beta-乙氧基丙烯醛 | 19060-08-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: beta-乙氧基丙烯醛
• 中文别名: 3-乙氧基丙烯醛
• 英文名称: 3-ethoxyacrolein
• 英文别名: β-ethoxyacrolein；β-Aethoxy-acrolein；3-Aethoxy-acrolein；3-Ethoxyprop-2-enal
• CAS: 19060-08-3
• 化学式: C₅H₈O₂
• 分子量: 100.117
• InChiKey: SYIPIVAOEFWMBA-UHFFFAOYSA-N

物化性质

• 沸点：
  77-81 °C(Press: 14 Torr)
• 密度：
  0.9835 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 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：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2912499000

反应信息

• 作为反应物：
  描述：

  beta-乙氧基丙烯醛 在 六甲基磷酰三胺 、 叔丁基锂 、 sodium hydride 作用下， 以 乙二醇二甲醚 为溶剂， 反应 28.0h， 生成 rac-4'β-Ethoxy-1',4',4'a,5',8',8'a-hexahydro-4'aα,6',7'-trimethylspiro-5',8'-dion
  参考文献：
  名称：

  Diels - Alder -Reaktionen mit 3-Cyclopropylidenprop-1-enyl-ethyl-ether als 1,3-Dien

  摘要：

  狄尔斯-阿尔德反应用3- Cyclopropylideneprop -1-烯基乙基醚，1,3-二烯

  DOI：

  10.1002/hlca.19890720220
• 作为产物：
  描述：

  丙烯醛缩二乙醇 在 sodium hydroxide 、 重铬酸吡啶 、 dimethyl sulfide borane 、 3 A molecular sieve 、 双氧水 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 beta-乙氧基丙烯醛
  参考文献：
  名称：

  Total synthesis of maytansinoids. Approach to 4,6-bisdemethylmaytansine and 4-demethylmaytansine

  摘要：

  A convergent strategy was elaborated to synthesize maytansine 1 and maytansinoids modified on the carbon skeleton, especially 4-demethylmaytansine 2, 6-demethylmaytansine 3, 4,6-bisdemethylmaytansine 4. In this paper, the feasibility of the project was verified by the preparation of key intermediates for the synthesis of 4, 6-bisdemethylmaytansine and 6-demethylmaytansine. The C-1-N open chain compound 18 in the 4,6-bisdemethyl series was obtained.

  DOI：

  10.1016/s0040-4020(01)88513-6

文献信息

• β-Arylaminoacrolein Derivatives. I. The Investigation of Combes Reaction and the Syntheses of β-Arylaminoacrolein Derivatives as the Possible Reactant
  作者：SHINZO TAMURA、EMIKO YABE

  DOI：10.1248/cpb.21.2105

  日期：——

  The limitations of Combes reaction were reinvestigated. 4-(p-Chloroanilino)-3-penten-2-one (III), hitherto believed to be insusceptible to cyclodehydration in sulfuric acid, reacted at a higher temperature to give 2, 4-dimethyl-6-chloroquinoline (IV). 4-Anilino-3-buten-2-one (V), however, was sulfonated in concentrated sulfuric acid and no quinolines were detected in the reaction mixture. 4-(p-Chloroanilino)-3-buten-2-one (VI) was cyclodehydrated to give 6-chloroquinaldine (VIII) in dioxane containing sulfuric acid in low yield. β-Anilinoacrolein (X), a pussible reactant of Combes reaction, and its derivatives were synthesised for further studies, and their structure was confirmed by chemical evidences and by their infrared and nuclear magnetic resonance (NMR) spectra. The conformational analysis of β-arylaminoacroleins in three solvents was carried out using their NMR spectra.

  Combes反应的局限性被重新研究。迄今为止认为在硫酸中不易发生环化脱水的4-(4-氯苯胺基)-3-戊烯-2-酮(III)，在较高温度下反应生成了2,4-二甲基-6-氯喹啉(IV)。然而，4-苯胺基-3-丁烯-2-酮(V)在浓硫酸中被磺化，反应混合物中未检测到喹啉类化合物。4-(4-氯苯胺基)-3-丁烯-2-酮(VI)在含有硫酸的二氧六环中环化脱水，低产率地生成了6-氯喹哪啶(VIII)。β-苯胺基丙烯醛(X)，Combes反应的可能反应物及其衍生物被合成以供进一步研究，并通过化学证据和红外光谱、核磁共振(NMR)光谱确认了它们的结构。利用NMR光谱对β-芳胺基丙烯醛在三种溶剂中的构象进行了分析。
• Hydrolysis of malonaldehyde dianil and .BETA.-arylaminoacrolein derivatives.
  作者：SHINZO TAMURA、MACHIKO ONO、KAZUMI FURUYAMA

