苯,1,2-二溴-4,5-二(溴甲基)-3,6-二甲氧基- | 112041-95-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 苯,1,2-二溴-4,5-二(溴甲基)-3,6-二甲氧基-
• 英文名称: 4,5-bis(bromomethyl)-1,2-dibromo-3,6-dimethoxybenzene
• 英文别名: 5,6-dibromo-2,3-di(bromomethyl)-1,4-dimethoxybenzene；Benzene, 1,2-dibromo-4,5-bis(bromomethyl)-3,6-dimethoxy-；1,2-dibromo-4,5-bis(bromomethyl)-3,6-dimethoxybenzene
• CAS: 112041-95-9
• 化学式: C₁₀H₁₀Br₄O₂
• 分子量: 481.804
• InChiKey: ZPSZEXCNIOBEDF-UHFFFAOYSA-N

物化性质

• 沸点：
  435.7±40.0 °C(Predicted)
• 密度：
  2.105±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  苯,1,2-二溴-4,5-二(溴甲基)-3,6-二甲氧基- 在 四丁基硫酸氢铵 、 三乙胺 、 potassium hydroxide 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 39.0h， 生成 8,9-Dibromo-7,10-dimethoxy-2-propyl-3,6,11,11a-tetrahydropyrazino[1,2-b]isoquinoline-1,4-dione
  参考文献：
  名称：

  Synthesis of Hexahydropyrazino[1,2-b]isoquinolines as Simplified Saframycin Analogues

  摘要：

  Various hexahydropyrazino[1,2-b]isoquinolines were synthesised as simplified saframycin analogues. Construction of this core proceeded through a tetrahydroisoquinoline synthesis followed by acylation/alkylation of the tetrahydroisoquinoline nitrogen and subsequent ring closure using various aliphatic and aromatic amines. The resulting piperazinones were reacted with LiAlH4 or LiAlH(OEt)(3) to synthesise further analogues.

  DOI：

  10.1055/s-0033-1340070
• 作为产物：
  描述：

  2,3-二甲基氢醌 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 溴 、 potassium carbonate 作用下， 以 四氯化碳 、 氯仿 、 丙酮 为溶剂， 反应 28.0h， 生成 苯,1,2-二溴-4,5-二(溴甲基)-3,6-二甲氧基-
  参考文献：
  名称：

  New Benzo[ b ]xanthones from Diels-Alder Reactions of Chromone-3-carboxaldehydes with ortho -Benzoquinodimethanes

  摘要：

  New benzo[b]xanthone derivatives, having substituents in the A and D rings, were prepared from cycloaddition reactions of chromone-3-carboxaldehydes with ortho-benzoquinodimethanes, generated in situ from 1,3-dihydrobenzo[c]thiophene 2,2-dioxide, followed by oxidation of the obtained diastereomeric adducts. The structure of all compounds was fully established by 1D and 2D NMR, MS, and elemental analysis. The stereochemistry of the obtained diastereomeric cycloadducts was established by NOESY experiments.

  DOI：

  10.1007/s00706-002-0567-7

文献信息

• Synthesis and electrochemistry of soluble double-bridged tetrathiafulvalene (TTF)-p-benzoquinone dyads
  作者：Mar González、Beatriz Illescas、Nazario Martín、JoséL. Segura、Carlos Seoane、Michael Hanack

  DOI：10.1016/s0040-4020(98)83022-6

  日期：1998.3

  unsymmetrically substituted TTF derivatives as precursor for the preparation of novel TTF-based donor-bridge-acceptor dyads is reported. Substitution on the acceptor p-benzoquinone moiety has a strong influence on the reduction potentials in compounds 18 which, however, do not show the presence of a charge transfer band in the electronic spectra. The cyclic voltammetry measurements reveal two oxidation waves

  据报道，新型可溶性不对称取代的TTF衍生物作为前体，用于制备新型的基于TTF的供体-桥-受体二元体。受体对-苯醌部分上的取代对化合物18中的还原电位有很大的影响，然而，在电子光谱中没有显示出电荷转移带的存在。循环伏安法测量揭示了16和17中TTF部分的两个氧化波和分配给氢醌部分的第三个氧化波。化合物18除了TTF氧化波，还显示存在与醌部分相对应的还原波。光谱电化学研究表明阳离子自由基的逐步形成和TTF片段的阳离子化。
• Metallic nickel-assisted room-temperature generation and Diels-Alder chemistry of o-xylylene intermediates
  作者：Shinichi Inaba、Richard M. Wehmeyer、Matthew W. Forkner、Reuben D. Rieke

  DOI：10.1021/jo00237a022

  日期：1988.1
• ——
  作者：Miguel A. Mendez-Rojas、Krzysztof Ejsmont、William H. Watson

  DOI：10.1023/a:1020287802834

  日期：——

  A six-step synthesis was used to prepare a 5,6-dibromobenzoquinone-phenyl maleimide adduct (8). The structure of (8) and four of the intermediates are described. This dibromide is used as the starting material for the synthesis of 2-amino-1,2,3-triazoles which reacts with aldehydes and ketones to prepare materials for nonlinear optical studies. The crystal structures of five compounds were determined. (2) Pbca, a = 8.4183(7), b = 7.2479(7), c = 31.272(3) Angstrom; (3) P-1, a = 8.2023(8), b = 8.8130(8), c = 9.3555(9) Angstrom, alpha = 61.517(1), beta = 73.630(1), gamma = 86.788(2)degrees; (4) P2(1)/c, a = 11.181(1), b = 7.9157(7), c = 15.248(1) Angstrom, beta = 90.691(2)degrees; (7) Pbca, a = 10.300(1), b = 20.184(3), c = 23.469(3) Angstrom; (8) P2(1)/n, a = 6.8975(6), b = 17.877(2), c = 14.089(1) Angstrom, beta = 91.968(2)degrees.
• Furuichi, Kimiaki; Tada, Hitoshi; Kanehira, Aki, Journal of the Chemical Society. Perkin transactions II, 1992, # 12, p. 2169 - 2178
  作者：Furuichi, Kimiaki、Tada, Hitoshi、Kanehira, Aki、Lee, Mie、Kato, Masahiko、et al.

  DOI：——

  日期：——
• INABA, SHIN-ICHI;WEHMEYER, RICHARD M.;FORKNER, MATTHEW W.;RIEKE, REUBEN D+, J. ORG. CHEM., 53,(1988) N 2, 339-344
  作者：INABA, SHIN-ICHI、WEHMEYER, RICHARD M.、FORKNER, MATTHEW W.、RIEKE, REUBEN D+

  DOI：——

  日期：——