sodium salt of O-isopropyl monothiocarbonic acid

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: sodium salt of O-isopropyl monothiocarbonic acid
• 英文别名: Sodium;propan-2-yloxymethanethioate
• 化学式: C₄H₇O₂S*Na
• 分子量: 142.154
• InChiKey: JEBXWAFOOSDQDR-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.92
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  27.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  dimethyltellane dibromide 、 sodium salt of O-isopropyl monothiocarbonic acid 以 二氯甲烷 为溶剂， 反应 2.0h， 以86%的产率得到bromodimethyl(O-isopropyl monothiocarbonato)tellurium(IV)
  参考文献：
  名称：

  Synthesis, spectroscopic and structural studies of O-methyl and O-isopropyl monothiocarbonate (monoxanthate) derivatives of dimethyl-and diphenyltellurium(IV). Crystal structures of Me₂Te[SCO₂(i-Pr)]₂, Ph₂Te[SCO₂(i-Pr)]₂, Me₂TeCl[SCO₂Me], and Me₂TeBr[SCO₂(i-Pr)]

  摘要：

  二硫代碳酸二有机碲(IV)衍生物，R₂Te[SCO₂R′]₂，和R₂TeX[SCO₂R′]，其中R = Me，Ph；R′ = Me，i-Pr；X = Cl，Br和I，已经制备并通过振动和¹H，¹³C和¹²⁵Te核磁共振光谱表征。Me₂Te[SCO₂(i-Pr)]₂ (2)：P2₁/n (No. 14)，晶胞参数a = 6.942(6) Å，b = 25.599(3) Å，c = 9.404(6) Å，β = 94.48(6)°，V = 1666(1) ų，Z = 4，R = 0.0648，R_w = 0.0624；Ph₂Te[SCO₂(i-Pr)]₂ (4)：P2₁/n (No. 14)，a = 12.360(4) Å，b = 12.277(3) Å，c = 15.066(3) Å，β = 102.82(2)°，V = 2229.1(9) ų，Z = 4，R = 0.0368，R_w = 0.0312；Me₂TeCl[SCO₂Me] (5)；P2₁/c (No. 14)，a = 5.193(2) Å，b = 18.118(4) Å，c = 9.613(5) Å，β = 91.31(6)°，V = 904.2(6) ų，Z = 4，R = 0.0396，R_w = 0.0361；和Me₂TeBr[SCO₂(i-Pr)] (8)：P2₁/n (No. 14)，a = 11.701(2) Å，b = 6.250(2) Å，c = 16.152(2) Å，β = 98.43(1)°，V = 1168.4(4) ų，Z = 4，R = 0.0369，R_w = 0.0325。在所有分子中，碲的周围环境是锯马鞍结构，其中孤对电子被认为是立体化学活性的，并占据一个扭曲的三角双锥体的赤道位置。在2和5中，末端氧原子朝向碲，而在4中，一个O(i-Pr)基团朝向碲，就像在8中一样。在后一种情况下，末端氧原子作为弱桥连接形成了4中的伪二聚体物种和8中的伪聚合物。2和5中的超分子相互作用导致前者中的硫桥二聚体和后者中的氯桥聚合物。关键词：结构，碲，二甲基，二苯基，二硫代碳酸盐。

  DOI：

  10.1139/v96-224
• 作为产物：
  描述：

  羰基硫 、 异丙醇 在 sodium 作用下， 以 苯 为溶剂， 反应 0.33h， 以83%的产率得到sodium salt of O-isopropyl monothiocarbonic acid
  参考文献：
  名称：

  Synthesis, spectroscopic and structural studies of O-methyl and O-isopropyl monothiocarbonate (monoxanthate) derivatives of dimethyl-and diphenyltellurium(IV). Crystal structures of Me₂Te[SCO₂(i-Pr)]₂, Ph₂Te[SCO₂(i-Pr)]₂, Me₂TeCl[SCO₂Me], and Me₂TeBr[SCO₂(i-Pr)]

