α-(ethoxycarbonyl)ethyl | 37999-08-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: α-(ethoxycarbonyl)ethyl
• CAS: 37999-08-9
• 化学式: C₅H₉O₂
• 分子量: 101.125
• InChiKey: UPRLWNPAOPKPCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-溴丙酸乙酯 在 六正丁基二锡 作用下， 以 甲苯 为溶剂， 生成 α-(ethoxycarbonyl)ethyl
  参考文献：
  名称：

  使用原子转移自由基聚合技术制备的单体，二聚和聚合丙烯酸酯自由基的电子自旋共振研究直接检测倒数第二个单元的影响

  摘要：

  通过电子自旋共振（ESR）研究了有机锡化合物与通过原子转移自由基加成（ATRA）或原子转移自由基聚合（ATRP）制备的自由基前体反应生成的模型自由基。各种（甲基）的二聚物丙烯酸酯单元，丙烯酸甲酯（MA），叔-丁基丙烯酸酯（吨BA）和甲基丙烯酸甲酯（MMA），MA-MA-BR，MA-吨BA-BR，吨BA-吨BA- BR，MMA-吨BA-Br和MA-MMA-BR，由ATRA制备。这些二聚体在MA，MMA和t的自由基共聚中提供了模仿活性物种的自由基。爸 良好解析的二聚体基团的ESR光谱证实了倒数第二个单元对正在传播的基团的电子和空间效应。对于单体，二聚，低聚和聚合的丙烯酸叔丁酯基团观察到的超细分裂常数取决于聚合物链长。将ESR谱随链长和倒数第二个单元的变化与使用CuBr / bpy催化剂系统在ATRP中活化的速率常数进行了比较。

  DOI：

  10.1021/ma035516s

文献信息

• Rates of reaction between the nitrate radical and some aliphatic esters
  作者：Sarka Langer、Evert Ljungström、Ingvar Wängberg

  DOI：10.1039/ft9938900425

  日期：——

  0.3, 3.3 ± 0.4, 5.4 ± 0.9, 5 ± 2 and 14.7 ± 3.0, respectively (in units of 10–17 cm3 molecule–1 s–1). The activation energy for the reaction between ethyl acetate and NO3 was determined to be 23 ± 8 kJ mol–1 between 273 and 373 K. The rate coefficients for aliphatic esters may be predicted from available group reactivity factors for alkanes provided that formate carbonyl hydrogen atoms are treated

  对NO的反应速度系数3与甲酸甲酯，乙酸甲酯，丙酸甲酯，butylrate，甲酸乙酯，乙酸乙酯，丙酸乙酯，甲酸丙酯，乙酸丙酯和Ñ己烷都在296±2 K.率被确定发现应严格解释为上限的系数为0.36±0.08、0.7±0.2、3.3±0.8、4.8±0.5、1.7±0.3、1.3±0.3、3.3±0.4、5.4±0.9、5±2和分别为14.7±3.0（以10 –17 cm 3分子–1 s –1为单位）。乙酸乙酯与NO 3之间反应的活化能经测定为23±8 kJ mol –1 脂族酯的速率系数可以从烷烃的可用基团反应性因子预测，前提是甲酸酯羰基氢原子被视为伯氢原子。
• Long-range polar and steric effects in propionate-SG1-type alkoxyamines (SG1-CHMeCOOX): a multiparameter analysis
  作者：Gennady Ananchenko、Emmanuel Beaudoin、Denis Bertin、Didier Gigmes、Pierre Lagarde、Sylvain R. A. Marque、Eve Revalor、Paul Tordo

  DOI：10.1002/poc.1035

  日期：2006.4

  The effects of the substituent X on the homolysis rate constants (kd) of SG1-propionate type alkoxyamines (SG1-CHMeCOOX) are analyzed by a multiparametric equation with υ, the steric constant and σI, the polar inductive/field Hammett constant of X. An influence of long-range polar and steric effects on kd was observed, that is, decrease in kd with increasing size of the X group and increase in kd with

  在均裂速率常数（取代基X的效果ķ d SG1-丙酸型烷氧基胺（SG1-CHMeCOOX）的）通过用多参数方程分析υ，空间常数和σ我，的极性的感应/场哈米特常数长范围上的极性和空间效应的X的影响ķ d观察到，即，减少在ķ d与在增加X基团和增加的尺寸ķ d随X基团的极性。版权所有©2006 John Wiley＆Sons，Ltd.
• Estimation of Bond Dissociation Energies and Radical Stabilization Energies by ESR Spectroscopy
  作者：Jochen J. Brocks、Hans-Dieter Beckhaus、Athelstan L. J. Beckwith、Christoph Rüchardt

  DOI：10.1021/jo971940d

  日期：1998.3.1

  Correlations of various indices of the stability and reactivity of carbon-centered radicals with ESR hyperfine splitting constants have been examined. For a large number of mono-and disubstituted radicals there is a moderately good linear correlation of alpha-proton hyperfine splitting constants (a(H-alpha) with radical stabilization enthalpies (RSE) and with BDE(C-H), the C-H bond-dissociation energies for the corresponding parent compounds determined from thermodynamic and kinetic studies of C-C homolysis reactions. There is a similarly satisfactory linear correlation of a(H-alpha) with BDE(C-H) determined by Bordwell's electrochemical and acidity function method. In all cases the correlations fail for nonplanar radicals. As expected, beta-proton hyperfine splitting constants (a(HbetaMe)) for radicals with a freely rotating methyl substituent are less sensitive to deviations from planarity and give better linear correlations with RSE and BDE(C-H). The correlations cover a range of more than 20 kcal/mol and are reliable predictors of RSE and BDE(C-H) for a variety of radicals including captodative species. However, the correlations fail for significantly nonplanar radicals and for radicals with cyclic delocalized systems, e.g., cyclopentadienyl. The ratio a(HbetaMe)/a(H-alpha for suitably substituted radicals provides an index of pyramidalization and allows one to decide for which compounds values of RSE and BDE(C-H) can be confidently estimated.