(S)-(+)-1-茚满基异硫氰酸酯 | 737000-84-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 中文名称: (S)-(+)-1-茚满基异硫氰酸酯
• 英文名称: (S)-(+)-1-indanyl isothiocyanate
• 英文别名: (S)-(+)-indanylisothiocyanate；(1S)-1-isothiocyanato-2,3-dihydro-1H-indene
• CAS: 737000-84-9
• 化学式: C₁₀H₉NS
• 分子量: 175.254
• InChiKey: YQGGEOQEFFXRLO-JTQLQIEISA-N

物化性质

• 沸点：
  108-113°C 0,1mm
• 密度：
  1,146 g/cm3
• 闪点：
  108-113°C/0.1mm

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  44.4
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  6.1

反应信息

• 作为反应物：
  描述：

  trans-PdEt2(PMe3)2 、 (S)-(+)-1-茚满基异硫氰酸酯 以 四氢呋喃 为溶剂， 反应 5.0h， 以72%的产率得到
  参考文献：
  名称：

  Reactivities of organic isothiocyanates and thiocyanates toward dialkyl bis(phosphine) complexes of palladium(II) and platinum(II)

  摘要：

  Room-temperature reactions of trans-[PdEt2L2] (L = PMe3, PEt3, PMe2Ph) with organic isothiocyanates 1R-NCS; R = benzyl; CH(CH3)Ph, R-(-) and S-(+); indanyl, S-(+)] afforded the S,S-coordinated Pd(II) complexes [Pd(S2C=N-R)L-2] containing a dithiocarbonimidato (S2C--,--N-R) group. Similar reactions involving allyl isothiocyanates produced the cationic eta(3)-allyl Pd complex [Pd(eta(3)-allyl)(PMe3)(2)](+)(NCS)(-). When [Pd(S2C=N-R)(PMe3)(2)] was treated with 1 equiv of a chelating phosphine [L-L = depe (1,2-bis(diethylphosphino)ethane) and dmpe (1,2-bis(dimethylphosphino)ethane)1, the corresponding complexes [Pd(S2C=N-R)(L-L)] were produced. Reactions of trans-[PdEt2L2] (L = PMe3, PMe2Ph) with organic thiocyanates (R-SCN; R = benzyl, Et) resulted in the formation of [Pd(CN)(2)L-2] and an organic disulfide by S-C bond cleavage of R-SCN. However, similar reactions of the dimethyl analogs, trans-[PdMe2L2] (L = PMe3, PEt3), with benzyl thiocyanate afforded different products, [Pd(NCS)(2)L-2] or [PdMe(NCS)L-2]. Treating [Pt(styrene)(PMe3)(2)] with benzyl isothiocyanate gave the S-coordinated dithiocarbonimidato Pt(II) complex, [Pt(S2C=N-R)(Me3P)(2)] (R = benzyl). In contrast, cis-[PtEt2(PMe3)(2)] reacted with the isothiocyanate to afford the trialkyl Pt(IV) complex [PtEt2(SCN)(CH2Ph)(PMe3)(2)]. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.10.020

文献信息

• Insecticidal hydroxyethyl thlourea derivatives
  申请人：Bayer CropScience AG

  公开号：EP1977646A1

  公开（公告）日：2008-10-08

  The present invention relates to novel derivatives of substituted hydroxyethyl thiourea derivatives, to processes for their preparation and to their use for controlling animal pests, especially arthropods, in particular insects.

  本发明涉及新型的取代羟基乙基硫脲衍生物，其制备方法以及它们在控制动物害虫，特别是节肢动物，尤其是昆虫方面的应用。
• Bis(phosphine)-Pd(II) and -Pt(II) complexes containing chiral tetrazole-thiolato rings: Synthesis, structures, and reactivity toward some electrophiles
  作者：Hyuck Hee Lee、Sam-Yong Han、Young Soo Gyoung、Yong-Joo Kim、Kyung-Eun Lee、Young Ok Jang、Soon W. Lee

  DOI：10.1016/j.ica.2011.08.053

  日期：2011.11

  Bis(azido)bis(phosphine)-Pd(II) and -Pt(II) complexes, [M(N3)2L2] L = PMe3, PEt3, PMe2Ph, dppe = 1,2-bis(diphenylphosphino)ethane}, underwent 1,3-dipolar cycloaddition with organic chiral isothiocyanates (R∗–NCS: R∗ = (S)-(+)-1-phenylethyl, (R)-(−)-1-phenylethyl, (±)-1-phenylethyl, (S)-(+)-1-indanyl) to give the corresponding tetrazole-thiolato Pd(II) and Pt(II) complexes, trans-[MS[CN4(R∗)]}2L2] or [MS[CN4(R∗)]}2(dppe)]

  双（叠氮基）双（膦）-Pd（II）和-Pt（II）络合物，[M（N 3）2大号2 ] L = PME 3，PET 3，PME 2 PH，DPPE = 1,2-双（二苯基膦基）乙烷}，与有机手性异硫氰酸酯（R ∗ –NCS：R ∗  =（S）-（+）-1-苯乙基，（R）-（-）-1-苯乙基）进行1,3-偶极环加成反应，（±）-1-苯乙基，（S）-（+）-1-茚满基），得到相应的四唑-硫醇基Pd（II）和Pt（II）配合物，反式-[M S [CN 4（R ∗）]} 2 L 2 ]或[M S [CN 4（R ∗）]} 2（DPPE）]。产物的光谱（IR和NMR）和X射线结构分析表明，在整个反应过程中保留了起始有机异硫氰酸酯的绝对构型。用亲电子试剂如HCl或苯甲酰氯对分离的四唑-硫醇基络合物进行进一步处理，得到含有四唑硫酮或四唑基硫醚基团的杂环化合物。此外，在水存在下，由NaN 3和R ∗