p-Methoxy-styryl-isobutyl-keton | 72178-64-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: p-Methoxy-styryl-isobutyl-keton
• 英文别名: 1-(4-Methoxyphenyl)-5-methylhex-1-en-3-one
• CAS: 72178-64-4
• 化学式: C₁₄H₁₈O₂
• 分子量: 218.296
• InChiKey: HISPXTCMDDBNTK-UHFFFAOYSA-N

物化性质

• 熔点：
  46 °C
• 沸点：
  190-191 °C(Press: 12 Torr)
• 密度：
  1.001±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  p-Methoxy-styryl-isobutyl-keton 在 lithium aluminium tetrahydride 、 copper(l) chloride 作用下， 以 乙醚 为溶剂， 生成 2-(4-methoxyphenyl)-6-methylheptan-4-ol
  参考文献：
  名称：

  Subrahmania Ayyar,K.; Krishna Rao,G.S., Canadian Journal of Chemistry, 1968, vol. 46, p. 1467 - 1472

  摘要：

  DOI：
• 作为产物：
  描述：

  4-甲基-2-戊酮 在 对甲苯磺酸 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.83h， 生成 p-Methoxy-styryl-isobutyl-keton
  参考文献：
  名称：

  Cyclopentane Construction by Rh-Catalyzed Intramolecular C−H Insertion:  Relative Reactivity of a Range of Catalysts

  摘要：

  The preparation and Rh-mediated cyclization of the alpha-diazoester 1 are outlined, and its utility in determining the elements that contribute to the reactivity of the intermediate Rh-carbenoid is presented. The rate of disappearance of diazo ester 1 catalyzed by several representative Rh(II) complexes was determined. The observed relative rate constants for the reaction of the Rh(II) complexes with 1 varied over a range of >10(7). The reactivity of the Rh-carbenoid intermediate was explored using the ratio of the sum of (3 + 4 + 5) to 2 (cyclization vs elimination), the ratio of 3 to the sum of (4 + 5) (chemo selectivity), and the ratio of 4 to 5 (diastereoselectivity). It is striking that these four measures of reactivity were found to be independent of each other.

  DOI：

  10.1021/jo0303766

文献信息

• Platinum(IV)-Catalyzed Synthesis of Unsymmetrical Polysubstituted Benzenes<i>via</i>Intramolecular Cycloaromatization Reaction
  作者：Shuyan Zheng、Jinghua Zhang、Zhengwu Shen

  DOI：10.1002/adsc.201500573

  日期：2015.9.14

  A one‐pot synthesis of polysubstituted benzene derivatives was achieved via a platinum(IV)‐catalyzed intramolecular cycloaromatization reaction. The reaction proceeds via a tandem skeletal rearrangment, dehydration and double bond isomerization, which proved to be very useful for the syntheses of a range of interesting polyalkyl‐substituted benzenes.

  通过铂（IV）催化的分子内环芳烃化反应可实现多取代苯衍生物的一锅法合成。该反应通过串联的骨架重排，脱水和双键异构化而进行，事实证明这对于合成一系列有趣的聚烷基取代的苯非常有用。
• Studies in sesquiterpenes—XXIV
  作者：M.V.R. Koteswara Rao、G.S. Krishna Rao、Sukh Dev

  DOI：10.1016/s0040-4020(01)82270-5

  日期：1966.1

  A total synthesis of (±)-4-isopropyl-trans-decalin-1,6-dione, a key intermediate in the cadinane series, and its conversion into (±)-cadinene dihydrochloride, is reported.

  据报道，全合成的（±）-4-异丙基-反式-癸烷-1,6-二酮是卡丁烷系列中的关键中间体，并已转化为（±）-卡丹烯二盐酸盐。
• Alba, A.; Aramendia, A.; Borau, V., Canadian Journal of Chemistry, 1984, vol. 62, p. 917 - 921
  作者：Alba, A.、Aramendia, A.、Borau, V.、Garcia-Raso, A.、Jimenez, C.、Marinas, J. M.

  DOI：——

  日期：——
• ——
  作者：K. P. Birin

  DOI：10.1023/a:1023958806825

  日期：——

  Silylation of gamma-nitro ketones of the general formula (RCOCH)-C-1(R-2)CH(R-3)CH(R-4)NO2 proceeded stereoselectively to give 2-[N,N-bis(trimethylsilyloxy)amino]-2,3-dihydrofurans, conjugated enoximes, silylation products of the carbonyl group or both functional groups, or N, N-bis(trimethylsilyloxy)enamine depending on the nature and positions of the substituents in the carbon skeleton. Dihydrofuran derivatives are formed for R-1 = Ar or cyclo-C3H5. Enoximes are generated as the silylation products of the starting ketones with enhanced P-proton mobility (R-3 CO2Me or 4-NO2C6H4). The presence of an alkyl group at the carbonyl function (R-1 = Alk) is favorable for the formation of enoximes. Finally, the introduction of a substituent at the a position with respect to the nitro group (R-4 = Me, CO2Me, or Ph) leads to the formation of silyl enolates. Under the action of NH4F in MeOH, dihydrofurans can be transformed into substituted furans in moderate yields.
• Subrahmania Ayyar,K.; Krishna Rao,G.S., Canadian Journal of Chemistry, 1968, vol. 46, p. 1467 - 1472
  作者：Subrahmania Ayyar,K.、Krishna Rao,G.S.

  DOI：——

  日期：——