  摘要：

  二硫代碳酸二有机碲(IV)衍生物，R₂Te[SCO₂R′]₂，和R₂TeX[SCO₂R′]，其中R = Me，Ph；R′ = Me，i-Pr；X = Cl，Br和I，已经制备并通过振动和¹H，¹³C和¹²⁵Te核磁共振光谱表征。Me₂Te[SCO₂(i-Pr)]₂ (2)：P2₁/n (No. 14)，晶胞参数a = 6.942(6) Å，b = 25.599(3) Å，c = 9.404(6) Å，β = 94.48(6)°，V = 1666(1) ų，Z = 4，R = 0.0648，R_w = 0.0624；Ph₂Te[SCO₂(i-Pr)]₂ (4)：P2₁/n (No. 14)，a = 12.360(4) Å，b = 12.277(3) Å，c = 15.066(3) Å，β = 102.82(2)°，V = 2229.1(9) ų，Z = 4，R = 0.0368，R_w = 0.0312；Me₂TeCl[SCO₂Me] (5)；P2₁/c (No. 14)，a = 5.193(2) Å，b = 18.118(4) Å，c = 9.613(5) Å，β = 91.31(6)°，V = 904.2(6) ų，Z = 4，R = 0.0396，R_w = 0.0361；和Me₂TeBr[SCO₂(i-Pr)] (8)：P2₁/n (No. 14)，a = 11.701(2) Å，b = 6.250(2) Å，c = 16.152(2) Å，β = 98.43(1)°，V = 1168.4(4) ų，Z = 4，R = 0.0369，R_w = 0.0325。在所有分子中，碲的周围环境是锯马鞍结构，其中孤对电子被认为是立体化学活性的，并占据一个扭曲的三角双锥体的赤道位置。在2和5中，末端氧原子朝向碲，而在4中，一个O(i-Pr)基团朝向碲，就像在8中一样。在后一种情况下，末端氧原子作为弱桥连接形成了4中的伪二聚体物种和8中的伪聚合物。2和5中的超分子相互作用导致前者中的硫桥二聚体和后者中的氯桥聚合物。关键词：结构，碲，二甲基，二苯基，二硫代碳酸盐。

  DOI：

  10.1139/v96-224

文献信息

• Synthesis, spectroscopic characterization, and structural studies of organogermanium tri- and monothiocarbonates. Crystal structures of Me₂Ge[S₂CSEt]₂, Ph₃Ge[SCO₂Me], Ph₃Ge[SCO₂(<i>i-</i>Pr)], and Ph₂Ge[SCO₂Me]₂
  作者：John E Drake、Jincai Yang

  DOI：10.1139/v98-026

  日期：1998.3.1

  Two series of S-alkyl trithiocarbonate derivatives of imethylgermane, Me₂Ge[S₂CSR]₂, and halodiphenylgermane, Ph₂GeX[S₂CSR], where R = Me, i-Pr, n-Pr, n-Bu and X = Cl, Br, and three series of O-alkyl monothiocarbonate derivatives of triphenylgermane, Ph₃Ge[SCO₂R], diphenylgermane, Ph₂Ge[SCO₂R], and trimethylgermane, me₃Ge[SCO₂R], where R = Me, i-Pr, and n-Pr, have been prepared in 73-92% yields by the reaction of the potassium or sodium salt of the appropriate tri- or monothiocarbonic acid with dichlorodimethyl-, chlorotriphenyl-, dichlorodiphenyl-, and chlorotrimethylgermane. The compounds were principally characterized by infrared, Raman, and ¹H and ¹³C NMR spectroscopy, including some variable temperature studies, as well as by mass spectrometry. Me₂Ge[S₂CSEt]₂, 1: P2₁/m (No. 11) with cell parameters a = 6.647(4) Å, b = 7.423(2) Å, c = 16.290(4) Å, β = 91.07(3)°, V = 803.6(4) ų, Z = 2, R = 0.0484,R_w = 0.0485. Ph₃Ge[SCO₂Me],13: P1bar (No. 2) with cell parameters a = 9.970(4) Å, b = 10.660(3) Å, c = 9.853(2) Å, α = 101.78(2)°, β = 109.98(2)°, γ = 89.76(3)°, V = 961.0(5) ų, Z = 2, R = 0.0534, R_w = 0.0451. Ph₃Ge[SCO₂(i-Pr)], 14: P 1bar (No. 2) with cell parameters a = 14.386(7) Å, b = 18.598(6) Å, c = 9.223(3) Å, α = 102.85(3)°, β = 94.58(3)°, γ = 108.13(3)°, V = 2256(1) ų, Z = 2, R = 0.0545, R_w = 0.0552. Ph₂Ge[SCO₂Me]₂, 16: Cc, (No. 9) with cell parameters a = 11.790(4) Å, b = 13.696(5) Å, c = 23.232(6) Å, β = 92.26(3)°, V = 3748(2) ų, Z = 8, R = 0.0563, R_w = 0.0512. The immediate environment about Ge is that of tetrahedral but the orientations of the thiocarbonate groups display interesting features.Key words: structure, germanium, phenyl, methyl, thiocarbonates.

