掺入杂原子的 9-(pent-4-yn-1-yl) 蒽类化合物的合成和 IMDA 反应。
• Phototransformations of Bridgehead-Disubstituted Dibenzobarrelenes. Interesting Rearrangements of Dibenzosemibullvalene Intermediates Derived from 9-(Hydroxyalkyl)-10-methoxy-Substituted Dibenzobarrelenes¹
  作者：D. Ramaiah、S. A. Kumar、C. V. Asokan、T. Mathew、S. Das、N. P. Rath、M. V. George

  DOI：10.1021/jo952046u

  日期：1996.1.1

  The photochemistry of 11,12-dibenzoyl-9,10-dihydro-9-(hydroxymethyl)-10-methoxy-9,10-etheno-anthracene (7a) and 11,12-dibenzoyl-9,10-dihydro-9-(1-hydroxyethyl)-10-methoxy-9,10-ethono-anthracene (7b) has been studied through steady-state photolysis, product analysis, and laser flash photolysis. Irradiation of 7a in benzene, methanol, or acetone gave 69-72% yields of a dibenzopentalene ketone 11a, arising through a dibenzosemibullvalene precursor. Irradiation of 7b, which exists in equilibrium with its cyclic form 7b', gave a mixture of the dibenzopentalene ketone 11b (41%) and the dibenzopentalenopyran derivative, 16b' (26%). The photochemistry of 11,12-dibenzoyl-9, 10-dihydro-9, 10-dimethoxy-9, 10-ethenoanthracene (17) has been reinvestigated. Irradiation of 17 in benzene and methanol gives a 90% yield of an isomeric pentacyclic product 24, formed through the rearrangement of a dibenzosemibullvalene precursor. Irradiation of 17 in aqueous methanol gives a mixture of the dibenzopentalene ketone 22 (40%) and a pentacyclic methanol adduct 21 (34%). The structures of 7b', 11a,b, 16b', 21, and 24 were confirmed through X-ray crystallographic analysis. The 308 nm laser flash photolysis of 7a,b in benzene results in the formation of their triplets (phi T = 0.55-0.76). These triplets possess short lifetimes (0.45-0.75 ps) and are quenched by oxygen, 2,2,6,6-tetramethylpiperidinyl-1-oxy (TEMPO), 4-hydroxy-2,2,6,6-tetramethylpiperidinyl-1-oxy (HTEMPO), ferrocene, and beta-carotene at rates in the range (0.26-4.7) x 10(9) M(-1) s(-1).
• RATHORE, R.;BHUSHAN, VIDYA;CHANDRASEKARAN, S., CHEM. LETT., 1984, N 12, 2131-2134
  作者：RATHORE, R.、BHUSHAN, VIDYA、CHANDRASEKARAN, S.

  DOI：——

  日期：——