2-[2-(2-ethoxyethoxy)ethoxy]ethyl chlorocarbonate | 25092-58-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: 2-[2-(2-ethoxyethoxy)ethoxy]ethyl chlorocarbonate
• 英文别名: 2-[2-(2-Ethoxyethoxy)ethoxy]ethyl carbonochloridate
• CAS: 25092-58-4
• 化学式: C₉H₁₇ClO₅
• 分子量: 240.684
• InChiKey: GASLIEUWFNEXKR-UHFFFAOYSA-N

物化性质

• 沸点：
  106-109 °C(Press: 0.9-1.1 Torr)
• 密度：
  1.140±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[2-(2-ethoxyethoxy)ethoxy]ethyl chlorocarbonate 在 sodium azide 、 18-冠醚-6 作用下， 以 四氢呋喃 为溶剂， 反应 96.0h， 以71%的产率得到2-[2-(2-ethoxyethoxy)ethoxy]ethyl azidocarbonate
  参考文献：
  名称：

  Functionalization of Single-Walled Carbon Nanotubes with (R-)Oxycarbonyl Nitrenes

  摘要：

  Sidewall functionalization of single-walled carbon nanotubes (SWCNTs) via the addition of (R-)- oxycarbonyl nitrenes allows for the covalent binding of a variety of different groups such as alkyl chains, aromatic groups, dendrimers, crown ethers, and oligoethylene glycol units. Such additions lead to a considerable increase in the solubility in organic solvents such as 1,1,2,2-tetrachloroethane (TCE), dimethyl sulfoxide (DMSO), and 1,2-dichlorobenzene (ODCB). The highest solubilities of 1.2 mg/mL were found for SWCNT adducts with nitrenes containing crown ether of oligoethylene glycol moieties in DMSO and TCE, respectively. The presence of chelating donor groups within the addends allowed for the complexation of Cu2+ and Cd2+. Atomic force microscopy (AFM) and transmission electron microscopy (TEM) revealed that the functionalized tubes form thin bundles with typical diameters of 10 nm. The presence of thin bundles in solution is supported by H-1 NMR spectroscopy. The elemental composition of the functionalized SWCNT was determined by X-ray photoelectron spectroscopy (XPS). The use of Raman and electron absorption spectroscopy (UV/Vis-nIR) showed that the electronic properties of the SWCNTs are mostly retained after functionalization, indicating a low degree of addition within this series of SWCNT derivatives.

  DOI：

  10.1021/ja029931w
• 作为产物：
  描述：

  光气 、 三乙二醇乙醚 以 甲苯 为溶剂， 生成 2-[2-(2-ethoxyethoxy)ethoxy]ethyl chlorocarbonate
  参考文献：
  名称：

  Functionalization of Single-Walled Carbon Nanotubes with (R-)Oxycarbonyl Nitrenes

  摘要：

  Sidewall functionalization of single-walled carbon nanotubes (SWCNTs) via the addition of (R-)- oxycarbonyl nitrenes allows for the covalent binding of a variety of different groups such as alkyl chains, aromatic groups, dendrimers, crown ethers, and oligoethylene glycol units. Such additions lead to a considerable increase in the solubility in organic solvents such as 1,1,2,2-tetrachloroethane (TCE), dimethyl sulfoxide (DMSO), and 1,2-dichlorobenzene (ODCB). The highest solubilities of 1.2 mg/mL were found for SWCNT adducts with nitrenes containing crown ether of oligoethylene glycol moieties in DMSO and TCE, respectively. The presence of chelating donor groups within the addends allowed for the complexation of Cu2+ and Cd2+. Atomic force microscopy (AFM) and transmission electron microscopy (TEM) revealed that the functionalized tubes form thin bundles with typical diameters of 10 nm. The presence of thin bundles in solution is supported by H-1 NMR spectroscopy. The elemental composition of the functionalized SWCNT was determined by X-ray photoelectron spectroscopy (XPS). The use of Raman and electron absorption spectroscopy (UV/Vis-nIR) showed that the electronic properties of the SWCNTs are mostly retained after functionalization, indicating a low degree of addition within this series of SWCNT derivatives.

