单(2-乙基-5-氧己基)邻苯二甲酸酯 | 40321-98-0

• 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: 单(2-乙基-5-氧己基)邻苯二甲酸酯
• 英文名称: mono(2-ethyl-5-oxohexyl) 1,2-benzenedicarboxylate
• 英文别名: mono-(2-ethyl-5-oxo-hexyl)phthalate；mono-(2-ethyl-5-oxohexyl) phthalate；mono(2-ethyl-5-oxohexyl) phthalate；mono(2-ethyl-5-oxohexyl)phthalate；5-oxo-MEHP；MEOHP；2-(2-ethyl-5-oxohexoxy)carbonylbenzoic acid
• CAS: 40321-98-0
• 化学式: C₁₆H₂₀O₅
• 分子量: 292.332
• InChiKey: HCWNFKHKKHNSSL-UHFFFAOYSA-N

物化性质

• 沸点：
  478.7±30.0 °C(Predicted)
• 密度：
  1.155±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（轻微）、己烷（轻微）、甲醇（轻微）

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• WGK Germany：
  3

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  单(2-乙基-5-羟基己基)邻苯二甲酸酯	mono(2-ethyl-5-hydroxyhexyl) 1,2-benzenedicarboxylate	40321-99-1	C16H22O5	294.348

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  单(2-乙基-5-羟基己基)邻苯二甲酸酯	mono(2-ethyl-5-hydroxyhexyl) 1,2-benzenedicarboxylate	40321-99-1	C16H22O5	294.348

反应信息

• 作为反应物：
  描述：

  单(2-乙基-5-氧己基)邻苯二甲酸酯 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以48%的产率得到单(2-乙基-5-羟基己基)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 、 对苯醌 、 palladium dichloride 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 单(2-乙基-5-氧己基)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

文献信息

• (2-Ethyl-5-oxo-hexyl) Methylthiomethyl Phthalate as By-product of the Swern Oxidation: Improved Synthesis of Ring-deuterated Major Metabolites of Bis(2-ethylhexyl) Phthalate
  作者：Hans-Detlev Gilsing、J�rgen Angerer、Dietrich Prescher

  DOI：10.1007/s00706-003-0044-y

  日期：2003.9.1

  Two ring-deuterated major metabolites of bis(2-ethylhexyl) phthalate were obtained in excellent yields by means of an improved oxidation procedure. The by-product of their interconversion by Swern oxidation is elucidated and a possible mechanism of its formation is proposed.
• Monophthalates with Oxidized C5-Carbon in the Ester Chain: A Simple Synthetic Access to Two Major Metabolites of Bis-(2-ethylhexyl)-phthalate
  作者：Hans-Detlev Gilsing、Jürgen Angerer、Dietrich Prescher

  DOI：10.1007/s007060200084

  日期：2002.8.1

  The synthesis of two oxidized metabolites of bis-(2-ethylhexyl)-phthalate is described. The target structures were obtained by esterification of the appropriate alcohol carrying a protected hydroxy group with phthalic anhydride, followed by deprotection and further oxidation.
• Method of Preventing Neurodevelopmental Damage Due to Prenatal Exposure to Environmental Toxins
  申请人：Bralley, III James Alexander

  公开号：US20130296447A1

  公开（公告）日：2013-11-07

  A method of assessing the risk in female patients of having neurocognitive developmentally disabled children. The method including measuring the toxin concentrations in the urine of a female subject wishing to become pregnant, or of a subject that is pregnant. Quantify the risk of neurocognitive developmentally disabled children born to the subject by comparing the toxin concentrations in the subject to reference concentrations utilizing a weighting algorithm. Advise the patient of the quantified risk of having neurocognitive developmentally disabled children. The concentrations of dialkyl phosphates, endocrine disruptors, and xenoestrogens compounds are evaluated. Additionally, the level of PON1 activity may be included in the risk assessment weighting algorithm.
• METHODS AND SYSTEMS FOR ASSESSING INFERTILITY AS A RESULT OF DECLINING OVARIAN RESERVE AND FUNCTION
  申请人：Celmatix Inc.

  公开号：US20200340059A1

  公开（公告）日：2020-10-29

  The present invention relates to methods and systems for assessing ovarian reserve and function in a female subject and informing course of treatment thereof. The invention provides methods for assessing ovarian reserve and function by analyzing both clinical and genetic data/characteristics from a female subject. These methods involve the determination of the presence of one or more mutations in a gene, the gene being associated with fertility and/or ovarian reserve or function. In certain aspects the methods also involve the determination of one or more clinical characteristics associated with fertility and/or ovarian reserve or function. In certain embodiments, the clinical and genetic characteristics obtained from a female subject can be used as data to be input to an ovarian reserve predictor, such that a probability of the female subject suffering from ovarian reserve dysfunction or premature decline can be generated.
• 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.