4-methoxybenzenethiolate | 26971-83-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-methoxybenzenethiolate
• 英文别名: 4-methoxy-benzenethiol; deprotonated form；4-CH3OC6H4S(1-)；Benzenethiol, 4-methoxy-, ion(1-)
• CAS: 26971-83-5
• 化学式: C₇H₇OS
• 分子量: 139.198
• InChiKey: NIFAOMSJMGEFTQ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  10.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  溴代环己烷 、 4-methoxybenzenethiolate 生成 环己烯
  参考文献：
  名称：

  BORDWELL, F. G.;MROZACK, S. R., J. ORG. CHEM., 1982, 47, N 24, 4813-4815

  摘要：

  DOI：
• 作为产物：
  描述：

  C₂₀H₁₇NO₃S^(1-) 在 四丁基高氯酸铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-nitrodiphenylmethyl radical 、 4-methoxybenzenethiolate
  参考文献：
  名称：

  Intrinsic Barriers of the Alternative Modes of Mesolytic Fragmentations of C−S Bonds

  摘要：

  DOI：

  10.1021/ja960735x

文献信息

• Reduction Potentials and Kinetics of Electron Transfer Reactions of Phenylthiyl Radicals:  Comparisons with Phenoxyl Radicals
  作者：D. A. Armstrong、Qun Sun、R. H. Schuler

  DOI：10.1021/jp960165n

  日期：1996.1.1

  The reduction potentials relative to the standard hydrogen electrode (SHE) for a number of para-substituted phenylthiyl radicals (E°(p-XC6H4S•/p-XC6H4S-)) have been derived from pulse radiolytic studies of electron transfer equilibria which compare their values to those of radicals of known reduction potentials. A ladder combining the reduction potentials for both phenylthiyl and phenoxyl radicals has

  相对于为多个对位取代phenylthiyl自由基（标准氢电极（SHE）还原电位ë °（p -XC 6 ħ 4小号• / p -XC 6 ħ 4小号- ））已经被从脉冲辐解衍生研究电子转移平衡，将其值与已知还原电位的自由基的值进行比较。建立了结合了苯基硫基和苯氧基自由基还原电位的阶梯。这些还原电位已被证明是自洽的，并且介于p的还原电位之间-苯并半醌基阴离子为0.02 V，苯氧基为0.79V。还原电位随着对位取代基的给电子力的增加而降低。然而，对苯硫基自由基的取代作用比对它们的氧类似物的作用要弱得多。这些观察结果表明，硫原子与芳环系统之间的电子相互作用远小于氧原子所发生的电子相互作用。用马库斯理论检验电子传输速率表明，p -XC 6 H 4 O •和p -XC 6 H 4 S •的重组能自由基同样受H，CH 3和CH 3 O取代的影响。然而，重组能大幅提高用于h 2 N和O -位取代基具有其效果是为要少得多p
• Photoinduced nucleophilic substitution of iodocubanes with arylthiolate and diphenylphosphanide ions. Experimental and computational approaches
  作者：Liliana B. Jimenez、Marcelo Puiatti、Diego M. Andrada、Federico Brigante、Karina F. Crespo Andrada、Roberto A. Rossi、Ronny Priefer、Adriana B. Pierini

  DOI：10.1039/c8ra06275g

  日期：——

  synthetic route to modify the cubane nucleus is reported here. Methyl-4-iodocubane-1-carboxylate (1) and 1,4-diiodocubane (2) were employed as reagents to react with arylthiolate and diphenylphosphanide ions under irradiation in liquid ammonia and dimethylsulphoxide. The reactions proceed to afford thioaryl- and diphenylphosphoryl- cubane derivatives in moderate to good yields. It is also found that the

