2,2-diethoxy-1-phenylpropane | 71094-32-1

• 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: 2,2-diethoxy-1-phenylpropane
• 英文别名: 2,2-Diethoxy-1-phenylpropan；1-Phenyl-2,2-diethoxy-propan；(2,2-diethoxy-propyl)-benzene；phenyl-acetone-diethylacetal；Phenyl-aceton-diaethylacetal；(2,2-Diethoxypropyl)benzene；2,2-diethoxypropylbenzene
• CAS: 71094-32-1
• 化学式: C₁₃H₂₀O₂
• 分子量: 208.301
• InChiKey: HWURBSAOCHNIFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2-diethoxy-1-phenylpropane 生成 ethyl-(1-methyl-2-phenyl-vinyl)-ether
  参考文献：
  名称：

  Shiho; Kanayama, Nippon Kagaku Kaishi/Journal of the Chemical Society of Japan, 1944, vol. 65, p. 237,238

  摘要：

  DOI：
• 作为产物：
  描述：

  原甲酸三乙酯 、 苯基丙酮 在 四溴环己二烯-1-酮 作用下， 以 乙醇 为溶剂， 反应 1.25h， 以87%的产率得到2,2-diethoxy-1-phenylpropane
  参考文献：
  名称：

  2,4,4,6-Tetrabromo-2,5-cyclohexadienone (TABCO) as a Versatile, Efficient, and Chemoselective Catalyst for the Acetalization and Transacetalization of Carbonyl Compounds, the Preparation of Acetonides from Epoxides and Acylals (1,1-Diacetates) from Aldehydes

  摘要：

  介绍了在催化量的2,4,4,6-四溴-2,5-环己二烯酮（TABCO）存在下，从羰基化合物高效且化学选择性地制备缩醛和缩酮、缩醛交换反应、环氧化合物转化为乙缩醛以及醛制备酰缩醛的方法。

  DOI：

  10.1246/bcsj.75.2195

文献信息

• 2,4,4,6-Tetrabromo-2,5-cyclohexadienone (TABCO), N-Bromosuccinimide (NBS) and Bromine as Efficient Catalysts for Dithioacetalization and Oxathioacetalization of Carbonyl Compounds and Transdithioacetalization Reactions
  作者：Nasser Iranpoor、Habib Firouzabadi、Hamid Reza Shaterian、M. A. Zolfigol

  DOI：10.1080/10426500211712

  日期：2002.5.1

  6-tetrabromo-2,5-cyclohexadienone (TABCO), N-bromosuccinimide (NBS), and bromine as efficient catalysts for conversion of carbonyl compounds to their cyclic and acyclic dithioacetals and 1,3-oxathiolanes under mild reaction conditions are described. These catalysts are also used for efficient transdithioacetalization of acetals, diacetals, ketals, acylals, enamines, hydrazones, and oximes with high

  使用 2,4,4,6-四溴-2,5-环己二烯酮 (TABCO)、N-溴代琥珀酰亚胺 (NBS) 和溴作为有效催化剂将羰基化合物转化为环状和无环二硫缩醛和 1,3-描述了在温和反应条件下的硫杂环戊烷。这些催化剂还用于在硫醇存在下以高产率有效地将缩醛、二缩醛、缩酮、酰基、烯胺、腙和肟转二硫缩醛。
• Regioselective Addition of Alcohols to Internal 1-Aryl-1-alkynes Catalyzed by a Triangular Heterobimetallic Ir₂Pd Sulfido Cluster
  作者：Dai Masui、Youichi Ishii、Masanobu Hidai

  DOI：10.1246/cl.1998.717

  日期：1998.8

  The triangular heterobimetallic sulfido cluster[(Cp*Ir)2(μ3-S)2PdCl2] prepared from [PdCl2(cod)] and [Cp*IrCl(μ-SH)2IrCp*Cl] was found to catalyze the addition of alcohols to alkynes to give the corresponding ketals. In particular, internal 1-aryl-1-alkynes were transformed into the corresponding 2,2-dialkoxy-1-arylalkanes with high regioselectivity. The analogous Ir2PtS2 cluster proved to be much less selective.

  研究发现，由[PdCl2(cod)]和[Cp*IrCl(μ-SH)2IrCp*Cl]制备的三角形杂多金属硫化物簇[(Cp*Ir)2(μ3-S)2PdCl2]能催化醇与炔的加成反应，生成相应的酮。特别是，内部 1-芳基-1-炔以高区域选择性转化为相应的 2,2-二烷氧基-1-芳基烷。事实证明，类似的 Ir2PtS2 簇的选择性要低得多。
• Lifetimes of .alpha.-dialkoxy carbocations produced via radical cations generated by electron transfer and photoionization in aqueous solution
  作者：S. Steenken、R. A. McClelland

  DOI：10.1021/ja00195a061

  日期：1989.6

  Obtention des carbocations diethoxy-1,1 alkylium par reaction du diethylacetal de phenyl-1 alcanones-2 avec le radical SO 4 −•

  获得碳正离子二乙氧基-1,1 烷基对反应二乙缩醛脱苯基-1 烷酮-2 avec le 自由基 SO 4 −•
• Pocar,D. et al., Gazzetta Chimica Italiana, 1965, vol. 95, p. 1220 - 1236
  作者：Pocar,D. et al.

  DOI：——

  日期：——
• Synthesis and structures of heterobimetallic Ir2M (MPd, Pt) sulfido clusters and their catalytic activity for regioselective addition of alcohols to internal 1-aryl-1-alkynes
  作者：Dai Masui、Takuya Kochi、Zhen Tang、Youichi Ishii、Yasushi Mizobe、Masanobu Hidai

  DOI：10.1016/s0022-328x(00)00619-7

  日期：2001.2

  The heterobimetallic trinuclear sulfido clusters [(Cp*Ir)(2)(mu (3)-S)(2)MCl2] (M = Pd (3), Pt (4); Cp* = eta (5)-C5Me5) were synthesized from the dinuclear hydrogensulfido complex [Cp*IrCl(mu -SH)(2)IrCp*Cl] (2) and [MCl2(COD)] (COD = cycloocta-1,5-diene), while the reaction of 2 with [Pd(PPh3)(4)] afforded the cationic trinuclear cluster [(Cp*Ir)(2)(mu (3)-S)(2)PdCl(PPh3)]Cl (5). Clusters 3 and 4 reacted with PPh3 to give a series of mono and dicationic clusters including 5, while the dicationic clusters [(Cp*Ir)(2)(mu (3)-S)(2)M(dppe)][BPh4](2) (M = Pd (9), Pt (10); dppe = Ph2PCH2CH2PPh2) were obtained by the reaction with dppe followed by anion metathesis. The molecular structures of 5 . CH2Cl2, 9 . CH3COCH3, and 10 . CH3COCH3 were determined by X-ray crystallography. Clusters 3 and 4 were found to catalyze the addition of alcohols to alkynes to give the corresponding acetals. Internal 1-aryl-1-alkynes were transformed by cluster 3 into the corresponding 2,2-dialkoxy-1-arylalkanes with high regioselectivity up to 99:1, while cluster 4 was a much less regioselective catalyst. (C) 2001 Elsevier Science B.V. All rights reserved.