  DOI：

  10.1021/ja029931w

文献信息

• Mixed Carbonates as Useful Substrates for a Fluorogenic Assay for Lipases and Esterases
  作者：Anna Zadlo、Dominik Koszelewski、Filip Borys、Ryszard Ostaszewski

  DOI：10.1002/cbic.201402528

  日期：2015.3.2

  Fluorogenic probes: Mixed carbonates of 7‐hydroxy‐4‐methylcoumarin constitute a new class of probe for fluorogenic assays. They represent promising substrates for fingerprinting enzyme hydrolytic activity. They proved particularly useful because of the low nonspecific degradation and their easy synthesis, and they proved highly relevant for screening lipase and esterase libraries.

  荧光探针： 7-羟基-4-甲基香豆素的混合碳酸盐构成了一种用于荧光分析的新型探针。它们代表了指纹酶水解活性的有前途的底物。由于非特异性降解低且易于合成，它们被证明特别有用，并且它们被证明与筛选脂肪酶和酯酶文库高度相关。
• 2'-position modified compound of erythromycin or its derivative
  申请人：Taisho Pharmaceutical Co., Ltd.

  公开号：US05350839A1

  公开（公告）日：1994-09-27

  Erythromycins showing an extremely relieved bitterness at administration and an improved absorbability in vivo when orally administered are provided. A compound having a group represented by the following formula: --O--CO--O--[(CH.sub.2).sub.m --O].sub.n --R (wherein R represents an alkyl group having from 1 to 12 carbon atoms, m represents an integer of from 2 to 4, and n represents an integer of from 1 to 7) at the 2'-position of erythromycins or a salt thereof.

  提供了口服给药时在体内表现出极大的缓解苦味和改善的吸收性的红霉素类化合物。该化合物在红霉素类化合物的2'-位置或其盐中具有以下式代表的基团：--O--CO--O--[(CH.sub.2).sub.m --O].sub.n --R（其中R代表具有1至12个碳原子的烷基基团，m代表2至4的整数，n代表1至7的整数）。
• 2'-MODIFIED ERYTHROMYCIN OR DERIVATIVE THEREOF
  申请人：TAISHO PHARMACEUTICAL CO. LTD

  公开号：EP0553353A1

  公开（公告）日：1993-08-04

  Modified erythromycin having remarkably alleviated bitterness and improved bioabsorbability, comprising a compound prepared by introducing a group represented by the formula: -O-CO-O-[(CH₂)m-O]n-R (wherein R represents C₁ to C₁₂ alkyl, m represents an integer of 2 to 4, and n represents an integer of 1 to 7), into the 2'-position of an erythromycin, or its salt.

  具有显著减轻苦味和改善生物可吸收性的改良红霉素，包括通过引入由式表示的基团制备的化合物：-O-CO-O-[(CH₂)m-O]n-R（其中 R 代表 C₁ 至 C₁₂ 烷基，m 代表 2 至 4 的整数，n 代表 1 至 7 的整数），引入红霉素或其盐的 2'- 位。
• US5350839A
  申请人：——

  公开号：US5350839A

  公开（公告）日：1994-09-27
• Functionalization of Single-Walled Carbon Nanotubes with (R-)Oxycarbonyl Nitrenes
  作者：Michael Holzinger、Juergen Abraham、Paul Whelan、Ralf Graupner、Lothar Ley、Frank Hennrich、Manfred Kappes、Andreas Hirsch

  DOI：10.1021/ja029931w

  日期：2003.7.1

  Sidewall functionalization of single-walled carbon nanotubes (SWCNTs) via the addition of (R-)- oxycarbonyl nitrenes allows for the covalent binding of a variety of different groups such as alkyl chains, aromatic groups, dendrimers, crown ethers, and oligoethylene glycol units. Such additions lead to a considerable increase in the solubility in organic solvents such as 1,1,2,2-tetrachloroethane (TCE), dimethyl sulfoxide (DMSO), and 1,2-dichlorobenzene (ODCB). The highest solubilities of 1.2 mg/mL were found for SWCNT adducts with nitrenes containing crown ether of oligoethylene glycol moieties in DMSO and TCE, respectively. The presence of chelating donor groups within the addends allowed for the complexation of Cu2+ and Cd2+. Atomic force microscopy (AFM) and transmission electron microscopy (TEM) revealed that the functionalized tubes form thin bundles with typical diameters of 10 nm. The presence of thin bundles in solution is supported by H-1 NMR spectroscopy. The elemental composition of the functionalized SWCNT was determined by X-ray photoelectron spectroscopy (XPS). The use of Raman and electron absorption spectroscopy (UV/Vis-nIR) showed that the electronic properties of the SWCNTs are mostly retained after functionalization, indicating a low degree of addition within this series of SWCNT derivatives.