silver octadecanethiolate | 45239-84-7

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: silver octadecanethiolate
• 英文别名: Silver;octadecane-1-thiolate；silver;octadecane-1-thiolate
• CAS: 45239-84-7
• 化学式: Ag*C₁₈H₃₇S
• 分子量: 393.426
• InChiKey: IMHPQVGSRVATAP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  6.79
• 重原子数：
  20
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  silver octadecanethiolate 、 以 二氯甲烷 为溶剂， 生成 Pd2(acetato)(S(CH2)17(CH3))(C25H34NO2)2
  参考文献：
  名称：

  Mesogenic Dinuclear Cyclopalladated Derivatives with Mixed Bridges – Crystal Structure ofcis-[Bis({4,4′-di-n-butoxy}benzylideneaniline-C2,N)(μ-n-butylthiolato)(μ-chloro)dipalladium(II)]

  摘要：

  DOI：

  10.1002/(sici)1099-0682(199809)1998:9<1235::aid-ejic1235>3.0.co;2-9
• 作为产物：
  描述：

  十八硫醇 、 silver nitrate 在 triethylamine 作用下， 以 乙腈 为溶剂， 以>99的产率得到silver octadecanethiolate
  参考文献：
  名称：

  Mesogenic behavior of silver thiolates with layered structure in the solid state: covalent soaps

  摘要：

  The family of primary silver thiolate compounds AgSCnH2n+1 (n = 4, 6, 8, 10, 12, 16, and 18), which in the solid state consist of infinity 2[AgSR] layers with the R substituents extending perpendicular to both sides of a central slab of Ag and S atoms, behave as thermotropic liquid crystals. On heating they display successively lamellar (smectic A), cubic, and micellar mesophases; the range of appearance of the two former phases decreases with increasing length of R, so that for n greater-than-or-equal-to 12 only the micellar phase is observed on melting. X-ray diffraction studies on the lamellar phase for n = 6 reveal a packing rather similar to that found in the solid. For n = 18, X-ray diffraction shows that the micellar phase is a hexagonal columnar mesophase, which is understood as being the result of a rearrangement of the solid-state structure to form (AgSR)8 cyclic structures behaving as micelles.

  DOI：

  10.1021/ja00037a021

文献信息

• Mesogenic behavior of silver thiolates with layered structure in the solid state: covalent soaps
  作者：Maria J. Baena、Pablo Espinet、M. Carmen Lequerica、Anne Marie Levelut

  DOI：10.1021/ja00037a021

  日期：1992.5

  The family of primary silver thiolate compounds AgSCnH2n+1 (n = 4, 6, 8, 10, 12, 16, and 18), which in the solid state consist of infinity 2[AgSR] layers with the R substituents extending perpendicular to both sides of a central slab of Ag and S atoms, behave as thermotropic liquid crystals. On heating they display successively lamellar (smectic A), cubic, and micellar mesophases; the range of appearance of the two former phases decreases with increasing length of R, so that for n greater-than-or-equal-to 12 only the micellar phase is observed on melting. X-ray diffraction studies on the lamellar phase for n = 6 reveal a packing rather similar to that found in the solid. For n = 18, X-ray diffraction shows that the micellar phase is a hexagonal columnar mesophase, which is understood as being the result of a rearrangement of the solid-state structure to form (AgSR)8 cyclic structures behaving as micelles.
• The self-assembly of a layered material: metal-alkanethiolate bilayers
  作者：F. Bensebaa、T.H. Ellis、E. Kruus、R. Voicu、Y. Zhou

  DOI：10.1139/cjc-76-11-1654

  日期：——

  Layered materials composed of metal-alkanethiolate units have been synthesized and characterized. The self-assembly occurs at the interface between a metal-ion-containing aqueous phase and an alkanethiol-containing organic phase. Key features of the structure have been determined from X-ray diffraction and infrared spectroscopy measurements. The highly ordered bilayers are characterized by tilted, all-trans alkyl chains. A new model for the inplane structure has been presented, which is based on a hexagonal arrangement of metal atoms in the central plane.
• Characterization of Chain Molecular Assemblies in Long-Chain, Layered Silver Thiolates:  A Joint Infrared Spectroscopy and X-ray Diffraction Study
  作者：A. N. Parikh、S. D. Gillmor、J. D. Beers、K. M. Beardmore、R. W. Cutts、B. I. Swanson

  DOI：10.1021/jp983938b

  日期：1999.4.1

  The first direct characterization of structures of bi-molecular chain assemblies in a self-consistent series of pillared, layered organic-inorganic long-chain silver (n-alkane)thiolates, (AgS(CH2)(n)CH3; n = 5, 6, 9, 11, 15, and 17), is reported using the combined application of infrared transmission spectroscopy and powder X-ray diffraction. The structural attributes elucidated:include quantitative estimates of average chain orientation, chain conformation, chain-chain translational order, interpenetration of the contiguous layers, as well as void characteristics in the chain matrix. The evidence presented here establishes that the layered chain assemblies sandwiched between the inorganic Ag-S backbones in a double-layer arrangement are comprised of an ordered packing of all-trans-extended chains. The average chain in each assembly is oriented vertically away from the quasi-hexagonal Ag-S lattice, in a two-dimensional pseudo-monoclinic arrangement of domains of 60-70 translationally correlated chains. Small interpenetration between the contiguous layers leads to the formation of regularly spaced 1D channels or corridors. The three-dimensional network of 1D channels alternates between the chain layers. All the chain structural characteristics deduced here are, in good conformity with those implied in the model proposed earlier by Dance and co-workers. The present results, together with the previous X-ray analysis for comparable short-chain AgSRs, are used to propose a two-step, hierarchical self-assembly mechanism for the:formation of silver (n-alkyl) thiolates. It is proposed that the primary self-assembly process involves the organization of Ag+ and RS- species into puckered sheets of quasi-hexagonally symmetric 2D lattices, with the chain substituents extending on each side. The subsequent self-assembly of these 2D building blocks in the third dimension via complementary stacking appears to complete the formation of sandwiched bimolecular chain assemblies.
• Mesogenic Dinuclear Cyclopalladated Derivatives with Mixed Bridges – Crystal Structure ofcis-[Bis({4,4′-di-n-butoxy}benzylideneaniline-C2,N)(μ-n-butylthiolato)(μ-chloro)dipalladium(II)]
  作者：Julio Buey、Gustavo A. Díez、Pablo Espinet、Santiago García-Granda、Enrique Pérez-Carreño

  DOI：10.1002/(sici)1099-0682(199809)1998:9<1235::aid-ejic1235>3.0.co;2-9

  日期：1998.9