(Z)-3-(4-methoxyphenyl)-2-methylprop-2-enenitrile | 53587-73-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (Z)-3-(4-methoxyphenyl)-2-methylprop-2-enenitrile
• CAS: 53587-73-8
• 化学式: C₁₁H₁₁NO
• 分子量: 173.214
• InChiKey: HXGNAXWUFOFKAI-CLFYSBASSA-N

物化性质

• 沸点：
  316.9±17.0 °C(Predicted)
• 密度：
  1.055±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(hydroxy(4-methoxyphenyl)methyl)acrylonitrile 在 三(五氟苯基)硼烷 polymethylhydrosiloxane 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以80%的产率得到(Z)-3-(4-methoxyphenyl)-2-methylprop-2-enenitrile
  参考文献：
  名称：

  Synthesis of trisubstituted alkenes by reductive dehydroxylation of Baylis–Hillman adducts using polymethylhydrosiloxane (PMHS) and catalytic B(C6F5)3

  摘要：

  B(C6F5)(3) as a catalyst and polymethylhydrosiloxane as a hydride source have been employed for the reductive dehydroxylation of Baylis-Hillman adducts wherein the hydride adds in an S(N)2' manner onto the unactivated allyl alcohol moiety with concomitant elimination of the hydroxy group along with double bond migration. The products formed were found to be E in the case of ester adducts and Z in the case of nitrile adducts. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.03.014

文献信息

• Palladium catalysed regio and stereoselective reduction of Baylis-Hillman coupling products derived allylic acetates
  作者：Kandaswamy Pachamuthu、Yashwant D. Vankar

  DOI：10.1016/s0040-4039(98)01049-1

  日期：1998.7

  Acetates derived front a variety of the Baylis-Hillman products undergo reduction with HCOOH in the presence of Et3N. Pd(OAc)(2), and dppe (or tri-isopropylphosphite) to yield the corresponding trisubstituted Z-olefins in good yields displaying high regio and stereoselectivity. (C) 1998 Published by Elsevier Science Ltd. All lights reserved.
• [EN] NOVEL CATHODE BUFFER LAYER MATERIAL AND ORGANIC OR ORGANIC/INORGANIC HYBRID PHOTOELECTRIC DEVICE COMPRISING SAME<br/>[FR] NOUVEAU MATÉRIAU D'UNE COUCHE TAMPON DE CATHODE ET DISPOSITIF PHOTOÉLECTRIQUE HYBRIDE ORGANIQUE/INORGANIQUE LE COMPRENANT<br/>[KO] 신규 캐소드 버퍼층 소재, 및 이를 포함하는 유기 또는 유/무기 하이브리드 광전소자
  申请人：KOREA RES INST CHEMICAL TECH

  公开号：WO2020017739A1

  公开（公告）日：2020-01-23

  본 발명은 신규 캐소드 버퍼층 소재 및 이를 포함하는 유기 또는 유/무기 하이브리드 광전소자에 관한 것으로, 본 발명의 신규 화합물을 유기 광전소자, 예를 들어 유기태양전지, 유기포토다이오드, 콜로이드상 양자점 태양전지 및 페로브스카이트 태양전지 등의 캐소드 버퍼층에 적용할 경우, 상기 신규 화합물의 높은 쌍극자모멘트를 통해 전자 수송층의 표면 특성을 개선하여, 광활성층으로부터 캐소드 전극으로의 전자 추출이 용이하게 되고, 직렬 저항(series resistance) 및 누설 전류(leakage current)를 감소시키는 효과를 나타내어, 제작되는 유기 또는 유/무기 하이브리드 광전소자(유기태양전지, 유기포토다이오드, 콜로이드상 양자점 태양전지 및 페로브스카이트 태양전지 등)의 성능을 현저히 향상시킬 수 있는 바, 산업적으로 유용한 효과가 있다.
• Synthesis of trisubstituted alkenes by reductive dehydroxylation of Baylis–Hillman adducts using polymethylhydrosiloxane (PMHS) and catalytic B(C6F5)3
  作者：S. Chandrasekhar、G. Chandrashekar、K. Vijeender、M. Srinivasa Reddy

  DOI：10.1016/j.tetlet.2006.03.014

  日期：2006.5

  B(C6F5)(3) as a catalyst and polymethylhydrosiloxane as a hydride source have been employed for the reductive dehydroxylation of Baylis-Hillman adducts wherein the hydride adds in an S(N)2' manner onto the unactivated allyl alcohol moiety with concomitant elimination of the hydroxy group along with double bond migration. The products formed were found to be E in the case of ester adducts and Z in the case of nitrile adducts. (c) 2006 Elsevier Ltd. All rights reserved.