1,1-dichloro-2,2,2-trifluoro-1-iodo-ethane | 646-60-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机碘化物
• 英文名称: 1,1-dichloro-2,2,2-trifluoro-1-iodo-ethane
• 英文别名: 1,1,1-trifluoro-2,2-dichloro-2-iodo-ethane；1,1-Dichloro-2,2,2-trifluoro-1-iodoethane
• CAS: 646-60-6
• 化学式: C₂Cl₂F₃I
• 分子量: 278.828
• InChiKey: XTXPOHYQRBTFDA-UHFFFAOYSA-N

物化性质

• 熔点：
  21 °C
• 沸点：
  45 °C(Press: 100 Torr)
• 密度：
  2.331±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  四乙基焦亚磷酸盐 、 1,1-dichloro-2,2,2-trifluoro-1-iodo-ethane 生成
  参考文献：
  名称：

  Facile Synthesis of Fluorinated Phosphonates via Photochemical and Thermal Reactions

  摘要：

  Under UV irradiation (254 nm) at ambient temperature, a degassed mixture of (EtO)(2)POP(OEt)(2) and RfI {R-f=CF3, C2F5, C4F9, C6F13, (CF3)(2)CF, CF2CF=CF2, ClCF2CF2, BrCF2CF2, C6F5, ClCF2CFClCF2CF2, I(CF2)(3), I(CF2)(4), FO2S(CF2)(4), FO2S(CF2)(2)O(CF2)(2)} affords the fluorinated phosphonite, [RfP(OEt)(2)]. Oxidation of the phosphonites, [RfP(OEt)(2)], with Me3COOH gave the corresponding fluorinated phosphonates, (EtO)(2)P(O)R-f(1-14), in 35-80% isolated yields. CF3CCl2I reacts with (EtO)(2)POP(OEt)(2) at room temperature in the absence of UV irradiation to afford [CF3CCl2P(OEt)(2)] which upon oxidation gave a 52% yield of CF3CCl2P(O)(OEt)(2) (15). The reaction of (EtO)(2)POP(OEt)(2) and RfI (R-f=ClCF2CF2, BrCF2CF2, C2F5) at 125 degrees C in the presence of Me3COOCMe3 and subsequent oxidation of the resultant phosphonites afforded phosphonates (2, 7, and 8) albeit in lower yields (49-62%) compared to those of the photochemical reaction (58-80%). (RO)(2)P(O)CF2CF2I (R=Et, i-Pr) (16 and 17) was obtained (42-48%) when a degassed mixture of (RO)(3)P and BrCF2CF2I was subjected to UV irradiation (254 nm) at ambient temperature via a unique photochemical transformation.

  DOI：

  10.1021/ja971345t
• 作为产物：
  描述：

  1,1-二氯-2,2-二氟乙烷 在 IF3 作用下， 生成 1,1-dichloro-2,2,2-trifluoro-1-iodo-ethane
  参考文献：
  名称：

  NMR parameters of the individual fluorines of the trifluoromethyl group

  摘要：

  DOI：

  10.1021/ja00770a029

文献信息

• Active fluorinated copper intermediates in preparing F-epoxides and F-enones
  作者：William T. Miller、Hsiang Wei Tsao

  DOI：10.1016/j.jfluchem.2023.110150

  日期：2023.8

  F-epoxide formation occurred intra-molecularly and intermolecularly in F-enones. The copper intermediates were prepared in situ from the corresponding silver precursors via a Ag-Cu exchange reaction. The subsequent epoxide ring-opening with metal fluorides gave ketones in > 80% yields, showing that this approach can produce other functionalized fluorocarbons. Stable CF3CF2Cu yielded 30% of ketones when

  活性偕氯铜(CF 3 CFClCu)和乙烯基铜(CF 3 CF=CCuCF 3 )中间体在制备F-环氧化物和F-烯酮方面分别产生了良好的结果(> 70%)。作为 F-环氧化物形成驱动力的氯化铜的消除发生在 F-烯酮的分子内和分子间。铜中间体是通过银-铜交换反应由相应的银前体原位制备的。随后用金属氟化物进行环氧化物开环得到酮，产率> 80%，表明这种方法可以生产其他官能化碳氟化合物。稳定 CF 3 CF 2Cu 与氟化酰基氯反应时生成 30% 的酮。偕氯原子使CF 3 CF 2 Cu（稳定，酮产率低）和CF 3 CFClCu（不稳定，环氧化物产量较高）之间的稳定性和性能有很大差异。
• Addition of Iodine Halides to Fluorinated Olefins. I. The Direction of Addition of Iodine Monochloride to Perhaloölefins and Some Related Reactions
  作者：Murray Hauptschein、Milton Braid、Arnold H. Fainberg

  DOI：10.1021/ja01472a018

  日期：1961.6
• HUANG, WEI-YUAN;CHEN, JIAN-LONG, ACTA CHIM. SIN., 45,(1987) N 5, 445-449
  作者：HUANG, WEI-YUAN、CHEN, JIAN-LONG

  DOI：——

  日期：——
• Facile Synthesis of Fluorinated Phosphonates <i>via</i> Photochemical and Thermal Reactions
  作者：Haridasan K. Nair、Donald J. Burton

  DOI：10.1021/ja971345t

  日期：1997.10.1

  Under UV irradiation (254 nm) at ambient temperature, a degassed mixture of (EtO)(2)POP(OEt)(2) and RfI R-f=CF3, C2F5, C4F9, C6F13, (CF3)(2)CF, CF2CF=CF2, ClCF2CF2, BrCF2CF2, C6F5, ClCF2CFClCF2CF2, I(CF2)(3), I(CF2)(4), FO2S(CF2)(4), FO2S(CF2)(2)O(CF2)(2)} affords the fluorinated phosphonite, [RfP(OEt)(2)]. Oxidation of the phosphonites, [RfP(OEt)(2)], with Me3COOH gave the corresponding fluorinated phosphonates, (EtO)(2)P(O)R-f(1-14), in 35-80% isolated yields. CF3CCl2I reacts with (EtO)(2)POP(OEt)(2) at room temperature in the absence of UV irradiation to afford [CF3CCl2P(OEt)(2)] which upon oxidation gave a 52% yield of CF3CCl2P(O)(OEt)(2) (15). The reaction of (EtO)(2)POP(OEt)(2) and RfI (R-f=ClCF2CF2, BrCF2CF2, C2F5) at 125 degrees C in the presence of Me3COOCMe3 and subsequent oxidation of the resultant phosphonites afforded phosphonates (2, 7, and 8) albeit in lower yields (49-62%) compared to those of the photochemical reaction (58-80%). (RO)(2)P(O)CF2CF2I (R=Et, i-Pr) (16 and 17) was obtained (42-48%) when a degassed mixture of (RO)(3)P and BrCF2CF2I was subjected to UV irradiation (254 nm) at ambient temperature via a unique photochemical transformation.
• NMR parameters of the individual fluorines of the trifluoromethyl group
  作者：F. J. Weigert、W. Mahler

  DOI：10.1021/ja00770a029

  日期：1972.7