  两系列S-烷基三硫代碳酸酯衍生物，Me2Ge[S2CSR]2和卤代二苯基锗，Ph2GeX[S2CSR]，其中R = Me，i-Pr，n-Pr，n-Bu，X = Cl，Br，以及三系列O-烷基单硫代碳酸酯衍生物，Ph3Ge[SCO2R]，Ph2Ge[SCO2R]和Me3Ge[SCO2R]，其中R = Me，i-Pr和n-Pr，通过将适当的三硫代碳酸或单硫代碳酸的钾盐或钠盐与二氯二甲基锗、氯三苯基锗、二氯二苯基锗和氯三甲基锗反应，以73-92%的产率制备。这些化合物主要通过红外、拉曼和1H和13C核磁共振光谱学进行表征，包括一些可变温度研究，以及质谱学。Me2Ge[S2CSEt]2，1：P21/m（编号11），晶胞参数a = 6.647(4) Å，b = 7.423(2) Å，c = 16.290(4) Å，β = 91.07(3)°，V = 803.6(4) Å3，Z = 2，R = 0.0484，Rw = 0.0485。Ph3Ge[SCO2Me]，13：P1bar（编号2），晶胞参数a = 9.970(4) Å，b = 10.660(3) Å，c = 9.853(2) Å，α = 101.78(2)°，β = 109.98(2)°，γ = 89.76(3)°，V = 961.0(5) Å3，Z = 2，R = 0.0534，Rw = 0.0451。Ph3Ge[SCO2(i-Pr)]，14：P 1bar（编号2），晶胞参数a = 14.386(7) Å，b = 18.598(6) Å，c = 9.223(3) Å，α = 102.85(3)°，β = 94.58(3)°，γ = 108.13(3)°，V = 2256(1) Å3，Z = 2，R = 0.0545，Rw = 0.0552。Ph2Ge[SCO2Me]2，16：Cc，（编号9），晶胞参数a = 11.790(4) Å，b = 13.696(5) Å，c = 23.232(6) Å，β = 92.26(3)°，V = 3748(2) Å3，Z = 8，R = 0.0563，Rw = 0.0512。关于Ge的立体环境为四面体，但硫代碳酸酯基团的取向显示出有趣的特征。关键词：结构，锗，苯基，甲基，硫代碳酸酯。
• Synthesis, spectroscopic characterization and structural studies of organotin monothiocarbonates. Crystal structures of Ph₃Sn[SCO₂Me] and Ph₃Sn[SCO₂(i-Pr)]
  作者：John E Drake、Jincai Yang

