2,5-二氯-3-(三氟甲基)苯甲酸 | 871254-76-1

• 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: 2,5-二氯-3-(三氟甲基)苯甲酸
• 英文名称: 2,5-dichloro-3-(trifluoromethyl)benzoic acid
• CAS: 871254-76-1
• 化学式: C₈H₃Cl₂F₃O₂
• 分子量: 259.012
• InChiKey: UMULTOMXQAIPCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,5-二氯-3-(三氟甲基)苯甲酸 在 氯化亚砜 作用下， 反应 12.0h， 生成 2,5-Dichloro-3-(trifluoromethyl)benzoyl chloride
  参考文献：
  名称：

  Quantitative structure-activity analysis of larvicidal 1-(substituted benzoyl)-2-benzoyl-1-tert-butylhydrazines againstChilo suppressalis

  摘要：

  AbstractThe larvicidal activity of a number of 1‐(substituted benzoyl)‐2‐benzoyl–1 ‐ten‐butylhydrazines against the rice stem borer (Chilo suppressalis Walk.) was measured. Variations in the activity were examined quantitatively using physico‐chemical substituent and molecular parameters and regression analysis. The results indicated that the molecular hydrophobicity and the electron‐withdrawing inductive/ field effect of ontho substituents are favourable to larvicidal activity. The bulkiness of substituents at the meta and para positions was unfavourable to activity, substitution at the para position being more unfavourable than that at the meta position in terms of van der Waals' volume. The 2,3–, 2,5‐ and 2,6‐disubstitution patterns were also unfavourable to activity. Reductions in larvicidal activity caused by the 2,6‐,‐ 2,3,5‐ and 2,3,4,5‐substitutions were greater than those induced by the 2,3‐ and 2,5‐disubstitutions. When the sum of contributions from favourable effects is greater than that from unfavourable effects, the larvicidal activity is expected to be superior to that of the unsubstituted compound.

  DOI：

  10.1002/ps.2780410210
• 作为产物：
  描述：

  2,5-二氯-3-(三氟甲基)苯胺 在 盐酸 、 sodium peroxide 、 硫酸 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 1.33h， 生成 2,5-二氯-3-(三氟甲基)苯甲酸
  参考文献：
  名称：

  Quantitative structure-activity analysis of larvicidal 1-(substituted benzoyl)-2-benzoyl-1-tert-butylhydrazines againstChilo suppressalis

  摘要：

  AbstractThe larvicidal activity of a number of 1‐(substituted benzoyl)‐2‐benzoyl–1 ‐ten‐butylhydrazines against the rice stem borer (Chilo suppressalis Walk.) was measured. Variations in the activity were examined quantitatively using physico‐chemical substituent and molecular parameters and regression analysis. The results indicated that the molecular hydrophobicity and the electron‐withdrawing inductive/ field effect of ontho substituents are favourable to larvicidal activity. The bulkiness of substituents at the meta and para positions was unfavourable to activity, substitution at the para position being more unfavourable than that at the meta position in terms of van der Waals' volume. The 2,3–, 2,5‐ and 2,6‐disubstitution patterns were also unfavourable to activity. Reductions in larvicidal activity caused by the 2,6‐,‐ 2,3,5‐ and 2,3,4,5‐substitutions were greater than those induced by the 2,3‐ and 2,5‐disubstitutions. When the sum of contributions from favourable effects is greater than that from unfavourable effects, the larvicidal activity is expected to be superior to that of the unsubstituted compound.

  DOI：

  10.1002/ps.2780410210

文献信息

• Metalation and Derivatization of All Six Dichlorobenzotrifluorides:Site Selectivities
  作者：Eric Masson、Elena Marzi、Fabrice Cottet、Carla Bobbio、Manfred Schlosser

  DOI：10.1002/ejoc.200500240

  日期：2005.10

  occurs simultaneously at the 3- and 4-positions. 3,4-Dichlorobenzotrifluoride requires methyllithium in the presence of potassium tert-butoxide (qLIM-KORq mixt.) to undergo regioselective metalation at the 2-position. All the organometallic intermediates were converted into the corresponding benzoic acids by trapping with carbon dioxide, arguably the most popular electrophile for the characterization of

  2,3-, 2,6-, 2,4- 和 3,5- 二氯三氟化物的金属化可以很容易地用 std。试剂，例如二异丙基氨基锂、2,2,6,6-四甲基哌啶锂和在氯相邻的 4-和 3-位以及氯侧翼的 3-和 4-位分别使用丁基锂。然而，只有在平衡条件下，2,6-二氯三氟化物才能确保区域选择性，因为初始去质子化同时发生在 3 位和 4 位。3,4-二氯苯三氟化物需要在叔丁醇钾（qLIM-KORq 混合物）存在下甲基锂才能在 2 位进行区域选择性金属化。所有的有机金属中间体都被二氧化碳捕获，转化为相应的苯甲酸，可以说是用于表征有机金属中间体的最受欢迎的亲电试剂。[在 SciFinder (R) 上]