单(2-乙基-5-羟基己基)邻苯二甲酸酯 | 40321-99-1

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 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-羟基己基)邻苯二甲酸酯
• 英文名称: mono(2-ethyl-5-hydroxyhexyl) 1,2-benzenedicarboxylate
• 英文别名: mono-(2-ethyl-5-hydroxy-hexyl)phthalate；mono-(2-ethyl-5-hydroxyhexyl) phthalate；mono(2-ethyl-5-hydroxyhexyl) phthalate；mono(2-ethyl-5-hydroxylhexyl)phthalate；5-OH-MEHP；MEHHP；2-(2-ethyl-5-hydroxyhexoxy)carbonylbenzoic acid
• CAS: 40321-99-1
• 化学式: C₁₆H₂₂O₅
• 分子量: 294.348
• InChiKey: RYPQSGURZSTFSX-UHFFFAOYSA-N

物化性质

• 沸点：
  463.7±30.0 °C(Predicted)
• 密度：
  1.160±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、DMSO（少许）、乙酸乙酯（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 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-氧己基)邻苯二甲酸酯	mono(2-ethyl-5-oxohexyl) 1,2-benzenedicarboxylate	40321-98-0	C16H20O5	292.332
  苯酐	phthalic anhydride	85-44-9	C8H4O3	148.118

• 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-氧己基)邻苯二甲酸酯	mono(2-ethyl-5-oxohexyl) 1,2-benzenedicarboxylate	40321-98-0	C16H20O5	292.332

反应信息

• 作为反应物：
  描述：

  单(2-乙基-5-羟基己基)邻苯二甲酸酯 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以56%的产率得到单(2-乙基-5-氧己基)邻苯二甲酸酯
  参考文献：
  名称：

  Monophthalates with Oxidized C5-Carbon in the Ester Chain: A Simple Synthetic Access to Two Major Metabolites of Bis-(2-ethylhexyl)-phthalate

  摘要：

  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.

  DOI：

  10.1007/s007060200084
• 作为产物：
  描述：

  2-乙基-5-己烯-1-醇 在 吡啶 、 sodium tetrahydroborate 、 对苯醌 、 palladium dichloride 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 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

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.
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