  DOI：10.1139/v00-116

  日期：2000.9.1

  O-alkyl monothiocarbonate (monoxanthate) derivatives of tin were obtained by the reaction of a sodium salt of the monothiocarbonic acid with an organotin chloride to give Ph₃Sn[SCO₂R], Ph₂Sn[SCO₂R]₂, and Me₃Sn[SCO₂R], where R = Me and i-Pr. The compounds have been characterized by infrared, Raman, ¹H NMR, and ¹³C NMR spectroscopy, as well as mass spectrometry, and in two cases by X-ray crystallography. Ph₃Sn[SCO₂Me] (1) and Ph₃Sn[SCO₂(i-Pr)] (2), crystallize in the triclinic space group P[Formula: see text] (no. 2) with cell parameters a = 10.218(4), b = 10.568(6), c = 9.366(7) Å, α = 106.73(5), β = 96.99(5), γ = 85.55(4)°, V = 960(1) ų, and Z = 2 for 1; and a = 14.793(2), b = 17.856(3), c = 9.813(3) Å, α = 103.86(5), β = 98.36(5), γ = 106.85(4)°, V = 2343(1) ų, and Z = 2 for 2. The latter has two molecules in the asymmetric unit. The immediate environment about tin in both 1 and 2 is that of the expected distorted tetrahedron. However, the orientation of the monothiocarbonate group is such that there is an Sn-O intramolecular interaction of 3.040(8) for 1 and 3.05(2) Å on average for 2. Thus, the considerable distortion is consistent with a tendency to form a five-coordinate, trigonal bipyramidal species with one of the O-Sn-C angles approaching 180^o (153.4(4) for 1 and an average of 157.1(6) for 2). Estimations of the Pauling partial bond orders suggest this weak Sn-O interaction is slightly stronger than the corresponding Ge-O interaction in the analogous germanium derivative, Ph₃Ge[SCO₂Me].Key words: structure, tin, methyl, phenyl, isopropyl, monothiocarbonates.

  通过将单硫代碳酸钠盐与有机锡氯化物反应，得到了锡的O-烷基单硫代碳酸酯（单硫代黄原酸）衍生物，包括Ph3Sn[SCO2R]，Ph2Sn[SCO2R]2和Me3Sn[SCO2R]，其中R = Me和i-Pr。这些化合物通过红外线、拉曼、1H NMR和13C NMR光谱以及质谱学进行了表征，并在两种情况下通过X射线晶体学进行了表征。Ph3Sn[SCO2Me]（1）和Ph3Sn[SCO2（i-Pr）]（2）在三斜晶系空间群P[Formula：见文本]（no.2）中结晶，其晶胞参数为a = 10.218（4），b = 10.568（6），c = 9.366（7）Å，α = 106.73（5），β = 96.99（5），γ = 85.55（4）°，V = 960（1）Å3，Z = 2，对于1；a = 14.793（2），b = 17.856（3），c = 9.813（3）Å，α = 103.86（5），β = 98.36（5），γ = 106.85（4）°，V = 2343（1）Å3，Z = 2，对于2。后者在不对称单元中有两个分子。在1和2中锡的周围环境是预期的畸变四面体。然而，单硫代碳酸基团的方向是这样的，以至于在1中有一个3.040（8）的Sn-O分子内相互作用，在2中平均为3.05（2）Å。因此，这种相当大的畸变与形成一个五配位、三角双锥形的物种的倾向是一致的，其中一个O-Sn-C角接近180°（1为153.4（4），2的平均值为157.1（6））。对Pauling部分键级的估计表明，这种弱的Sn-O相互作用略强于类似的锗衍生物Ph3Ge[SCO2Me]中的相应Ge-O相互作用。关键词：结构、锡、甲基、苯基、异丙基、单硫代碳酸酯。
• Synthesis, spectroscopic and structural studies of <i>O</i>-methyl and <i>O</i>-isopropyl monothiocarbonate (monoxanthate) derivatives of dimethyl-and diphenyltellurium(IV). Crystal structures of Me₂Te[SCO₂(i-Pr)]₂, Ph₂Te[SCO₂(i-Pr)]₂, Me₂TeCl[SCO₂Me], and Me₂TeBr[SCO₂(i-Pr)]
  作者：John E. Drake、Robert J. Drake、Layla N. Khasrou、Anil G. Mislankar、Raju Ratnani、Jincai Yang

