Dec-1-ynylselanylbenzene | 81699-88-9

• 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: Dec-1-ynylselanylbenzene
• CAS: 81699-88-9
• 化学式: C₁₆H₂₂Se
• 分子量: 293.311
• InChiKey: DWXPRUPFKIYINQ-UHFFFAOYSA-N

物化性质

• 沸点：
  365.1±25.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.73
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  Dec-1-ynylselanylbenzene 在 ammonium peroxydisulfate 、 phenylselenenyl sulfate 作用下， 以 二氯甲烷 为溶剂， 生成 Benzyl 2-phenylselanyldecanoate
  参考文献：
  名称：

  A New Synthesis of α-Phenylseleno Esters and Acids from Terminal Alkynes

  摘要：

  炔基苯基硒化物可以从末端炔烃中易于合成，与对甲苯磺酸反应生成(Z)-α-(苯基硒代)乙烯对甲苯磺酸盐。这些化合物与苯基硒酸硫酯在醇或水存在下的反应，分别生成相应的α-苯基硒代酯或酸。

  DOI：

  10.1055/s-2001-13370
• 作为产物：
  描述：

  1-癸炔 、 二苯基二硒醚 在 碘苯二乙酸 作用下， 生成 Dec-1-ynylselanylbenzene
  参考文献：
  名称：

  A New Synthesis of α-Phenylseleno Esters and Acids from Terminal Alkynes

  摘要：

  炔基苯基硒化物可以从末端炔烃中易于合成，与对甲苯磺酸反应生成(Z)-α-(苯基硒代)乙烯对甲苯磺酸盐。这些化合物与苯基硒酸硫酯在醇或水存在下的反应，分别生成相应的α-苯基硒代酯或酸。

  DOI：

  10.1055/s-2001-13370

文献信息

• THE REACTION OF TERMINAL ALKYNES WITH THE REAGENT PREPARED FROM BENZENESELENENYL BROMIDE AND SILVER NITRITE. NOVEL EFFICIENT SYNTHESIS OF 1-ALKYNYL PHENYL SELENIDES
  作者：Takashi Hayama、Shuji Tomoda、Yoshito Takeuchi、Yujiro Nomura

  DOI：10.1246/cl.1982.1249

  日期：1982.8.5

  1-Alkynyl phenyl selenides were synthesized in good yields by the reaction of 1-alkynes with a new reagent prepared from benzeneselenenyl bromide and silver nitrite.

  通过 1-炔烃与由苯硒基溴和亚硝酸银制备的新试剂反应，以良好的收率合成了 1-炔基苯基硒化物。
• Cu(I)-CATALYZED REACTION OF TERMINAL ALKYNES WITH PHENYL SELENOCYANATE IN THE PRESENCE OF TRIETHYLAMIME. SYNTHESIS OF ALKYNYL SELENIDES¹
  作者：Shuji tomoda、Yoshito Takeuchi、Yujiro Nomura

  DOI：10.1246/cl.1982.253

  日期：1982.3.5

  Treatment of terminal alkynes with phenyl selenocyanate in dichloromethane in the presence of CuX(X=CN or Br) and triethylamine at room temperature gave 1-phenylseleno-1-alkynes in high yields.

  在室温下，在 CuX（X=CN 或 Br）和三乙胺的存在下，在二氯甲烷中用硒氰酸苯酯处理末端炔以高产率得到 1-苯基硒基-1-炔。
• Formation and electrophilic reactions of benzeneselenenyl p-toluenesulfonate. Preparation and properties of addition products with acetylenes
  作者：Thomas G. Back、K. Raman Muralidharan

  DOI：10.1021/jo00008a039

  日期：1991.4

  Benzeneselenenyl p-toluenesulfonate (1) was generated in situ by the reaction of silver p-toluenesulfonate with benzeneselenenyl chloride in acetonitrile. The reagent reacted with acetylenes by electrophilic 1,2-addition to afford the beta-(phenylseleno)vinyl p-toluenesulfonates 2-12, generally in high yield. The latter were formed preferentially by anti addition, but with poor regioselectivity, unless a strongly orienting group (e.g., phenyl) was present. Selenenyl sulfonate 1 was also unexpectedly produced via radical pathways by heating p-toluenesulfonic acid with AIBN in the presence of diphenyl diselenide, or from the pyrolysis of sulfinyl sulfone 15 with the diselenide. The regioisomeric adducts 3 and 4 were prepared from 1 and 1-decyne, and both underwent elimination with potassium tert-butoxide to afford the acetylenic selenide 19 initially, which isomerized to a 6:1 mixture of the propargylic and allenic selenides 20 and 21 upon further equilibration. A Fritsch-Buttenberg-Wiechell rearrangement is proposed for the elimination of 4. The syn elimination of the selenoxide of 4 required forcing conditions and afforded only ca. 20% of the corresponding allenic sulfonate 22. The electrophile 1 induced the efficient cyclization of 5-hexen-1-ol and 4-pentenoic acid to the corresponding pyran 24 and lactone 25, respectively. It failed to cyclize alkynols, but afforded the lactones 28 and 29 from 4-pentynoic acid in low yield.
• BACK, THOMAS G.;MURALIDHARAN, K. RAMAN, J. ORG. CHEM., 56,(1991) N, C. 2781-2787
  作者：BACK, THOMAS G.、MURALIDHARAN, K. RAMAN

  DOI：——

  日期：——
• TOMODA, SHUJI;TAKEUCHI, YOSHITO;NOMURA, YUJIRO, CHEM. LETT., 1982, N 3, 253-256
  作者：TOMODA, SHUJI、TAKEUCHI, YOSHITO、NOMURA, YUJIRO

  DOI：——

  日期：——