  DOI：10.1248/cpb.28.2356

  日期：——

  The reversible hydrolysis of β-arylaminoacrolein to form arylamine and malonaldehyde was studied kinetically. The catalytic coefficient of hydronium ions (kH+) and dissociation constant of the conjugate acid of β-arylaminoacrolein (KBH+) were evaluated. Hammett plots for kH+ and for KBH+ were linear. The values of log kH+ and pKBH+ were expressed by the equations log kH+=1.38σ-2.81 and pKBH+=-1.20σ+0.90, respectively. The reversible hydrolysis of malonaldehyde dianil to form β-arylaminoacrolein and arylamine was examined in relation to that of β-arylaminoacrolein. The preparation of β-arylaminoacrolein by hydrolysis of malonaldehyde dianil was achieved under weakly acidic conditions.

  β-芳基氨基丙烯醛的可逆水解生成芳胺和丙二醛的动力学研究。评估了氢离子催化系数 (kH+) 和 β-芳基氨基丙烯醛的共轭酸的离解常数 (KBH+)。kH+ 和 KBH+ 的 Hammett 图呈线性。log kH+ 和 pKBH+ 的值分别通过方程 log kH+=1.38σ-2.81 和 pKBH+=-1.20σ+0.90 表示。丙二醛二苯胺的可逆水解生成 β-芳基氨基丙烯醛和芳胺的过程也被考察，以其与 β-芳基氨基丙烯醛的水解进行比较。在弱酸性条件下，通过丙二醛二苯胺的水解成功制备了 β-芳基氨基丙烯醛。
• 一种多取代苯酚的制备方法
  申请人：浙江省诸暨合力化学对外贸易有限公司

  公开号：CN108264450B

  公开（公告）日：2021-04-30

  本发明提供了一种多取代苯酚的制备方法。该方法以烷基酮和烯烃为原料，在催化剂的作用下通过缩合‑芳构化反应得到多取代苯酚。该方法与现有技术相比具有原料简单易得，收率高，避免使用昂贵的金属催化剂，成本低，适合工业化生产等优点。
• PRODUCTION PROCESS OF 2,3'-BIPYRIDYL-6'-ONE
  申请人：Sonoda Takayuki

  公开号：US20100016603A1

  公开（公告）日：2010-01-21

  A production process where 2,3′-bipyridyl-6′-one can be produced in high purity at low cost on an industrial scale without using an expensive catalyst or special equipment is provided. A process for producing 2,3′-bipyridyl-6′-one comprises reacting an acetylpyridine derivative with at least one of compounds represented by formulae (II) to (V) to synthesize a bipyridine derivative and hydrolyzing the bipyridine derivative by one-pot preparation. In formulae (II) to (V), each of R2 to R8, X and Y represents a given group.

  提供一种在工业规模下，可以在低成本且高纯度下生产2,3′-联吡啶-6′-酮的生产工艺，而无需使用昂贵的催化剂或特殊设备。生产2,3′-联吡啶-6′-酮的工艺包括将乙酰吡啶衍生物与式（II）至（V）所代表的化合物中的至少一种进行反应，合成联吡啶衍生物，然后通过一锅法水解联吡啶衍生物。在式（II）至（V）中，R2至R8、X和Y分别代表给定的基团。
• Template synthesis, structure and properties of a bis(macrocyclic) dinickel(II) complex based on a 14-membered hexaaza unit
  作者：Vladimir B. Arion、Nicolai V. Gerbeleu、Veaceslav G. Levitsky、Yuri A. Simonov、Alexandr A. Dvorkin、Polina N. Bourosh

  DOI：10.1039/dt9940001913

  日期：——

  resulted in a new type of dinickel(II) bis(macrocyclic) complex, in which two hexaazamacrocyclic subunits are linked by a single C–C bond. The complex was characterized by means of spectral analysis (UV/VIS, 1H NMR, electron-impact mass), magnetic susceptibility measurements and X-ray analysis. Peculiarities of the crystal structure in comparison to related mono- and bi-nuclear species were revealed.

  [Ni 2 L 2 ] H 6 L 2 =四[1-（3-甲基异硫代半硅氧烷基）乙基]乙烷}与3-乙氧基丙烯醛在二甲基甲酰胺中的模板缩合反应生成了一种新型的二镍（II）双（大环）配合物，其中两个六氮杂大环亚基通过单个C–C键连接。通过光谱分析（UV / VIS，1 H NMR，电子碰撞质量），磁化率测量和X射线分析对复合物进行表征。揭示了与相关的单核和双核物种相比晶体结构的特殊性。