  DOI：10.1139/v96-224

  日期：1996.11.1

  Monothiocarbonate derivatives of diorganotellurium(IV), R₂Te[SCO₂R′]₂, and R₂TeX[SCO₂R′], where R = Me, Ph; R′ = Me, i-Pr; X = Cl, Br, and I, have been prepared and characterized by vibrational and ¹H, ¹³C, and ¹²⁵Te NMR spectroscopy. Me₂Te[SCO₂(i-Pr)]₂ (2): P2₁/n (No. 14) with cell parameters a = 6.942(6) Å, b = 25.599(3) Å, c = 9.404(6) Å, β = 94.48(6)°, V = 1666(1) ų, Z = 4, R = 0.0648, R_w = 0.0624; Ph₂Te[SCO₂(i-Pr)]₂ (4): P2₁/n (No. 14) with a = 12.360(4) Å, b = 12.277(3) Å, c = 15.066(3) Å, β = 102.82(2)°, V = 2229.1(9) ų, Z = 4, R = 0.0368, R_w = 0.0312; Me₂TeCl[SCO₂Me] (5); P2₁/c (No. 14) with a = 5.193(2) Å, b = 18.118(4) Å, c = 9.613(5) Å, β = 91.31(6)°, V = 904.2(6) ų, Z = 4, R = 0.0396, R_w = 0.0361; and Me₂TeBr[SCO₂(i-Pr)] (8): P2₁/n (No. 14) with a = 11.701(2) Å, b = 6.250(2) Å, c = 16.152(2) Å, β = 98.43(1)°, V = 1168.4(4) ų, Z = 4, R = 0.0369, R_w = 0.0325. In all molecules, the immediate environment about tellurium is that of the saw-horse structure in which the lone pair is assumed to be stereochemically active and occupying an equatorial position in a distorted trigonal bipyramid. In 2 and 5, the terminal oxygen atoms are oriented toward tellurium, whereas in 4, one O(i-Pr) group is oriented toward tellurium, as it is in 8. In the latter cases, the terminal oxygen atoms act as weak bridges to form a pseudo dimeric species in 4 and a pseudo polymer in 8. Supramolecular interactions in 2 and 5 lead to a sulfur-bridged dimer in the former and a chlorine-bridged polymer in the latter. Key words: structure, tellurium, dimethyl, diphenyl, monothiocarbonates.

  二硫代碳酸二有机碲(IV)衍生物，R₂Te[SCO₂R′]₂，和R₂TeX[SCO₂R′]，其中R = Me，Ph；R′ = Me，i-Pr；X = Cl，Br和I，已经制备并通过振动和¹H，¹³C和¹²⁵Te核磁共振光谱表征。Me₂Te[SCO₂(i-Pr)]₂ (2)：P2₁/n (No. 14)，晶胞参数a = 6.942(6) Å，b = 25.599(3) Å，c = 9.404(6) Å，β = 94.48(6)°，V = 1666(1) ų，Z = 4，R = 0.0648，R_w = 0.0624；Ph₂Te[SCO₂(i-Pr)]₂ (4)：P2₁/n (No. 14)，a = 12.360(4) Å，b = 12.277(3) Å，c = 15.066(3) Å，β = 102.82(2)°，V = 2229.1(9) ų，Z = 4，R = 0.0368，R_w = 0.0312；Me₂TeCl[SCO₂Me] (5)；P2₁/c (No. 14)，a = 5.193(2) Å，b = 18.118(4) Å，c = 9.613(5) Å，β = 91.31(6)°，V = 904.2(6) ų，Z = 4，R = 0.0396，R_w = 0.0361；和Me₂TeBr[SCO₂(i-Pr)] (8)：P2₁/n (No. 14)，a = 11.701(2) Å，b = 6.250(2) Å，c = 16.152(2) Å，β = 98.43(1)°，V = 1168.4(4) ų，Z = 4，R = 0.0369，R_w = 0.0325。在所有分子中，碲的周围环境是锯马鞍结构，其中孤对电子被认为是立体化学活性的，并占据一个扭曲的三角双锥体的赤道位置。在2和5中，末端氧原子朝向碲，而在4中，一个O(i-Pr)基团朝向碲，就像在8中一样。在后一种情况下，末端氧原子作为弱桥连接形成了4中的伪二聚体物种和8中的伪聚合物。2和5中的超分子相互作用导致前者中的硫桥二聚体和后者中的氯桥聚合物。关键词：结构，碲，二甲基，二苯基，二硫代碳酸盐。