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2,5,8,11-tetraoxatetradec-13-ene, also known as a crown ether, is a unique chemical substance with a 14-membered ring system. This organic compound is composed of 14 atoms, including four oxygen atoms and ten carbon atoms. Its most significant feature is its ability to bind certain molecules, particularly metal ions in solution, which makes it valuable in various chemical reactions and industrial applications. The capacity to form complexes with metal ions is a key characteristic that positions 2,5,8,11-tetraoxatetradec-13-ene as an essential compound in the fields of chemistry and biochemistry.

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  • 19685-21-3 Structure
  • Basic information

    1. Product Name: 2,5,8,11-tetraoxatetradec-13-ene
    2. Synonyms: 2,5,8,11-tetraoxatetradec-13-ene;Allyloxymethoxytriglycol;Allyloxy(triethylene oxide), methyl ether;1-(Allyloxy)-8-methoxy-3,6-dioxaoctane;2-(Allyloxy)ethyl 2-(2-methoxyethoxy)ethyl ether;2,5,8,11-Tetraoxa-13-tetradecene;3-[2-[2-(2-Methoxyethoxy)ethoxy]ethoxy]-1-propene;Triethylene glycol allyl methyl diether
    3. CAS NO:19685-21-3
    4. Molecular Formula: C10H20O4
    5. Molecular Weight: 204.2634
    6. EINECS: 243-224-6
    7. Product Categories: N/A
    8. Mol File: 19685-21-3.mol
  • Chemical Properties

    1. Melting Point: <0°C
    2. Boiling Point: 246.5°Cat760mmHg
    3. Flash Point: 80.8°C
    4. Appearance: /
    5. Density: 0.953g/cm3
    6. Vapor Pressure: 0.0424mmHg at 25°C
    7. Refractive Index: 1.427
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: 2,5,8,11-tetraoxatetradec-13-ene(CAS DataBase Reference)
    11. NIST Chemistry Reference: 2,5,8,11-tetraoxatetradec-13-ene(19685-21-3)
    12. EPA Substance Registry System: 2,5,8,11-tetraoxatetradec-13-ene(19685-21-3)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 19685-21-3(Hazardous Substances Data)

19685-21-3 Usage

Uses

Used in Chemical Reactions:
2,5,8,11-tetraoxatetradec-13-ene is used as a complexing agent for metal ions in chemical reactions, facilitating the binding and interaction of these ions with other molecules. This property is crucial for the synthesis and stabilization of certain chemical compounds.
Used in Industrial Applications:
In the industrial sector, 2,5,8,11-tetraoxatetradec-13-ene is used as a component in the production of various materials and products. Its ability to bind metal ions can enhance the properties of these materials, such as their conductivity or stability.
Used in Biochemistry:
2,5,8,11-tetraoxatetradec-13-ene is used as a research tool in biochemistry to study the interactions between metal ions and biomolecules. This can provide insights into the mechanisms of various biological processes and the development of new therapeutic strategies.
Used in Analytical Chemistry:
2,5,8,11-tetraoxatetradec-13-ene is used as an analytical reagent in the detection and quantification of metal ions in samples. Its high affinity for these ions makes it a valuable tool for sensitive and accurate measurements in analytical chemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 19685-21-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,9,6,8 and 5 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 19685-21:
(7*1)+(6*9)+(5*6)+(4*8)+(3*5)+(2*2)+(1*1)=143
143 % 10 = 3
So 19685-21-3 is a valid CAS Registry Number.
InChI:InChI=1/C10H20O4/c1-3-4-12-7-8-14-10-9-13-6-5-11-2/h3H,1,4-10H2,2H3

19685-21-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]prop-1-ene

1.2 Other means of identification

Product number -
Other names Allyloxymethoxytriglycol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:19685-21-3 SDS

19685-21-3Relevant articles and documents

Cross-Linked Network Polymer Electrolytes Based on a Polysiloxane Backbone with Oligo(oxyethylene) Side Chains: Synthesis and Conductivity

Zhang, Zhengcheng,Sherlock, David,West, Ryan,West, Robert,Amine, Khalil,Lyons, Leslie J.

, p. 9176 - 9180 (2003)

A novel cross-linked siloxane-based solid polymer network has been synthesized by the hydrosilylation of polymethylhydrosiloxane (PMHS) partly substituted with oligo(ethylene glycol) methyl ether side groups and a α,ω-diallyl poly(ethylene glycol) cross-linking reagent. The ionic conductivities of the networks doped with LiTFSI are high at ambient temperature (σ = 1.33 × 10-4 S cm-1 at the optimum LiTFSI concentration EO/Li+ = 20:1). The temperature dependence of the conductivity followed the VTF form, indicating that polymer segmental motion assists the ion transport in the solid networks.

