Diethylene glycol diethyl ether
DIETHYL CARBITOL · DIETHYLENE GLYCOL DIETHYL ETHER · BIS(2-ETHOXYETHYL) ETHER · Diethyl carbito · Diethyldigol · ethyldiglyme · Ethyl diglyme · DIETHYLDIGLYCOL
Identifikatoren & physikalische Daten
| CAS No. | 112-36-7 |
|---|---|
| Summenformel | C8H18O3 |
| Durchschnittliche Molmasse | 162,23 g/mol |
| Monoisotopische Masse | 162,12559444 g/mol |
| SMILES | CCOCCOCCOCC |
| InChIKey | RRQYJINTUHWNHW-UHFFFAOYSA-N |
| PubChem CID | 8179 |
| ChEMBL | CHEMBL1235106 |
| ChEBI | CHEBI:44664 |
| EC No. | 203-963-7 |
| DTXSID | DTXSID3025047 |
Chemische & physikalische Eigenschaften
| XLogP | 0,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 27,7 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 8 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 58,4 |
| Solvents | Solvents -> Glycol Ethers (Glymes) |
| SpringerMaterials Properties | Boiling point |
| LogP (Verteilungskoeffizient) | log Kow = 0.39 |
| Dichte | 0.9063 at 68 °F (NTP, 1992) - Less dense than waterwill float0.907 at 20 °C/4 °CRelative density (water = 1): 0.910.9082 @ 20°C0.909 g/mL at 25 °C(lit.) |
| Color/Form | Colorless liquid |
| Löslichkeit | greater than or equal to 100 mg/mL at 66 °F (NTP, 1992)Very soluble in ethanol, organic solventssoluble in ethyl etherSoluble in hydrocarbonsInfinite /1.0X10+6 mg/L/ solubility water at 25 °CSolubility in water: very goodChloroform (Sparingly), Methanol (Slightly) |
| Flammpunkt | 130 °F (NTP, 1992)180 °F (82 °C) (Open Cup)71 °C c.c.160 °F |
| Siedepunkt | 372 °F at 760 mmHg (NTP, 1992)188 °C189 °C189 °C @760 [mm Hg]180-190 °C(lit.) |
| Decomposition | When heated to decomposition it emits acrid smoke and irritating fumes. |
| Schmelzpunkt | -47.7 °F (NTP, 1992)-45 °C-44 °C-44.3 °C |
| Dampfdichte | 5.6 (NTP, 1992) - Heavier than airwill sink (Relative to Air)Relative vapor density (air = 1): 5.65.6 (vs air) |
| Dampfdruck | 0.54 mmHg at 77 °F (NTP, 1992)0.52 [mmHg]0.520 mm Hg at 25 °CVapor pressure, Pa at 20 °C: 790.52 [mm Hg] @25 °C0.5 mm Hg ( 20 °C) |
| Brechungsindex | n20/D 1.412(lit.) |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Liquid |
| Farbe | Clear |
| Explosionsgrenze | 6.2% |
| Spezifische Wärmekapazität | Cp(liquid): 2.1 J/(g·K), at 25℃ |
| Merck | 14,3118 |
| BRN | 1699259 |
| Henry-Konstante | 8.9×101 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| Dielektrizitätskonstante | 5.7000000000000002 |
| Stabilität | Stable. Combustible. Incompatible with strong oxidizing agents. May form peroxides on exposure to air - test for their presence before heating. |
| Kosmetik-Inhaltsstoffe Funktionen | SOLVENT |
| InChI | 1S/C8H18O3/c1-3-9-5-7-11-8-6-10-4-2/h3-8H2,1-2H3 |
| InChIKey | RRQYJINTUHWNHW-UHFFFAOYSA-N |
| SMILES | CCOCCOCCOCC |
| LogP (Verteilungskoeffizient) | 0.39 at 25℃ |
| CAS Datenbank | 112-36-7(CAS DataBase Reference) |
| NIST chemische Informationen | Ethane, 1,1'-oxybis[2-ethoxy-(112-36-7) |
| EPA chemische Informationen | Diethylene glycol diethyl ether (112-36-7) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 5.6% (21 of 374) of reports.WarningH315 (42.8%): Causes skin irritation [Warning Skin corrosion/irritation]P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)Aggregated GHS information provided per 374 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Ethane, 1,1'-oxybis[2-ethoxy-Ethane, 1,1'-oxybis[2-ethoxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethane, 1,1'-oxybis[2-ethoxy- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)S - indicates a substance that is identified in a final Significant New Use Rule.Status: Active Update: 11-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/5924Ethane, 1,1'-oxybis[2-ethoxy-: Does not have an individual approval but may be used under an appropriate group standard |
| DOT-Kennzeichnung | Flammable Liquid |
| Brandgefahren | This chemical is combustible. (NTP, 1992)Combustible. Above 71 °C explosive vapour/air mixtures may be formed. |
| Brandpotenzial | Combustible |
| Gesundheitsgefahren | SYMPTOMS: Symptoms of exposure to this compound include irritation of the skin, eyes, mucous membranes and respiratory tract, coughing, dyspnea and kidney damage. Other symptoms may include nausea, vomiting, headache and central nervous system depression. Exposure may also cause diarrhea, abdominal and lumbar pain, mild liver damage, pulmonary edema, transient polyuria, oliguria, anuria and death by acute renal failure. |
| Gefahrenübersicht | A mild skin and eye irritantDefats the skin[ICSC] A skin, eye, mucous membrane, and respiratory tract irritantMay cause kidney and liver damage and CNS depression[CAMEO] May form explosive peroxides |
Anwendungen & Verwendung
Beschreibung
Diethylene glycol diethyl ether, or 2-Ethoxyethyl ether, is an organic solvent used to study the activities of enzymes in aqueous organic mixtures. Diethylene glycol diethyl ether is a solvent for reactions performed at higher temperatures. It is involved in the preparation of nitrocellulose, resins, and adhesives. It is a scrubbing medium to absorb carbonyl sulfide (COS), an impurity in petroleum refineries. It could be used as an absorbent for CO2. This absorbent has a high boiling point (462 K, in SciFinder), indicating that energy for absorbent regeneration and loss were saved. In addition, this absorbent is chemically and thermally stable, non-corrosive, and has low density and viscosity. It is rich in philic-CO2 groups, which makes Diethylene glycol diethyl ether more effective for CO2 capture. Li et al. found that carbonyl and ether groups in the absorbents improved CO2 solubility, and the carbonyl group was more effective than the ether group[1].
Verwenden
Solvent; high boiling reaction medium.
Herstellung & Synthese
synthetische
2-Ethoxyethyl ether could be synthesized by reacting 1, 4-dioxane with diethyl ether. ZSM-5-type zeolite was used as the catalyst. This reaction is performed in an autoclave.