三氯-亚硝基甲烷 | 3711-49-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 中文名称: 三氯-亚硝基甲烷
• 英文名称: trichloronitrosomethane
• 英文别名: Trichlor-nitroso-methan；Methane, trichloronitroso-；trichloro(nitroso)methane
• CAS: 3711-49-7
• 化学式: CCl₃NO
• 分子量: 148.376
• InChiKey: WXWITNRAXGTELB-UHFFFAOYSA-N

物化性质

• 沸点：
  59.57°C (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  6
• 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：
  29.4
• 氢给体数：
  0
• 氢受体数：
  2

ADMET

毒理性

• 致癌物分类

对人类不具有致癌性（未被国际癌症研究机构IARC列名）。

No indication of carcinogenicity to humans (not listed by IARC).

来源:Toxin and Toxin Target Database (T3DB)

反应信息

• 作为反应物：
  描述：

  三氯-亚硝基甲烷 在 氧气 作用下， 生成 氯化苦
  参考文献：
  名称：

  Pressure sore following low-dose epidural infusion

  摘要：

  DOI：

  10.1046/j.1365-2044.2000.01557-25x./
• 作为产物：
  描述：

  氯化苦 在 乙醇 、 硫酸 、 铂 作用下， 生成 三氯-亚硝基甲烷
  参考文献：
  名称：

  Brintzinger; Ziegler; Schneider, Zeitschrift fur Elektrochemie und angewandte physikalische Chemie, 1949, vol. 53, p. 110

  摘要：

  DOI：
• 作为试剂：
  描述：

  2-[(1E)-1,3-丁二烯-1-基]吡啶 在 三氯-亚硝基甲烷 作用下， 以 乙醇 为溶剂， 生成 6-pyridin-2-yl-3,6-dihydro-2H-[1,2]oxazine
  参考文献：
  名称：

  Firl,J., Chemische Berichte, 1968, vol. 101, # 1, p. 218 - 225

  摘要：

  DOI：

文献信息

• NN′-dialkoxy-NN′-bis(trifluoromethyl)hydrazines, novel products from the reaction of alkoxyl radicals with trifluoronitrosomethane
  作者：Derek H. R. Barton、Ronald L. Harris、Robert H. Hesse、Maurice M. Pechet、Frank J. Urban

  DOI：10.1039/p19740002344

  日期：——

  Alkoxyl radicals, generated by nitrite photolysis, react with trifluoronitrosomethane to yield NN′-dialkoxy-NN′-bis-(trifluoromethyl)hydrazines. An 18O-labelling experiment indicated complete retention of the alkoxy-oxygen atom. When the products are heated with thioglycolic acid, cracking leads to the hydroxylamines, RO·NH·CF3. For the case where R is 1-adamantyl, further stepwise conversion into

  烷氧基的基团，由亚硝酸盐光解产生的，与trifluoronitrosomethane反应产生NN '-dialkoxy- NN ' -双（三氟甲基）肼。一个18 O形标记实验表示的烷氧基-氧原子的完全保留。当将产物与巯基乙酸一起加热时，裂化导致羟胺RO·NH·CF 3。对于R为1-金刚烷基的情况，已经进一步逐步转化为O-（1-金刚烷基）羟胺。
• Gas-phase ion-molecule reactions of the nitric oxide anion
  作者：Elizabeth Rinden、M. Matti Maricq、Joseph J. Grabowski

  DOI：10.1021/ja00186a006

  日期：1989.2
• Effect of Lewis acids on acid chlorides of ?-nitroalkanecarboxylic acids
  作者：I. V. Martynov、A. N. Degtyarev

  DOI：10.1007/bf00953106

  日期：1983.3
• Battegay; Kern, Bulletin de la Societe Chimique de France, 1927, vol. <4> 41, p. 45
  作者：Battegay、Kern

  DOI：——

  日期：——
• Kinetics and thermochemistry of the reaction: trichloromethyl + nitric oxide + M .dblarw. trichloronitrosomethane + M
  作者：J. Masanet、F. Caralp、A. A. Jemi-Alade、P. D. Lightfoot、R. Lesclaux、M. T. Rayez

  DOI：10.1021/j100115a027

  日期：1993.4

  The kinetics and equilibrium constant of reaction 1, CCl3 + NO + M <-- --> CCl3NO + M, were investigated using pulsed-laser photolysis/time-resolved mass spectrometry at low pressure, 0.5-12 Torr, and flash-photolysis/UV absorption spectrometry at high pressure, 110-760 Torr. These pressure ranges cover most of the fall-off region. Fall-off curves were measured at 263, 298, and 373 K and a determination of the rate constant was performed at 465 K, 760 Torr. RRKM calculations were performed for accurate extrapolation to the low and high pressure limits. The rate expressions obtained are, using the formalism of Troe, k1(0) = [(1.4 +/- 0.3) x 10(-29)](T/298K)(-5.5+/-0.2) cm6 molecule-2 s-1 and k1(infinity) = [(7.5 +/- 1.5) X 10(-12)](T/298K)(-1.0+/-O.3) cm3 molecule-1 s-1, with F(c) = 0.66 exp(-T/600 K). The collisional efficiency factor beta(c) = (0.43 +/- 0.04)(T/298)(-1.0+/-0.2) is reasonable, thereby establishing the consistency between kinetic and thermochemical data. The rate expression at 760 Torr is k1(760 Torr) = [(5.2 +/- 1.0) X 10(-12)](T/298)-(2.65+/-0.2) cm3 molecule-1 s-1. The equilibrium constant was measured at 480 and 486 K and the entropy of reaction was calculated using statistical thermodynamics, with the purpose of determining the enthalpy of reaction: DELTAH-degrees 298 = -125 +/- 8.5 kJ mol-1. This value, corresponding to the bond dissociation energy D(CCl3-NO), is significantly smaller than the corresponding bond dissociation energies in CH3NO and in CF3NO: 172 and 167 kJ mol-1, respectively. Ab initio calculations of the above bond dissociation energies have yielded values in good agreement with experimental data.