乙基,2-氯- | 16519-99-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氯化物
• 中文名称: 乙基,2-氯-
• 英文名称: 2-chloro-ethyl
• 英文别名: β-chloroethyl radical；chloroethyl radical
• CAS: 16519-99-6
• 化学式: C₂H₄Cl
• 分子量: 63.5068
• InChiKey: WOWSRBBIBJLBJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  3
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  乙基,2-氯- 在 氢溴酸 作用下， 生成 氯乙烷
  参考文献：
  名称：

  动力学和将R的热化学+HBr⇄RH+溴（R = C 2 H ^ 5或β-C 2 H ^ 4 Cl）的平衡的从头算在部分氯化乙烷和丙烷的键能的研究

  摘要：

  在拟一级反应条件下，在可加热的管式反应器中研究了乙基和β-氯乙基与HBr的反应动力学。确定的与压力无关的速率常数与以下Arrhenius表达式拟合（所述误差极限是1σ+学生的t值，单位为cm 3分子-1 s -1）：k（C 2 H 5）=（1.87±0.14） ×10 -12 EXP [+（3.7±0.2）千焦摩尔-1 / RT ]和ķ（β-C 2 H ^ 4氯）=（5.7±1.6）×10 -13 EXP [+（2.2±0.8）千焦摩尔-1 /RT ]。在第二定律程序中使用动力学数据来计算在298 K下研究的自由基的熵和形成焓（JK -1 mol -1的熵和kJ mol -1的焓）：244±6，120.7 ±2.1（C 2 H ^ 5）和271±7，93.0±2.4（β-C 2 H ^ 4 Cl）的。氯乙基自由基的形成焓用于基团加和计算，以获得六种单氯丙基和丁基自由基异构体的Δf H 298

  DOI：

  10.1039/a706440c
• 作为产物：
  描述：

  1-氯-2-碘乙烷 生成 乙基,2-氯-
  参考文献：
  名称：

  动力学和将R的热化学+HBr⇄RH+溴（R = C 2 H ^ 5或β-C 2 H ^ 4 Cl）的平衡的从头算在部分氯化乙烷和丙烷的键能的研究

  摘要：

  在拟一级反应条件下，在可加热的管式反应器中研究了乙基和β-氯乙基与HBr的反应动力学。确定的与压力无关的速率常数与以下Arrhenius表达式拟合（所述误差极限是1σ+学生的t值，单位为cm 3分子-1 s -1）：k（C 2 H 5）=（1.87±0.14） ×10 -12 EXP [+（3.7±0.2）千焦摩尔-1 / RT ]和ķ（β-C 2 H ^ 4氯）=（5.7±1.6）×10 -13 EXP [+（2.2±0.8）千焦摩尔-1 /RT ]。在第二定律程序中使用动力学数据来计算在298 K下研究的自由基的熵和形成焓（JK -1 mol -1的熵和kJ mol -1的焓）：244±6，120.7 ±2.1（C 2 H ^ 5）和271±7，93.0±2.4（β-C 2 H ^ 4 Cl）的。氯乙基自由基的形成焓用于基团加和计算，以获得六种单氯丙基和丁基自由基异构体的Δf H 298

  DOI：

  10.1039/a706440c

文献信息

• Temperature dependence of the kinetic isotopic effect of the reaction of Cl atoms with C2H5Cl between 298 and 550K
  作者：Dariusz Sarzyński、Agnieszka A. Gola、Katarzyna Brudnik、Ryszard Berkowski、Jerzy T. Jodkowski

  DOI：10.1016/j.cplett.2012.09.072

  日期：2012.12

  gas-phase reactions of chlorine atoms with chloroethane and chloroethane-d5 was studied experimentally. The relative rate method was applied using Cl + CH3Cl as the reference reaction. The overall rate constants for H-abstraction from C2H5Cl (kH), D-abstraction from C2D5Cl (kD), the site-specific rate constants for H-abstraction from α-carbon (kH,α) and β-carbon (kH,β) atoms of C2H5Cl were measured in the

  实验研究了氯原子与氯乙烷和氯乙烷-d 5的气相反应动力学。使用Cl + CH 3 Cl作为参考反应，采用相对速率法。从C 2 H 5 Cl（k H）吸氢的总速率常数，从C 2 D 5 Cl（k D）吸氢的总速率常数，从α碳（k H C 2 H 5的（α）和β-碳（k H，β）原子在总压力为100 Torr的情况下，在298–550 K的温度范围内测量了Cl。速率常数的温度相关性由下式给出：k H  =（2.41±0.21）×10 -11  ×exp（-316±11 / T），k H，α  =（1.36±0.09）×10 -11  ×exp （-202±8 / T），k H，β  =（1.14±0.11）×10 -11  ×exp（-592±16 / T）和k D  =（1.58±0.14）×10 -11  ×exp（- 474±13 / T）cm 3 分子-1  s -1。还估算了动力学同位素效应的值k
• Fluorescence from Samarium(II) Iodide and Its Electron Transfer Quenching:  Dynamics of the Reaction of Benzyl Radicals with Sm(II)
  作者：W. G. Skene、J. C. Scaiano、F. L. Cozens