  本文报道了一种修饰立方核的新合成路线。使用 4-iodocubane-1-carboxylate ( 1 ) 和 1,4-diiodocubane ( 2 ) 作为试剂，在液氨和二甲亚砜的照射下与芳基硫醇盐和二苯基磷化物离子发生反应。反应继续以中等至良好的产率提供硫代芳基-和二苯基磷酰基-立方烷衍生物。还发现保留第二碘的单取代产物是中间体化合物。DFT 计算支持机械方面。
• Kinetics of the reactions between [S2MoS2Cu(SC6H4R-4)]2–(R = MeO, H, Cl or NO2) and CN–: substitution mechanism at a 3-coordinate CuI site
  作者：Ping Lin、Lynette Smyth、Alison Waldram、Richard A. Henderson

  DOI：10.1039/b508389c

  日期：——

  the copper site followed by dissociation of the thiolate. The kR1 pathway involves attack of the solvent (MeCN) at the copper site, followed by dissociation of the thiolate to form [S2MoS2Cu(NCMe)]−. Subsequent rapid substitution of the coordinated solvent by cyanide produces [S2MoS2CuCN]2−. The evidence that both the kR1 and kR2 pathways involve associative mechanisms are: (i) the 4-R-substituent on

  之间的反应的动力学[S 2的MoS 2的Cu（SC 6 H ^ 4 R-4）] 2- （R =的MeO，H，Cl或NO 2）和CN -到形式[S 2的MoS 2的CuCN] 2-已经在MeCN中使用停止流进行了研究分光光度法。在所有情况下，速率法的形式，速率= 的ķ - [R 1 + ķ 2 - [R [CN - ]} [S 2的MoS 2的Cu（SC 6 H ^ 4 R-4）2- ]。建议k R 1和k R 2都对应于关联取代机制。所述ķ - [R 2途径涉及由CN攻击-在铜位点，随后硫醇盐的离解。所述ķ - [R 1种途径涉及的攻击溶剂（MeCN）在铜位置，然后解离硫醇盐形成[S 2 MoS 2 Cu（NCMe）] -。随后快速替换了协调人溶剂由氰化物产生[S 2 MoS 2 CuCN] 2-。k R 1和k R 2途径均涉及缔合机制的证据是：（i）硫醇盐上的4-R取代基配体对k R
• Associative substitution mechanisms of clusters: the relationship between sites of nucleophilic attack and leaving group dissociation
  作者：Richard A. Henderson

  DOI：10.1039/c39950001905

  日期：——

  The associative substitution mechanism of [Fe4S4Cl4]2– with 4-RC6H4S– involves initial, rapid binding of the thiolate to an iron atom (Fea), followed by rate-limiting dissociation of a chloro-ligand; however, the origin of the leaving group changes with the electron-releasing capability of the thiolate and when R = Cl, F, H or Me, the chloro-group at Fea is labilised, whereas when R = Me, MeO or NH2

  [Fe 4 S 4 Cl 4 ] 2 –与4-RC 6 H 4 S –的缔合取代机理涉及硫醇盐与铁原子（Fe a）的初始快速结合，然后限制氯的速率解离-配体；然而，离去基团的起源随硫醇盐的电子释放能力而变化，当R = Cl，F，H或Me时，Fe a处的氯基呈迷彩状，而当R = Me，MeO或NH 2时偏远铁矿位处的氯基（Fe r）被标记。
• Ligand movement modulates the rate of proton transfer in reactions of [Fe4S4Cl4]2–
  作者：Adrian J. Dunford、Richard A. Henderson

  DOI：10.1039/b109668k

  日期：2002.2.12

  Substitution of the first chloro-ligand in [Fe4S4Cl4]2− by 4-RC6H4S− (R = CF3, Cl, H, Me or MeO), in the presence of [H2N(CH2)3CH2]+, involves initial binding of thiolate, followed by protonation and finally chloride dissociation; the rate of protonation is facilitated by electron-withdrawing R-substituents indicating that Fe-thiolate bond length changes modulate proton transfer.

  在[Fe4S4Cl4]2⁻中，将第一个氯配体替换为4-RC6H4S⁻（R = CF3、Cl、H、Me或MeO），在[H2N(CH2)3 ]⁺存在的情况下，涉及硫醇的初始结合，然后是质子化，最后是氯离解；质子化速率由吸电子R-取代基促进，表明Fe-硫醇键长变化调节质子转移。