Network-type ionic conductors based on oligoethyleneoxy-functionalized pentamethylcyclopentasiloxanes

Zhang, Zhengcheng,Lyons, Leslie J.,Amine, Khalil,West, Robert

, p. 5714 - 5720 (2005)

Network-type solid polymer electrolytes (NSPEs) were synthesized containing oligoethylene oxide chains, CH3(OCH2CH2) 3(CH2)3-, within the network structures. Hydrosilylation reactions of precursors 1 and 2 (oligoethyleneoxy partially substituted pentamethylccyclopentasiloxanes (D5H)) with an α,ω-diallyloligo(ethylene glycol) were employed for the formation of the cross-linked networks. The conductivities of the network polymer/LiX complexes with variable EO/Li ratios were measured by impedance experiments. NSPE-2, with 36.0% cross-linking density, exhibited higher conductivity than NSPE-1, with 43.8%. The optimum conductivity (σ = 9.24 × 10 -5 S/cm at 25°C, 2.11 × 10-4 S/cm at 37°C) was found for NSPE-2 with lithium bis(oxalato)borate (LiBOB). LiBOB-doped polymers exhibited higher conductivity than those doped with LiTFSI at the same salt concentration.

New inorganic-organic hybrid Li+ ion conducting polymer electrolytes

Fujinami, Tatsuo,Sugie, Kazuhiro,Mori, Kenji,Mehta, Mary Anne

, p. 619 - 620 (1998)

A new series of inorganic-organic hybrid polymer electrolytes containing the aluminate structure were prepared. Incorporation of stronger Lewis acid sites into the polymer in the region of the aluminate bond was effective for enhancing ionic conductivity. The materials were shown to be single Li+ ion conductors.

High ion content siloxane phosphonium ionomers with very low T g

Liang, Siwei,Oreilly, Michael V.,Choi, U Hyeok,Shiau, Huai-Suen,Bartels, Joshua,Chen, Quan,Runt, James,Winey, Karen I.,Colby, Ralph H.

, p. 4428 - 4437 (2014)

Polysiloxane phosphonium single-ion conductors grafted with oligomeric PEO and with ion contents ranging from 5 to 22 mol % were synthesized via hydrosilylation reaction. The parent Br- anion was exchanged to F- or bis(trifluoromethanesulfonyl)imide (TFSI-). X-ray scattering data suggest ion aggregation is absent in these phosphonium ionomers, which contributes to low glass transition temperatures (below -70 °C) with only a weak dependence on both ion content and counteranion type. Conductivities weakly increase with ion content but exhibit a strong dependence on anion type. The highest conductivity at 30 °C is 20 μS/cm for dry neat ionomer, with the TFSI- anion, consistent with its relatively delocalized negative charge and large size that weaken interactions between TFSI- and the phosphonium cation.

Plasticizing Li single-ion conductors with low-volatility siloxane copolymers and oligomers containing ethylene oxide and cyclic carbonates

Liang, Siwei,Chen, Quan,Choi, U Hyeok,Bartels, Joshua,Bao, Nanqi,Runt, James,Colby, Ralph H.

, p. 21269 - 21276 (2015)

To prepare a safe electrolyte for lithium ion batteries, two groups of novel low-volatility plasticizers combining pendant cyclic carbonates and short ethylene oxide chains have been successfully synthesized, as confirmed by 1H, 13C and 29Si NMR spectroscopy. The Fox equation describes the composition dependence of the glass transition temperature (Tg) very well for the random polysiloxane-based copolymer plasticizers (11000 g as much as 20 K lower than the Fox equation prediction because of their lower molecular weight (450 g. Mixing with 20 wt% polysiloxane tetraphenyl borate-Li ionomer (14 mol% borate and 86 mol% cyclic carbonate) increases conductivity relative to the neat ionomer by lowering Tg, increasing dielectric constant and providing better solvation of Li+. The best oligomeric plasticizer only has Tg 10 K lower than the Fox prediction but has dielectric constant 30% larger than expected by the Landau-Lifshitz mixing rule, owing to a surprisingly low viscosity, resulting in ambient conductivity 2 × 10-5 S cm-1. For both groups of plasticizers, the fraction of cyclic carbonates relative to ethylene oxide governs the magnitude and temperature dependence of the ionic conductivity.

