(烯丙氧基)乙腈 | 51336-63-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: (烯丙氧基)乙腈
• 英文名称: (allyloxy)acetonitrile
• 英文别名: Acetonitrile, (2-propenyloxy)-；2-prop-2-enoxyacetonitrile
• CAS: 51336-63-1
• 化学式: C₅H₇NO
• 分子量: 97.1167
• InChiKey: FWOOZWFDWXSHHM-UHFFFAOYSA-N

物化性质

• 沸点：
  67-69 °C(Press: 25 Torr)
• 密度：
  0.917±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (烯丙氧基)乙腈 生成 glyoxylonitrile
  参考文献：
  名称：

  Vallee, Yolande; Ripoll, Jean-Louis; Lacombe, Sylvie, Journal of Chemical Research, Miniprint, 1990, # 2, p. 401 - 412

  摘要：

  DOI：
• 作为产物：
  描述：

  3,5-Bis-allyloxymethyl-[1,2,4]triazol-4-ylamine 在 lead(IV) acetate 作用下， 生成 (烯丙氧基)乙腈
  参考文献：
  名称：

  On the lead tetraacetate oxidation of 4-amino-1,2,4-triazoles, 1-amino- and 2-amino-1,2,3-triazoles

  摘要：

  DOI：

  10.1007/bf00810114

文献信息

• Regiospecific synthesis of .beta.,.gamma.-unsaturated ketones from allylic alcohols. Claisen rearrangement of .alpha.-allyloxy ketone enol derivatives
  作者：Joseph L. C. Kachinsky、Robert G. Salomon

  DOI：10.1021/jo00359a004

  日期：1986.5
• Movsum-zade,E.M. et al., Journal of Organic Chemistry USSR (English Translation), 1976, vol. 12, p. 1659 - 1662
  作者：Movsum-zade,E.M. et al.

  DOI：——

  日期：——
• 706. Molecular rearrangement and fission of ethers by alkaline reagents
  作者：J. Cast、T. S. Stevens、J. Holmes

  DOI：10.1039/jr9600003521

  日期：——
• Cyclizations in the homolytic reactions of unsaturated nitriles withtert-butylmercury halides in the presence of proton donors
  作者：Glen A. Russell、Ping Chen

  DOI：10.1002/(sici)1099-1395(1998100)11:10<715::aid-poc30>3.0.co;2-e

  日期：1998.10

  Cyclizations are observed in the homolytic reactions of t-BuHgI with CH2=CHCH2YCH2CN [Y = CH2, O, CMe2, C(CO2Et)(2), NCH2CN] and CH2=CHCH2CH2YCH2CN [Y = CH2, O, C(CO2Et)(2)] in Me2SO in the presence of hydriodic acid. Only with Y = C(CO2Et)(2) does the adduct radical, t-BuCH2(C) over dot HCH2YCH2CN, undergo facile 5-exo cyclization in the absence of a proton donor. The other 5-exo and all 6-exo cyclizations require substrate protonation to yield t-BuCH2CH(CH2)(n)YCH2C=NH+ (n = 1, 2), which cyclizes readily to the iminium radical cation followed by electron transfer with I- or t-BuHgI2- to form the imine as a precursor to the cyclopentanone or cyclohexanone upon hydrolysis. For CH2=CHCH2C(CO2Et)(2)CH2CN the formation of the cyclopentanone is dramatically promoted by NH4I in the dark in the absence of any other acid. In this case, where cyclization of the adduct radical occurs readily without substrate activation, protonation of the cyclized iminyl radical allows the electron transfer with I- or t-BuHgI2- to occur with regeneration of t-Bu-.. A similar effect is observed with CH2=CHCH2C(CO2Et)(2)CH2N3 where only a slow reaction is observed upon photolysis with t-BuHgI in the absence of NH4I, although apparently cyclization of t-BuCH2(C) over dot HCH2C(CO2Et)(2)CH2N3 (with loss of N-2) occurs readily. In the presence of NH4I the cyclized aminyl radical can be protonated and the resulting amine radical cation readily reduced by I- or t-BuHgI2- to continue a chain process. With the thioesters CH2=CHCH2YCH2C(O)SPh [Y = O, CH2, CMe2, C(CO2Et)(2)] significant cyclization upon photolysis with t-BuHgX occurred only for Y = C(CO2Et)(2). (C) 1998 John Wiley & Sons, Ltd.
• Dye receptive fiber forming acrylonitrile polymer containing 2-alkyleneoxy substituted imidazolines and blends thereof with acrylonitrile polymer
  申请人：CHEMSTRAND CORP

  公开号：US02867602A1

  公开（公告）日：1959-01-06