1-methoxy-1-(methylthio)allene | 22082-42-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: 1-methoxy-1-(methylthio)allene
• 英文别名: 1-methoxy-1-methylsulfanyl-propadiene；methyleneketene O,S-dimethyl thioacetal；1-Methoxy-1-(methylsulfanyl)propadiene
• CAS: 22082-42-4
• 化学式: C₅H₈OS
• 分子量: 116.184
• InChiKey: BCLXZEXBWGTMSR-UHFFFAOYSA-N

物化性质

• 沸点：
  162.2±10.0 °C(Predicted)
• 密度：
  0.929±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  十二羰基三铁 、 1-methoxy-1-(methylthio)allene 以 四氢呋喃 为溶剂， 以48%的产率得到(η1, η3-CH3S(CH3O)CCCH2)Fe2(CO)6
  参考文献：
  名称：

  硫代烯与十二碳三铁的反应：硫代烯丙基桥联二铁六羰基配合物的途径

  摘要：

  Thioallenes, RSC(X)=C=CH2 (R = CH3, C2H5, Ph; X = OCH3, H) react with Fe3(CO)12 to give products of type A. An additional product, B, is obtained when the thioallene used is PhSCH=C=CH2. A complex[GRAPHICS]of this type and the isomer in which the RS groups are in trans position also are obtained in low yield in the case of CH3SCH=C=CH2, in addition to the type B major product. The formation of (mu-RS)2Fe2(CO)6 as by-products indicates that some C-S bond cleavage occurs as well. The structures of one example each of structural types A and B have been determined: (eta1:eta3-CH38CHCCH2)Fe2(CO)6 (2a) for R = CH3, X = H; (eta3-PhSCHCCH2)2Fe2(CO)6 (15b) for R = Ph. Compound 2a crystallizes in the monoclinic space group P2(1)/c with a = 7.7134 (4) angstrom, b = 13.6321 (5) angstrom, c = 12.9757 (9) angstrom, beta = 102.318 (6)-degrees, V = 1333.0 (3) angstrom3, and Z = 4, and has refined to R = 0.041 and R(w) = 0.047 based on 2192 unique observations. Compound 15b crystallizes in the triclinic space group P1BAR with a = 10.938 (1) angstrom, b = 12.064 (2) angstrom, c = 9.806 (1) angstrom, alpha = 92.02 (1)-degrees, beta = 93.03 (1)-degrees; gamma = 68.15 (1)-degrees, V = 1199.2 (4) angstrom3, z = 2, and has refined to R = 0.038 and R(w) = 0.054 based on 3360 unique observations.

  DOI：

  10.1021/om00059a042
• 作为产物：
  描述：

  二甲基二硫 、 1-甲氧基-1,2-丙二烯 生成 1-methoxy-1-(methylthio)allene
  参考文献：
  名称：

  Hoff,S. et al., Recueil des Travaux Chimiques des Pays-Bas, 1968, vol. 87, p. 1179 - 1184

  摘要：

  DOI：

文献信息

• Hoff,S. et al., Recueil des Travaux Chimiques des Pays-Bas, 1968, vol. 87, p. 1179 - 1184
  作者：Hoff,S. et al.

  DOI：——

  日期：——
• Reactions of thioallenes with triiron dodecacarbonyl: a route to thioallyl-bridged diiron hexacarbonyl complexes
  作者：Dietmar Seyferth、Lea L. Anderson、William B. Davis、Martin Cowie

  DOI：10.1021/om00059a042

  日期：1992.11

  Thioallenes, RSC(X)=C=CH2 (R = CH3, C2H5, Ph; X = OCH3, H) react with Fe3(CO)12 to give products of type A. An additional product, B, is obtained when the thioallene used is PhSCH=C=CH2. A complex[GRAPHICS]of this type and the isomer in which the RS groups are in trans position also are obtained in low yield in the case of CH3SCH=C=CH2, in addition to the type B major product. The formation of (mu-RS)2Fe2(CO)6 as by-products indicates that some C-S bond cleavage occurs as well. The structures of one example each of structural types A and B have been determined: (eta1:eta3-CH38CHCCH2)Fe2(CO)6 (2a) for R = CH3, X = H; (eta3-PhSCHCCH2)2Fe2(CO)6 (15b) for R = Ph. Compound 2a crystallizes in the monoclinic space group P2(1)/c with a = 7.7134 (4) angstrom, b = 13.6321 (5) angstrom, c = 12.9757 (9) angstrom, beta = 102.318 (6)-degrees, V = 1333.0 (3) angstrom3, and Z = 4, and has refined to R = 0.041 and R(w) = 0.047 based on 2192 unique observations. Compound 15b crystallizes in the triclinic space group P1BAR with a = 10.938 (1) angstrom, b = 12.064 (2) angstrom, c = 9.806 (1) angstrom, alpha = 92.02 (1)-degrees, beta = 93.03 (1)-degrees; gamma = 68.15 (1)-degrees, V = 1199.2 (4) angstrom3, z = 2, and has refined to R = 0.038 and R(w) = 0.054 based on 3360 unique observations.