2-cyclohexenyl thiocyanate | 2696-78-8

• 分子结构分类: 有机化合物 - 有机硫化合物
• 英文名称: 2-cyclohexenyl thiocyanate
• 英文别名: 3-Thiocyano-cyclohexen；3-Thiocyanatocyclohexene；cyclohex-2-en-1-yl thiocyanate
• CAS: 2696-78-8
• 化学式: C₇H₉NS
• 分子量: 139.221
• InChiKey: YNAGDBBGVDDMQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  49.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-cyclohexenyl thiocyanate 、 乙醇 以56%的产率得到
  参考文献：
  名称：

  HUBER S.; STAMOULI P.; JENNY T.; NEIER R., HELV. CHEM. ACTA, 69,(1986) N 8, 1898-1915

  摘要：

  DOI：
• 作为产物：
  描述：

  异硫氢酸三甲基硅酯 、 3-溴环己烯 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以93%的产率得到2-cyclohexenyl thiocyanate
  参考文献：
  名称：

  Optimized access to alkyl thiocyanates

  摘要：

  Functionalized alkyl thiocyanates are synthesized in high yields from corresponding halides via in situ formation of tetra n-butylammonium thiocyanate. Use of this mild but efficient thiocyanation reagent limits the amounts of by-products. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01846-9

文献信息

• 2-Hydroxy-N,N,N-tributylethanaminium thiocyanate as solvent and reagent for the preparation of alkyl thiocyanates
  作者：Farajollah Mohanazadeh、Magid Aghvami

  DOI：10.1016/j.tetlet.2007.07.222

  日期：2007.10

  2-Hydroxy-N,N,N-tributylethanaminium thiocyanate was utilized as both solvent and reagent for the conversion of alkyl halides to the corresponding alkyl thiocyanates in good yields under mild conditions. (C) 2007 Elsevier Ltd. All rights reserved.
• The Preparation and Isomerization of 3-Thiocyanocyclohexene
  作者：David W. Emerson、Janet Klapprodt Booth

  DOI：10.1021/jo01018a520

  日期：1965.7
• [EN] COMPOSITIONS AND METHODS FOR PREPARING REGIO- AND STEREOSELECTIVE ALICYCLIC ALKENE ISOTOPOLOGUES AND STEREOISOTOPOMERS<br/>[FR] COMPOSITIONS ET PROCÉDÉS POUR PRÉPARER DES STÉRÉOISOTOPOMÈRES ET DES ISOTOPOLOGUES D'ALCÈNES ALICYCLIQUES RÉGIO- ET STÉRÉOSÉLECTIFS
  申请人：UNIV VIRGINIA PATENT FOUNDATION

  公开号：WO2020257299A1

  公开（公告）日：2020-12-24

  A method for preparing isotopologues and/or stereoisotopomers of cyclic and heterocyclic alkenes and dienes is described. The method provides regio- and/or stereospecific addition of hydrogen, deuterium, tritium and a variety of other substituents to arenes, heteroarenes, and alicyclic compounds that have multiple carbon-carbon double bonds, thereby providing discrete isotopologues and stereoisotopomers of cyclic and heterocyclic alkenes and dienes with high isotopic purity and in high enantiomeric excess. Also described are isotopologues and stereoisotopomers of cyclic and heterocyclic alkenes and dienes, such as isotopologues and stereoisotopomers of cyclohexene and tetrahydropyridine, as well as products thereof, such as isotopologues and stereoisotopomers of piperidines and piperidine-containing compounds, such as methylphenidate. In addition, a method of determining the absolute configuration of stereoisotopomers of cyclohexenes is described.