Careful investigation of the hydrosilylation of olefins at poly(ethylene glycol) chain ends and development of a new silyl hydride to avoid side reactions

Shin, Hyunseo,Moon, Bongjin

, p. 527 - 536 (2018/01/27)

Hydrosilylation of olefin groups at poly(ethylene glycol) chain ends catalyzed by Karstedt catalyst often results in undesired side reactions such as olefin isomerization, hydrogenation, and dehydrosilylation. Since unwanted polymers obtained by side reactions deteriorate the quality of end-functional polymers, maximizing the hydrosilylation efficiency at polymer chain ends becomes crucial. After careful investigation of the factors that govern side reactions under various conditions, it was related that the short lifetime of the unstable Pt catalyst intermediate led to the formation of more side products under the inherently dilute conditions for polymers. Based on these results, two new chelating hydrosilylation reagents, tris(2-methoxyethoxy)silane (5) and 2,10-dimethyl-3,6,9-trioxa-2,10-disilaundecane (6), have been developed. It was demonstrated that the hydrosilylation efficiency at polymer chain ends was significantly increased by employing the internally coordinating hydrosilane 5. In addition, employment of the internally coordinating disilane species 6 in an addition polymerization with 1,5-hexadiene by hydrosilylation reaction yielded a polymer with high molecular weight (Mn = 9300 g/mol), which was significantly higher than that (Mn = 2600 g/mol) of the corresponding polymer obtained with non-chelating dihydrosilane, 1,1,3,3-tetramethyldisiloxane.

Anion Receptor, Electrolyte Containing the Anion Receptor and Lithium Ion Battery and Lithium Ion Capacitor Using the Electrolyte

-

Paragraph 0088-0090, (2018/09/30)

The present invention relates to a novel anion acceptor having a high cation transport rate and improved lifespan, an electrolyte containing the same, and a lithium ion battery and a lithium ion capacitor manufactured using the electrolyte and, more specifically, to a compound represented by chemical formula 1. In the chemical formula 1, n is an integer from 1 to 50, and X is one or more selected from the group consisting of -NR_1R_2, -NR_3R_4, -Ph(-(m)-R_5), and -O-(CH_2CH_2O)_y-CH_3.COPYRIGHT KIPO 2018

Thermodynamic Properties of Carbosilane Dendrimers of the Sixth Generation with Ethylene Oxide Terminal Groups

Sologubov, Semen S.,Markin, Alexey V.,Smirnova, Natalia N.,Novozhilova, Natalia A.,Tatarinova, Elena A.,Muzafarov, Aziz M.

, p. 14527 - 14535 (2015/11/23)

The temperature dependences of heat capacities of carbosilane dendrimers of the sixth generation with ethyleneoxide terminal groups, denoted as G6[(OCH2CH2)1OCH3]256 and G6[(OCH2CH2)3OCH3]256, were measured in the temperature range from T = (6 to 520) K by precision adiabatic calorimetry and differential scanning calorimetry (DSC). In the above temperature range the physical transformations, such as glass transition and high-temperature relaxation transition, were detected. The standard thermodynamic characteristics of the revealed transformations were determined and analyzed. The standard thermodynamic functions, namely, heat capacity Cp°(T), enthalpy H°(T) - H°(0), entropy S°(T) - S°(0), and Gibbs energy G°(T) - H°(0) for the range from T → 0 to 520 K, and the standard entropies of formation ΔfS°of the investigated dendrimers in the devitrified state at T = 298.15 K, were calculated per corresponding moles of the notional structural units. The standard thermodynamic properties of dendrimers under study were discussed and compared with literature data for carbosilane dendrimers with different functional terminal groups.

Synthesis and properties of carbosilane dendrimers of the third and sixth generations with the ethylene oxide surface layer in bulk and in monolayers at the air-water interface

Novozhilova,Malakhova,Buzin,Buzin,Tatarinova,Vasilenko,Muzafarov

, p. 2514 - 2526 (2014/11/08)

A number of carbosilane dendrimers with the ethylene oxide surface layer was synthesized. The density of the surface layer determines their capability to form a physical network due to intermolecular entanglements. The specific interactions of the ethylene oxide fragments exert a minor effect on the thermal behavior of dendritic macromolecules. The compression-expansion isotherms of Langmuir films together with Brewster angle microscopy data show that an increase in the core rigidity with increasing the generation number favors the formation of ordered molecular multilayers. The appearance of a pronounced hysteresis in the compression-expansion cycles is a common phenomenon for amphiphilic dendrimers of high generations.

OLEFIN METATHESIS REACTIONS OF AMINO ACIDS, PEPTIDES AND PROTEINS CONTAINING ALLYL SULFIDE GROUPS

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Page/Page column 12, (2012/07/27)

A method for the modification of an amino acid, protein or peptide is disclosed. The method comprises reacting a carbon-carbon double bond-containing compound with an amino acid, a protein or a peptide containing an allyl sulfide group in the presence of a catalyst which promotes olefin metathesis, to form a modified amino acid, protein or peptide. Preferred carbon-carbon double bond-containing compounds include carbohydrates.

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