  DOI：10.1021/jo960473h

  日期：1996.1.1

  luminescence from SmI(2) in THF can be readily quenched by a variety of electron acceptors. In the case of organohalides, the reaction is quite fast; for example, for dichloromethane the rate constant is 2.7 x 10(8) M(-)(1) s(-)(1). Electron transfer leads to halide loss and formation of the carbon-centered radical. In the case of benzyl chloride, the benzyl radicals produced can be readily detected using

  SmI（2）在THF中的发光可以很容易地被各种电子受体猝灭。在使用有机卤化物的情况下，反应非常快。例如，对于二氯甲烷，速率常数为2.7 x 10（8）M（-）（1）s（-）（1）。电子转移导致卤化物损失和碳中心自由基的形成。在苄基氯的情况下，可以使用激光闪光光解技术容易地检测产生的苄基。为了确定它们与SmI（2）反应的速率常数，该电子转移反应已用作苄基的来源。在室温下，在THF中获得的值为（5.3 +/- 1.4）x 10（7）M（-）（1）s（-）（1）。HMPA对SmI（2）的光谱性质的影响也已进行了检查。
• Catalytic carbon–chlorine bond cleavage via electrochemical reduction of [ReCl6]2− *
  作者：Alan R. Brown、Kenneth J. Taylor、Lesley J. Yellowlees

  DOI：10.1039/a802888e

  日期：——

  Electrochemical reduction of hexachlororhenate(IV) in chlorinated solvents gave rise to a catalytic cycle producing free chloride and radical dimerisation products. Chlorine-36 tracer experiments showed this free chloride to be derived not from the solvent, as would be expected for a classical redox catalysis, but from the metal complex. A co-ordinatively unsaturated rhenium(III) intermediate capable of abstracting chlorine atoms to regenerate the starting material is proposed as the reactive species.

  六氯铼酸盐（IV）在氯化溶剂中的电化学还原产生了一个催化循环，产生了游离氯化物和自由基二聚产物。氯-36示踪实验表明，这种游离氯并非像经典氧化还原催化反应所预期的那样来自溶剂，而是来自金属复合物。一种共价不饱和铼（III）中间体能够抽取氯原子，使起始物质再生，因此被认为是反应物。
• Infrared chemiluminescence studies of the reactions of H atoms with CCl₃, CF₂Cl, and CH₂CH₂Cl radicals at 300 and 475 K: recombination–elimination vs. abstraction mechanisms
  作者：E. Arunan、R. Rengarajan、D.W. Setser

  DOI：10.1139/v94-080

  日期：1994.3.1

  The reactions of H atoms with CCl3, CF2Cl, and CH2CH2Cl radicals have been studied in a flow reactor at 300 and 475 K by observation of the infrared emission from the HCl and HF products. These rea...

  通过观察 HCl 和 HF 产物的红外发射，在 300 和 475 K 的流动反应器中研究了 H 原子与 CCl3、CF2Cl 和 CH2CH2Cl 自由基的反应。这些实...
• Redox processes and alkylation reactions of fullerene C60 as studied by pulse radiolysis
  作者：Dirk M. Guldi、Hartmut Hungerbuehler、Eberhard Janata、Klaus Dieter Asmus

  DOI：10.1021/j100145a024

  日期：1993.10

  Redox and alkylation (radical addition) reactions with C60 have been investigated by means of radiation chemical methods, particularly time-resolved pulse radiolysis measurements. All experiments were conducted in solutions at room temperature. The primary radical products, namely, the C60.- radical anion, the C60.+ radical cation, and radical adducts (C60-R)., exhibit distinct absorption bands in the IR at 1080, 980 (corroborating earlier low-temperature matrix and photochemical experiments), and around 900 nm, respectively. Reductions, to yield the C60.- radical anion (and at longer steady-state irradiations also more highly reduced states), could be achieved by solvated electrons and (CH3)2C(OH). radicals in 2-propanol solutions and toluene/acetone/2-propanol mixtures with rate constants of greater-than-or-equal-to 10(10) and 8.5 x 10(8) M-1 s-1, respectively. The reaction of a water-soluble C60-gamma-cyclodextrin complex (C60/gamma-CD) with alpha-hydroxyalkyl radicals also involves electron transfer, as indicated by the dependence of the rate constants on the redox potential of the reducing radicals: 2.7 x 10(8) M-1 s-1 for (CH3)2C(OH)., 1.4 x 10(8) M-1 s-1 for CH3CH(OH)., and 0.5 x 10(8) M-1 s-1 for .CH2(OH). Oxidation of C60 to yield the C60.+ radical cation through radiation-generated solvent radical cations occurs generally very fast, with rate constants greater-than-or-equal-to 2 x 10(10) M-1 s-1 (1,2-dibromomethane, dichloro- and dibromomethane, cyclohexane as solvent). The decay of the C60.+ radical cation appears to proceed via a (C60)2.+ dimer complex with a rate constant for the C60.+ + C60 reaction of 6.0 x 10(9) M-1 s-1. The addition of .CH3, .CH2Br, .CH2CH2Cl, and CH2C(CH3)2OH to the pi-system of C60 occurs with rate constants of 4.8 x 10(9), 1.7 X 10(9), 2.2 X 10(9), and 1.8 x 10(9) M-1 s-1, respectively. The decay of the adduct radicals involves both a second-order component (presumed to be radical dimerization) and a pseudo-first-order reaction dependent on the C60 concentration. The latter (1.0 X 10(8) M-1 s-1 for the .CH2CH2Cl adduct) is suggested to be an initial step of a polymerization process.