Diethyl-2,5-tetracyanoquinodimethane | 56403-73-7

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物 - 醌二甲烷类
• 英文名称: Diethyl-2,5-tetracyanoquinodimethane
• 英文别名: 2,5-diethyl-7,7,8,8-tetracyanoquinodimethane；2,5-Diethyl-7,7,8,8-tetracyanochinodimethan；2,5-Diethyl-7,7,8,8-tetracyan-p-chinodimethan；2,5-TCNQEt2；Propanedinitrile, 2,2'-(2,5-diethyl-2,5-cyclohexadiene-1,4-diylidene)bis-；2-[4-(dicyanomethylidene)-2,5-diethylcyclohexa-2,5-dien-1-ylidene]propanedinitrile
• CAS: 56403-73-7
• 化学式: C₁₆H₁₂N₄
• 分子量: 260.298
• InChiKey: QRUVJABMVMFXTD-UHFFFAOYSA-N

物化性质

• 熔点：
  174-175 °C
• 沸点：
  315.6±42.0 °C(Predicted)
• 密度：
  1.175±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  95.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  胞嘧啶 、 Diethyl-2,5-tetracyanoquinodimethane 以 甲醇 、 乙腈 为溶剂， 以11%的产率得到
  参考文献：
  名称：

  核碱基和四氰基醌二甲烷衍生物之间的复合物形成：胞嘧啶电荷转移固体的晶体结构和传输特性

  摘要：

  胞嘧啶（一种核碱基）在甲醇中与几种 7,7,8,8-四氰基醌二甲烷衍生物（R-TCNQ）在乙腈中的反应产生三种离子固体；（一）绝缘子组成...

  DOI：

  10.1246/bcsj.81.331
• 作为产物：
  描述：

  Dicyano-[4-(dicyano-methoxycarbonyl-methyl)-2,5-diethyl-phenyl]-acetic acid methyl ester 生成 Diethyl-2,5-tetracyanoquinodimethane
  参考文献：
  名称：

  Synthesis of substituted 7,7,8,8-tetracyanoquinodimethanes

  摘要：

  DOI：

  10.1021/jo00909a019

文献信息

• THIA- AND/OR SELENAFULVALENYL COMPOUND
  申请人：IDEMITSU KOSAN COMPANY LIMITED

  公开号：EP0454874A1

  公开（公告）日：1991-11-06

  A thia- and/or selenafulvalenyl compound having an excellent thermal stability and represented by general formula (I), wherein X1 to X4 and X1' to X4' are each independently S or Se; Y is a substituent not inhibiting overlapping of the molecule; m is an integer of 0 to 4; Z1, Z2, Z1' and Z2' are each independently a hydrogen atom, CnH2n+1 wherein n is an integer of 1 to 5 or XCnH2n+1 wherein X is S or Se, n is an integer of 1 to 5, or Z1 and Z2 are combined to Z1' and Z2' to form CnH2n wherein n is an integer of 1 to 5, or X(CnH2n)n'X wherein X is S or Se and n' is an integer of 1 to 3; and R1 to R3 and R1' to R3' are each independently a hydrogen atom or CnH2n+1 wherein n is an integer of 1 to 5, and a conductive complex comprising a compound represented by general formula (I) as an electron donor.

  一种具有优异热稳定性的噻吩和/或硒富戊烯基化合物，由通式(I)表示，其中 X1 至 X4 和 X1' 至 X4'各自独立地为 S 或 Se；Y 为不抑制分子重叠的取代基；m 为 0 至 4 的整数；Z1、Z2、Z1'和 Z2'各自独立地为氢原子、CnH2n+1（其中 n 为 1 至 5 的整数）或 XCnH2n+1（其中 X 为 S 或 Se，n 为 1 至 5 的整数），或 Z1 和 Z2 与 Z1'和 Z2'结合形成 CnH2n（其中 n 为 1 至 5 的整数），或 X(CnH2n)n'X（其中 X 为 S 或 Se，n'为 1 至 3 的整数）；R1至R3和R1'至R3'各自独立地为氢原子或CnH2n+1（其中n为1至5的整数），以及包含通式(I)代表的化合物作为电子供体的导电复合物。
• Fabre, Jean-Marc; Torreilles, Eliane; Vigroux, Michel, Journal of Chemical Research, Miniprint, 1980, # 11, p. 4572 - 4592
  作者：Fabre, Jean-Marc、Torreilles, Eliane、Vigroux, Michel、Ciral, Louis

  DOI：——

  日期：——
• Preparation et caracteristiques d'un nouveau sel de transfert de charge conducteur electrique : TMTTF3-DETCNQ2
  作者：Jean-Marc Fabre、Michel Vigroux、Eliane Torreilles、Louis Giral、Daniel Chasseau

  DOI：10.1016/s0040-4039(01)85569-6

  日期：1980.1
• Vanadium 7,7,8,8-Tetracyano-<i>p</i>-quinodimethane (V[TCNQ]₂)-Based Magnets
  作者：Elaine B. Vickers、Trent D. Selby、Matthew S. Thorum、Michelle L. Taliaferro、Joel S. Miller

  DOI：10.1021/ic049552z

  日期：2004.10.1

  A new family of molecule-based magnets of general formula V[TCNQR(2)](2)(.)zCH(2)Cl(2) has been synthesized and characterized (TCNQ = 7,7,8,8-tetracyano-p-quinodimethane; R = H, Br, Me, Et, i-Pr, OMe, OEt, and OPh). In addition, solid solutions of V[TCNQ](x)[TCNQ(OEt)(2)](2-x)(.)zCH(2)Cl(2) composition have been prepared. Except R = Br, magnetic ordering was observed for all materials, with T-c values between 7.5 K (R = Me) and 106 K (R = OEt), with R = H at 52 K. The substitution of electron-donating OMe and OEt groups for H in TCNQ increased T-c, whereas the substitution of less electron-donating alkyl groups (with respect to alkoxy groups) decreased T-c. The results of MO calculations indicate that neither the spin nor charge densities of the disubstituted TCNQs are sufficiently different to explain the wide range of critical temperatures. Although the structures of the amorphous materials are not known, it is proposed that the oxygen atom of the [TCNQR(2)](.-) acceptor (R = OMe and OEt) and the V(II) interact to form a seven-membered ring. This interaction could stabilize the structure and enhance the magnetic coupling, leading to an increased T-c. The magnetic properties of V[TCNQ](x)[TCNQ(OEt)(2)](2-x)(.)zCH(2)Cl(2) deviated from the expected linear relationship with respect to x, exhibiting magnetic behavior more characteristic of a step function in a plot of T-c versus x.
• WHELAND R. C.; MARTIN E. L., J. ORG. CHEM. <JOCE-AH>, 1975, 40, NO 21, 3101-3109
  作者：WHELAND R. C.、 MARTIN E. L.

  DOI：——

  日期：——