N-chloroaminomethanol | 245520-53-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-chloroaminomethanol
• 英文别名: (Chloroamino)methanol
• CAS: 245520-53-0
• 化学式: CH₄ClNO
• 分子量: 81.5019
• InChiKey: JSVBXWVEQUYJLX-UHFFFAOYSA-N

物化性质

• 沸点：
  156.5±35.0 °C(Predicted)
• 密度：
  1.298±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  4
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6,8-bis(p-methoxyphenyl)-7-methyl-3-thia-7-azabicyclo<3.3.1>nonan-9-one 、 N-chloroaminomethanol 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以73%的产率得到N-<6,8-bis(p-methoxyphenyl)-7-methyl-3-thia-7-azabicyclo<3.3.1>nonanilydene-9>-methylamine N-oxide
  参考文献：
  名称：

  Llama, Emilio F.; Trigo, Gregorio G., Heterocycles, 1986, vol. 24, # 3, p. 719 - 732

  摘要：

  DOI：
• 作为产物：
  描述：

  聚合甲醛 在 氯胺 作用下， 以 phosphate buffer 为溶剂， 生成 N-chloroaminomethanol 、 N-chlorodimethanolamine 、 氯化氰
  参考文献：
  名称：

  Formation of Cyanogen Chloride from the Reaction of Monochloramine with Formaldehyde

  摘要：

  Methanediol dehydrates to give formaldehyde, which reacts rapidly and reversibly with monochloramine to form N-chloroaminomethanol. Under drinking water conditions, N-chloroaminomethanol undergoes a relatively slow decomposition that eventually leads to the formation of cyanogen chloride (CICN) in apparently stoichiometric amounts. The following reaction sequence is proposed: CH2(OH)(2) reversible arrow CH2O + H2O; CH2O + NH2Cl reversible arrow CH2(OH)NHCl; CH2(OH)NHCl - CH2NCl + H2O; CH2NCl --> HCl + HCN; CN- + NH2Cl + H+ --> ClCN + NH3. These reactions were studied at 25.0 degrees C and an ionic strength of 0.10 M (NaClO4). Stopped-flow photometry was used to monitor rapid, reversible reactions, and photometry was used to study relatively slow decomposition reactions. Equilibrium and rate constants for the addition of formaldehyde to manochloramine were (6.6 +/- 1.5) x 10(5) M-1 and (2.8 +/- 0.1) x 10(4) M-1 s(-1), respectively. The dehydration of N-chloroaminomethanol was catalyzed by both H+ and OH-, with respective rate constants of 277 +/- 7 and 26.9 +/- 5.6 M-1 s(-1). Under characteristic drinking water conditions, the decay of N-chloroaminomethanol is the rate-limiting step. N-Chloromethanimine, formed by the dehydration of N-chloroaminomethanol, had a decomposition rate constant of (6.65 +/- 0.06) x 10(-4) s(-1). At the relatively high methanediol concentrations used in this study, the intermediary N-chlorodimethanolamine was formed by the rapid and reversible reaction of N-chloroaminomethanol with formaldehyde. N-Chlorodimethanolamine then decayed relatively slowly. The following reaction sequence is proposed: CH2(OH)NHCl + CH2O reversible arrow {CH2(OH)}(2)NCl; {CH2(OH)}(2)NCl --> CH2NCl + CH2O + H2O. The equilibrium and rate constants for the addition of formaldehyde to N-chloroaminomethanol were (9.5 +/- 2.5) x 10(4) M-1 and (3.6 +/- 0.1) x 10(3) M-1 s-', respectively. The decomposition of N-chlorodimethanolamine was catalyzed by OH-, with a rate constant of 19.2 +/- 3.7 M-1 s(-1). N-Chlorodimethanolamine would not be present under typical drinking water treatment conditions.

  DOI：

  10.1021/es990153q

文献信息

• Formation of Cyanogen Chloride from the Reaction of Monochloramine with Formaldehyde
  作者：Erik J. Pedersen、Edward T. Urbansky、Benito J. Mariñas、Dale W. Margerum

  DOI：10.1021/es990153q

  日期：1999.12.1

  Methanediol dehydrates to give formaldehyde, which reacts rapidly and reversibly with monochloramine to form N-chloroaminomethanol. Under drinking water conditions, N-chloroaminomethanol undergoes a relatively slow decomposition that eventually leads to the formation of cyanogen chloride (CICN) in apparently stoichiometric amounts. The following reaction sequence is proposed: CH2(OH)(2) reversible arrow CH2O + H2O; CH2O + NH2Cl reversible arrow CH2(OH)NHCl; CH2(OH)NHCl - CH2NCl + H2O; CH2NCl --> HCl + HCN; CN- + NH2Cl + H+ --> ClCN + NH3. These reactions were studied at 25.0 degrees C and an ionic strength of 0.10 M (NaClO4). Stopped-flow photometry was used to monitor rapid, reversible reactions, and photometry was used to study relatively slow decomposition reactions. Equilibrium and rate constants for the addition of formaldehyde to manochloramine were (6.6 +/- 1.5) x 10(5) M-1 and (2.8 +/- 0.1) x 10(4) M-1 s(-1), respectively. The dehydration of N-chloroaminomethanol was catalyzed by both H+ and OH-, with respective rate constants of 277 +/- 7 and 26.9 +/- 5.6 M-1 s(-1). Under characteristic drinking water conditions, the decay of N-chloroaminomethanol is the rate-limiting step. N-Chloromethanimine, formed by the dehydration of N-chloroaminomethanol, had a decomposition rate constant of (6.65 +/- 0.06) x 10(-4) s(-1). At the relatively high methanediol concentrations used in this study, the intermediary N-chlorodimethanolamine was formed by the rapid and reversible reaction of N-chloroaminomethanol with formaldehyde. N-Chlorodimethanolamine then decayed relatively slowly. The following reaction sequence is proposed: CH2(OH)NHCl + CH2O reversible arrow CH2(OH)}(2)NCl; CH2(OH)}(2)NCl --> CH2NCl + CH2O + H2O. The equilibrium and rate constants for the addition of formaldehyde to N-chloroaminomethanol were (9.5 +/- 2.5) x 10(4) M-1 and (3.6 +/- 0.1) x 10(3) M-1 s-', respectively. The decomposition of N-chlorodimethanolamine was catalyzed by OH-, with a rate constant of 19.2 +/- 3.7 M-1 s(-1). N-Chlorodimethanolamine would not be present under typical drinking water treatment conditions.
• Llama, Emilio F.; Trigo, Gregorio G., Heterocycles, 1986, vol. 24, # 3, p. 719 - 732
  作者：Llama, Emilio F.、Trigo, Gregorio G.

  DOI：——

  日期：——