2-nitrophenyl vinyl sulfide | 54848-82-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-nitrophenyl vinyl sulfide
• 英文别名: (o-Nitrophenyl)vinylsulfid；1-Ethenylsulfanyl-2-nitrobenzene
• CAS: 54848-82-7
• 化学式: C₈H₇NO₂S
• 分子量: 181.215
• InChiKey: BUIIFVBUEBHYHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-nitrophenyl vinyl sulfide 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以82%的产率得到2-nitrophenyl vinyl sulfoxide
  参考文献：
  名称：

  Silicon in synthesis. 8. Vinyltrimethylsilane, a convenient ethylene equivalent for the synthesis of vinyl arylsulfides, vinyl arylsulfoxides, thiosilylketene acetals, and fused cyclopentenones

  摘要：

  DOI：

  10.1021/jo01294a026
• 作为产物：
  描述：

  1-<2-Brom-aethylthio>-2-nitro-benzol 在 potassium carbonate 、 邻苯二酚 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-nitrophenyl vinyl sulfide
  参考文献：
  名称：

  Azo and azoxythiacrown ethers: synthesis and properties

  摘要：

  A series of 16- and 18-membered azo- and azoxythiacrown ethers have been synthesized by reductive macrocyclization of the respective bis(nitrophenoxy)oxaalkanes. The aromatic residues located in the polyether region of the molecule were introduced to macrocyclic skeletons and their affinities toward different groups of metal cations in ion-selective electrodes were described. X-ray structures for one dinitropodand and one azoxybenzothiacrown exhibiting strong pi-pi and pi-H interactions have been found. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.09.100

文献信息

• Reactions of aromatic sulphenyl compounds with organotin compounds
  作者：James L. Wardell、Siddique Ahmed

  DOI：10.1016/s0022-328x(00)80488-x

  日期：1974.10

  aryltin bonds, ArSn, when the aryl groups contain strongly electron releasing substituents, to give monosulphides, RSAr. The reaction of o-NO2C6H4SCl and Ph3SnCHCH2 gave both the cleavage product, CH2CHSC6H4NO2-o, and the addition product, Ph3SnCHClCH2SC6H4NO2-o. Other organotin bonds cleaved by o-NO2C6H4SCl are p-MeC6H4SCH2CH2Sn (to give p-MeC6H4SSC6H4NO2-o) and allyltin bonds, which yield both rearranged

  当芳基含有强电子释放取代基时，芳族亚硫酰卤和硫氰酸盐RSX会裂解芳基键ArSn，从而生成单硫化物RSAr。的反应Ô -NO 2 ç 6 ħ 4 SCL和博士3 SnCHCH 2给了两个裂解产物，CH 2 CHSC 6 ħ 4 NO 2 - Ó，和加成产物中，Ph 3 SnCHClCH 2 SC 6 H ^ 4 NO 2 - o。其他有机锡键被o -NO 2裂解Ç 6 ħ 4 SCL均为p -MeC 6 ħ 4 SCH 2 CH 2 Sn（以得到p -MeC 6 ħ 4 SSC 6 ħ 4 NO 2 - ö）和allyltin债券，其产生两个重排和未重排的烯丙基硫化物。
• Sulphur-substituted organometallic compounds. Part II. Reaction of vinyltin compounds with arenesulphenyl halides and thiocyanates and some properties and reactions of the (2-arylthio-1-halogenoethyl)-triphenyltin addition products
  作者：James L. Wardell

  DOI：10.1039/dt9750001786

  日期：——

  Vinyltin compounds, [R3Sn(CHCH2)](R = Me and Ph), react with sulphenyl chlorides and thiocyanates, R′SX, in aprotic solvents to give products of addition (Markownikoff) to the vinyl bond and cleavage of the vinyl–tin bond [equation (i)]. Cleavage products are exclusively obtained from the most reactive sulphenyl chloride [R3Sn(CHCH2)]+ R′SX →[R3Sn(CHXCH2SR′)]+ CH2CHSR′+[R3SnX](i) used, p-MeC6H4SCI

  乙烯基锡化合物[R 3 Sn（CH CH 2）]（R = Me和Ph）在非质子传递溶剂中与亚硫酰氯和硫氰酸酯R'SX反应，生成乙烯基键加成产物（Markownikoff）并裂解乙烯基-锡键[等式（i）]。裂解产物仅从反应性最强的亚磺酰氯[R 3 Sn（CH CH 2）] + R'SX → [R 3 Sn（CHXCH 2 SR'）] + CH 2 CHSR'+ [R 3 SnX]（i ）p -MeC 6 H 4 SCI，而裂解和加成发生在低亲电性物质2-O 2上N-4-YC 6 H 3 SX（Y = H，Me或NO 2； X = Cl或SCN）。亚磺酸酯不反应。加合物[Ph 3 Sn-（CHXCH 2 SR'）]在极性溶剂（例如CHCl 3）中是热不稳定的，得到CH 2 = CHSR'。它们与亚硫酰卤R“ SX'反应，生成不对称的二硫化物R'SSR”，CH 2 CHX。和[Ph 3 SnX']。这种类型的反应与Br
• COOKE F.; MOERCK R.; SCHWINDEMAN J.; MAGNUS P., J. ORG. CHEM., 1980, 45, NO 6, 1046-1053
  作者：COOKE F.、 MOERCK R.、 SCHWINDEMAN J.、 MAGNUS P.

  DOI：——

  日期：——
• Silicon in synthesis. 8. Vinyltrimethylsilane, a convenient ethylene equivalent for the synthesis of vinyl arylsulfides, vinyl arylsulfoxides, thiosilylketene acetals, and fused cyclopentenones
  作者：Frank Cooke、Rudi Moerck、James Schwindeman、Philip Magnus

  DOI：10.1021/jo01294a026

  日期：1980.3
• Azo and azoxythiacrown ethers: synthesis and properties
  作者：Ahmet Kertmen、Jolanta Szczygelska-Tao、Jarosław Chojnacki

  DOI：10.1016/j.tet.2013.09.100

  日期：2013.12

  A series of 16- and 18-membered azo- and azoxythiacrown ethers have been synthesized by reductive macrocyclization of the respective bis(nitrophenoxy)oxaalkanes. The aromatic residues located in the polyether region of the molecule were introduced to macrocyclic skeletons and their affinities toward different groups of metal cations in ion-selective electrodes were described. X-ray structures for one dinitropodand and one azoxybenzothiacrown exhibiting strong pi-pi and pi-H interactions have been found. (C) 2013 Elsevier Ltd. All rights reserved.