间氯苯基硫代氯甲酸酯 | 2812-85-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 间氯苯基硫代氯甲酸酯
• 英文名称: 3-chlorophenyl thiochloroformate
• 英文别名: Thiokohlensaeure-O-<3-chlorphenyl>ester-chlorid；Thiokohlensaeure-O-(3-chlorphenylester)-chlorid；Thiokohlensaeure-O-3-chlorphenyl-ester-chlorid；Chlorthionameisensaeure-3-chlorphenylester；O-(3-chlorophenyl) carbonochloridothioate；O-(3-chlorophenyl) chloromethanethioate
• CAS: 2812-85-3
• 化学式: C₇H₄Cl₂OS
• 分子量: 207.08
• InChiKey: VOIBZWCASZBGTE-UHFFFAOYSA-N

物化性质

• 沸点：
  97-100 °C(Press: 10 Torr)
• 密度：
  1.460±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  对硝基苯酚 、 间氯苯基硫代氯甲酸酯 生成 3-chlorophenyl 4-nitrophenyl thionocarbonate
  参考文献：
  名称：

  Kinetics and Mechanisms of the Reactions of 3-Methoxyphenyl, 3-Chlorophenyl, and 4-Cyanophenyl 4-Nitrophenyl Thionocarbonates with Alicyclic Amines

  摘要：

  The reactions of 3-methoxyphenyl, 3-chlorophenyl, and 4-cyanophenyl 4-nitrophenyl thionocarbonates (1, 2, and 3, respectively) with a series of secondary alicyclic amines are studied kinetically in 44 wt % ethanol-water at 25.0 degreesC and an ionic strength of 0.2 M (KCl). Pseudo-first-order rate coefficients (k(obsd)) are obtained for all reactions (amine excess was used). The reactions of compound 1 with piperidine, piperazine, and 1-(2-hydroxyethyl)piperazine and of compounds 2 and 3 with these amines and morpholine exhibit linear k(obsd) versus amine concentration plots with slopes (k(1)) independent of pH. In contrast, the plots are nonlinear upward for the reactions of substrate I with morpholine, 1-formylpiperazine, and piperazinium ion and of substrates 2 and 3 with the two latter amines. For all these reactions, a reaction scheme is proposed with a zwitterionic tetrahedral intermediate (T +/-), which can be deprotonated by an amine to yield an anionic intermediate (T-). When the nonlinear plots are fit through an equation derived from the scheme, rate and equilibrium microcoefficients are obtained. The Bronsted-type plots for k(1) are linear with slopes of beta (1) = 0.22, 0.20, and 0.24 for the aminolysis of 1, 2, and 3, respectively, indicating that the formation of T+/- (k(1) step) is rate-determining. The k(1) values for these reactions follow the sequence 3 > 2 > 1, which can be explained by the sequence of the electron-withdrawing effects from the substituents on the nonleaving group of the substrates.

  DOI：

  10.1021/jo0157371

文献信息

• Studies of the Thiocarbonyl Compounds. III. The Mechanism of the Thermal Rearrangement of Aryl Thionocarboxylates
  作者：Aritsune Kaji、Yoshiaki Araki、Koshin Miyazaki

  DOI：10.1246/bcsj.44.1393

  日期：1971.5

  The thermal rearrangement of aryl thionocarboxylates was kinetically investigated in diphenyl ether. The rate constants of the rearrangement of aryl N,N-dimethylthionocarbamates were well correlated with the σ− values, but the plots of the electron-releasing para-substituents deviated slightly on the lower side of the meta correlation line. A good linear free-energy relationship existed between the

  在二苯醚中对芳基硫羰羧酸酯的热重排进行了动力学研究。芳基 N,N-二甲基硫代氨基甲酸酯重排的速率常数与 σ− 值密切相关，但释放电子的对位取代基的图在元相关线的下侧略有偏差。芳基N,N-二甲基硫代氨基甲酸酯的重排与4-或5-取代的1-氯-2-硝基苯与哌啶的双分子亲核反应之间存在良好的线性自由能关系。通过使用从后一个反应中获得的取代基常数作为电子释放对位取代基常数，获得了相当好的 ρ-σ- 关系。芳基N重排之间也存在线性自由能关系，N-二甲基硫代氨基甲酸酯和芳基硫代苯甲酸酯，以及芳基 N,N-二甲基硫代氨基甲酸酯和 O-芳基 S-苯基二硫代碳酸酯的重排。反应常数的顺序是...
• 16-ENE-VITAMIN D DERIVATIVES
  申请人：CHUGAI SEIYAKU KABUSHIKI KAISHA

  公开号：US20020193616A1

  公开（公告）日：2002-12-19

  The compound of the formula (24): 1 wherein R 9 R 10 may be the same or different and each represent a hydrogen atom or a protecting group.

  化学式（24）的化合物：其中R9和R10可以相同或不同，且均表示氢原子或保护基。
• 16-ene-vitamin D derivatives
  申请人：CHUGAI SEIYAKU KABUSHIKI KAISHA

  公开号：US20020032340A1

  公开（公告）日：2002-03-14

  A compound having the formula (4): wherein 1 X is oxygen or sulfur, R 9 and R 10 are each a hydrogen or a protecting group, and R 11 is an aliphatic hydrocarbon, a —COR 12 group where R 12 is alkyl, aryl or alkoxy, or a group of formula 2 wherein R 5 and R 6 are each hydrogen or hydroxyl, m is 1 to 4, and n is 0-2.

  一个化合物的化学式为(4)，其中1X是氧或硫，R9和R10分别是氢或保护基团，R11是脂肪烃、—COR12基团（其中R12是烷基、芳基或烷氧基）或化学式2中的基团（其中R5和R6分别是氢或羟基，m为1到4，n为0-2）。
• Mindl, Jaromir; Balcarek, Pavel; Silar, Lubomir, Collection of Czechoslovak Chemical Communications, 1980, vol. 45, # 11, p. 3130 - 3139
  作者：Mindl, Jaromir、Balcarek, Pavel、Silar, Lubomir、Vecera, Miroslav

  DOI：——

  日期：——
• US6184398B1
  申请人：——

  公开号：US6184398B1

  公开（公告）日：2001-02-06