thiobencarb sulfoxide | 51954-76-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: thiobencarb sulfoxide
• 英文别名: p-Chlorbenzyl-N,N-diaethylcarbamoylsulfoxid；1-[(4-chlorophenyl)methylsulfinyl]-N,N-diethylformamide
• CAS: 51954-76-8
• 化学式: C₁₂H₁₆ClNO₂S
• 分子量: 273.784
• InChiKey: VPMMJNZMBQSPCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  56.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  thiobencarb sulfoxide 生成 Formamide, 1-[[(4-chlorophenyl)methyl]sulfonyl]-N,N-diethyl-
  参考文献：
  名称：

  CASHMAN, JOHN R.;OLSEN, LESLIE D.;NISHIOKA, RICHARD S.;GRAY, ELISABETH S.+, CHEM. RES. TOXICOL., 3,(1990) N, C. 433-440

  摘要：

  DOI：
• 作为产物：
  描述：

  杀草丹 在 水 、 氯 作用下， 反应 5.0h， 生成 thiobencarb sulfoxide
  参考文献：
  名称：

  S-Oxygenation of Thiobencarb in Tap Water Processed by Chlorination

  摘要：

  Thiobencarb, an herbicide, was incubated in tap water containing 0.7 mg/L residual chlorine at 30 degrees C, and the solution was analyzed by HPLC. Thiobencarb could not be detected after 3 h, and only a byproduct was detected. The increase in concentration of the byproduct; correlated well with the decrease in that of thiobencarb. In a high free chlorine medium (more than 10 mg/L), the byproduct degraded to p-chlorobenzyl alcohol, p-chlorobenzaldehyde, and p-chlorobenzyl chloride, but not in a low free chlorine medium (0.1-10 mg/L). The byproduct was identified to be thiobencarb sulfoxide by LC/MS, infrared, and NMR spectra, and a reduction technique using 2-mercaptoethanol. Chiral HPLC analysis made it clear that the sulfoxide was a racemic compound. The sulfoxide was mutagenic regardless of the presence or absence of S9mix in the Ames Salmonella typhimurium TA100 assay. It was suggested that the management and control of thiobencarb in tap water processed by chlorination should include monitoring of thiobencarb sulfoxide, using HPLC.

  DOI：

  10.1021/jf960552u

文献信息

• Aryl sulfonylurea carbamates and thiolcarbamates and salts thereof: herbicidal antidotes
  申请人：STAUFFER CHEMICAL COMPANY

  公开号：EP0052856A2

  公开（公告）日：1982-06-02

  Aryl sulfonylureas as new compositions and included in a two-part herbicide system comprising at least one or more thioicarbamate, thiolcarbamate sulfoxide or haloacetanilide herbicide, and as the second part a non-phytotoxic antidotally effective amount of aryl sulfonylurea as an antidote therefor of the formula in which X is oxygen or sulfur; n is an integer; R is lower alkyl, lower alkylthio, halogen, trifluoromethyl, cyano, nitro, lower alkyl sulfonyl; R4 is hydrogen, lower alkyl, lower alkoxyalkyl, phenyl and chlorophenyl; R2 is hydrogen, lower alkyl, alkoxyalkyl and phenyl; R' is lower alkyl, alkenyl, alkynyl, haloalkyl, alkoxyalkyl, 1-phenylpropenyl, benzyl, chlorobenzyl, haloalkenyl, phenyl and alkyl substituted phenyl; and AR is phenyl, benzyl, naphthyl, pyridyl or styryl; and the inorganic base salts sodium, potassium, ammonium and other inorganic salts; and organic base salts thereof.

  作为新组合物的芳基磺酰脲，包含在由两部分组成的除草剂体系中，其中包括至少一种或多种硫代氨基甲酸酯、硫代氨基甲酸酯亚砜或卤代乙酰苯胺除草剂，以及作为第二部分的非植物毒性抗毒性有效量的芳基磺酰脲作为其解毒剂，其式为 其中 X 是氧或硫；n 是整数；R 是低级烷基、低级烷硫基、卤素、三氟甲基、氰基、硝基、低级烷基磺酰基； R4 是氢、低级烷基、低级烷氧基烷基、苯基和氯苯基； R2 是氢、低级烷基、烷氧基烷基和苯基； R' 是低级烷基、烯基、炔基、卤代烷基、烷氧基烷基、1-苯基丙烯基、苄基、氯代苄基、卤代烯基、苯基和烷基取代的苯基；以及 AR 是苯基、苄基、萘基、吡啶基或苯乙烯基；以及无机碱盐钠、钾、铵和其他无机盐；及其有机碱盐。
• CASHMAN, JOHN R.;OLSEN, LESLIE D.;NISHIOKA, RICHARD S.;GRAY, ELISABETH S.+, CHEM. RES. TOXICOL., 3,(1990) N, C. 433-440
  作者：CASHMAN, JOHN R.、OLSEN, LESLIE D.、NISHIOKA, RICHARD S.、GRAY, ELISABETH S.+

  DOI：——

  日期：——
• RUZO, L. O.;CASIDA, J. E., J. AGR. AND FOOD CHEM., 1985, 33, N 2, 272-276
  作者：RUZO, L. O.、CASIDA, J. E.

  DOI：——

  日期：——
• US4931580A
  申请人：——

  公开号：US4931580A

  公开（公告）日：1990-06-05
• S-Oxygenation of Thiobencarb in Tap Water Processed by Chlorination
  作者：Shuji Kodama、Atsushi Yamamoto、Akinobu Matsunaga

  DOI：10.1021/jf960552u

  日期：1997.3.1

  Thiobencarb, an herbicide, was incubated in tap water containing 0.7 mg/L residual chlorine at 30 degrees C, and the solution was analyzed by HPLC. Thiobencarb could not be detected after 3 h, and only a byproduct was detected. The increase in concentration of the byproduct; correlated well with the decrease in that of thiobencarb. In a high free chlorine medium (more than 10 mg/L), the byproduct degraded to p-chlorobenzyl alcohol, p-chlorobenzaldehyde, and p-chlorobenzyl chloride, but not in a low free chlorine medium (0.1-10 mg/L). The byproduct was identified to be thiobencarb sulfoxide by LC/MS, infrared, and NMR spectra, and a reduction technique using 2-mercaptoethanol. Chiral HPLC analysis made it clear that the sulfoxide was a racemic compound. The sulfoxide was mutagenic regardless of the presence or absence of S9mix in the Ames Salmonella typhimurium TA100 assay. It was suggested that the management and control of thiobencarb in tap water processed by chlorination should include monitoring of thiobencarb sulfoxide, using HPLC.