mono(2-ethyl-6-hydroxyhexyl) 1,2-benzenedicarboxylate | 82975-96-0

• 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: mono(2-ethyl-6-hydroxyhexyl) 1,2-benzenedicarboxylate
• 英文别名: 2-(((2-Ethyl-6-hydroxyhexyl)oxy)carbonyl)benzoic acid；2-(2-ethyl-6-hydroxyhexoxy)carbonylbenzoic acid
• CAS: 82975-96-0
• 化学式: C₁₆H₂₂O₅
• 分子量: 294.348
• InChiKey: ANOICBHTCMIFJZ-UHFFFAOYSA-N

物化性质

• 沸点：
  469.6±30.0 °C(Predicted)
• 密度：
  1.162±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  mono(2-ethyl-6-hydroxyhexyl) 1,2-benzenedicarboxylate 在 chromium(VI) oxide 、 硫酸 作用下， 以 水 、 丙酮 为溶剂， 以94%的产率得到单(2-乙基-5-羧基戊基)邻苯二甲酸酯
  参考文献：
  名称：

  Synthesis of DEHP metabolites as biomarkers for GC–MS evaluation of phthalates as endocrine disrupters

  摘要：

  Phthalates are used primarily as plasticizers to make polyvinyl chloride (PVC) soft and flexible. In recent years the phthalate esters have attracted increasing attention as environmental and biomedical pollutants and, because of their toxicological characteristics. In particular, they are more and more recognized as endocrine disrupters. In this context, we describe herein an efficient synthetic pathway leading to a series of metabolites of di(2-ethylhexyl) phthalate (DEHP). Mono(2-ethylhexenyl) phthalate was used as starting material to obtain these products in good yield, large scale and GC-MS purity. The metabolites of DEHP were synthesized, for the first time, as biomarkers to verify their quantitative determination in human urine and serum by GC-MS analysis for studying the exposure to phthalates and establishing reference values. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.03.005
• 作为产物：
  描述：

  2-乙基-5-己烯-1-醇 在 吡啶 、 diborane(6) 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 mono(2-ethyl-6-hydroxyhexyl) 1,2-benzenedicarboxylate
  参考文献：
  名称：

  Synthesis of DEHP metabolites as biomarkers for GC–MS evaluation of phthalates as endocrine disrupters

  摘要：

  Phthalates are used primarily as plasticizers to make polyvinyl chloride (PVC) soft and flexible. In recent years the phthalate esters have attracted increasing attention as environmental and biomedical pollutants and, because of their toxicological characteristics. In particular, they are more and more recognized as endocrine disrupters. In this context, we describe herein an efficient synthetic pathway leading to a series of metabolites of di(2-ethylhexyl) phthalate (DEHP). Mono(2-ethylhexenyl) phthalate was used as starting material to obtain these products in good yield, large scale and GC-MS purity. The metabolites of DEHP were synthesized, for the first time, as biomarkers to verify their quantitative determination in human urine and serum by GC-MS analysis for studying the exposure to phthalates and establishing reference values. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.03.005

文献信息

• Synthesis of DEHP metabolites as biomarkers for GC–MS evaluation of phthalates as endocrine disrupters
  作者：Francesca Nuti、Sibylle Hildenbrand、Mario Chelli、Roman Wodarz、Anna Maria Papini

  DOI：10.1016/j.bmc.2005.03.005

  日期：2005.5

  Phthalates are used primarily as plasticizers to make polyvinyl chloride (PVC) soft and flexible. In recent years the phthalate esters have attracted increasing attention as environmental and biomedical pollutants and, because of their toxicological characteristics. In particular, they are more and more recognized as endocrine disrupters. In this context, we describe herein an efficient synthetic pathway leading to a series of metabolites of di(2-ethylhexyl) phthalate (DEHP). Mono(2-ethylhexenyl) phthalate was used as starting material to obtain these products in good yield, large scale and GC-MS purity. The metabolites of DEHP were synthesized, for the first time, as biomarkers to verify their quantitative determination in human urine and serum by GC-MS analysis for studying the exposure to phthalates and establishing reference values. (c) 2005 Elsevier Ltd. All rights reserved.