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Triglyme

HCID 8189
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Grundinformationen

CAS
112-49-2
Standard-SMILES
COCCOCCOCCOC
InChIKey
YFNKIDBQEZZDLK-UHFFFAOYSA-N
Summenformel
C8H18O4
Durchschnittliche Molmasse
178,23 g/mol
Monoisotopische Masse
178,12050905

Überblick

Triethylene glycol dimethyl ether is a clear colorless liquid with a mild ethereal odor. (NTP, 1992)

Namen und Bezeichner

Bevorzugter Name
Triglyme
IUPAC
1-methoxy-2-[2-(2-methoxyethoxy)ethoxy]ethane
Englischer Name
Triethylene glycol dimethyl ether
Summenformel
C8H18O4
Molmasse
178.23

Namen und Synonyme

Triglyme112-49-22,5,8,11-TETRAOXADODECANETriethylene glycol dimethyl ether1,2-Bis(2-methoxyethoxy)ethaneGlyme 4Ansul ether 161Glyme-31-methoxy-2-[2-(2-methoxyethoxy)ethoxy]ethaneTEGDIMETEGDMEDimethyl ether of triethylene glycol
Weitere Namen anzeigen
DIMETHYLTRIGLYCOLglyme4riglymeansulether161dimethyltrigol
Ethane, 1,2-bis(2-methoxyethoxy)-DTXSID802622432YXG88KK0NSC-66400DTXCID206224CHEBI:448421-methoxy-2-(2-(2-methoxyethoxy)ethoxy)ethaneMETHYLTRIGLYME

Datenbank-Bezeichner

CAS
112-49-2
PubChem CID
8189
DTXSID
DTXSID8026224
ChEMBL
CHEMBL1235255
ChEBI
CHEBI:44842
UNII
32YXG88KK0
EC Number
203-977-3
Nikkaji
J5.127F

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-0,5
Polarare Oberfläche (TPSA)
36,9 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
9
Schwere Atome
12
Formalladung
0
Komplexität
67,5

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15
SolventsSolvents -> Glycol Ethers (Glymes)
SpringerMaterials PropertiesDielectric constant
SurfactantsSurfactant
LogP-0.48
Density · 3 Einträge

0.99 at 68 °F (NTP, 1992) - Less dense than water; will float

Relative density (water = 1): 0.99

0.986 @25 °C

Solubility · 2 Einträge

greater than or equal to 100 mg/mL at 70 °F (NTP, 1992)

Solubility in water: miscible

Flash Point · 2 Einträge

232 °F (NTP, 1992)

111 °C o.c.

Boiling Point · 3 Einträge

421 °F at 760 mmHg (NTP, 1992)

216 °C

216 °C @760 [mm Hg]

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H360Df: May damage the unborn child; Suspected of damaging fertility [Danger Reproductive toxicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

Danger

H319 (22.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P203, P264+P265, P280, P305+P351+P338, P318, P337+P317, P405, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Regulatory Information · 6 Einträge

Chemical: 2,5,8,11-Tetraoxadodecane

Hazard Traits - Reproductive Toxicity

S - indicates a substance that is identified in a final Significant New Use Rule.

REACH registered substance: 1,2-bis(2-methoxyethoxy)ethane (EC: 203-977-3)

Substance: 1,2-bis(2-methoxyethoxy)ethane (TEGDME; triglyme)

Triethylene glycol dimethyl ether: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 2,5,8,11-Tetraoxadodecane: Environment tier I assessment
Fire Hazards · 2 Einträge

This chemical is combustible. (NTP, 1992)

Combustible.

Health HazardsSYMPTOMS: Symptoms of exposure to this compound include irritation of the skin and eyes, abdominal pain, coughing, extrasystoles, nausea and vomiting.
Hazards Summary · 1 Eintrag

May have adverse effects on human reproduction, based on animal studies; [ICSC] Labeled as May impair fertility and May cause harm to the unborn child by EU regulations; [Glycol Ethers Online] Prolonged contact with air can form explosive peroxides; [CAMEO] A skin and eye irritant; [NTP] May form explosive peroxides; An irritant; May cause impaired fertility and fetal toxicity; [Alfa Aesar MSDS] See Monoglyme.

Chemie und Industrie

Verwendung und Herstellung

UsesUsed as a solvent; [Merck Index] Used as a solvent for gases and coupling immiscible liquid; [NTP] Not produced commercially in the EU; [Glycol Ethers Online]
Household ProductsCosmetics product ingredient: 1,2-Bis(2-methoxyethoxy)ethane
General Manufacturing Information2,5,8,11-Tetraoxadodecane: ACTIVE

Anwendungen

VerwendenTriethylene glycol dimethyl ether is used as a solvent for gases and coupling immiscible liquid. It is also used to prepare perfluoro-triethyleneglycoldimethylether.

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

1,2-Dimethoxy-ethan4,4'-Divinylbiphenyl

Ergänzende Hinweise

DefinitionChEBI: A polyether that consists of dodecane in which the carbon atoms at positions 2, 5, 8 and 11 are replaced by oxygen atoms.

Zugehörige Reaktionen

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HRID 151842als EduktTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
Reaktionsgleichung von HRID 231928
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Reaktionsgleichung von HRID 266474
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Melting Point · 2 Einträge

-49 °F (NTP, 1992)

-45 °C

Vapor Density · 2 Einträge

4.7 (NTP, 1992) - Heavier than air; will sink (Relative to Air)

Relative vapor density (air = 1): 6.14

Vapor Pressure · 3 Einträge

0.9 mmHg at 68 °F (NTP, 1992)

0.04 [mmHg]

Vapor pressure, kPa at 20 °C: 0.12

Physikochemische Eigenschaften

Schmelzpunkt
45 °C · −45 °C(lit.)
Siedepunkt
216 °C · 216 °C(lit.)
Dichte
0.986 g/mL · 0.986 g/mL at 25 °C(lit.)
Dampfdichte
4.7 · >4.7 (vs air)
Dampfdruck
1.2 hPa · 1.2 hPa (20 °C)
Brechungsindex
20 · n20/D 1.423(lit.)
Flammpunkt
231 °F · 231 °F
storage temp.
30 °C · Store below +30°C.
Löslichkeit
1000 g/l · >1000g/l soluble
Aggregatzustand
Liquid
Farbe
20 · APHA: ≤20
PH
7 · 7
Explosionsgrenze
0.7 % · 0.7%(V)
Wasserlöslichkeit
Soluble
Merck
14 · 14,9692
BRN
1700630 · 1700630
Dielectric constant
7.5 · 7.5
Major Application
environmental
InChI
1S/C8H18O4/c1-9-3-5-11-7-8-12-6-4-10-2/h3-8H2,1-2H3
InChIKey
YFNKIDBQEZZDLK-UHFFFAOYSA-N
SMILES
COCCOCCOCCOC
LogP
-0.52 at · -0.52 at 20℃
Oberflächenspannung
27.56 mN/m · 27.56mN/m at 298.15K
CAS Datenbank
112 · 112-49-2(CAS DataBase Reference)
NIST chemische Informationen
2 · 2,5,8,11-Tetraoxadodecane(112-49-2)
EPA chemische Informationen
Triethylene glycol dimethyl ether (112-49-2)
Reactive GroupEthers
EC ClassificationSymbol: T; R: 61-62-19; S: 53-45
Reactivity AlertsPeroxidizable Compound
Reactivity Profile · 1 Eintrag

TRIETHYLENE GLYCOL DIMETHYL ETHER forms explosive peroxides on prolonged exposure to air. Its decomposition products may be sensitive to shock. The bulk chemical is stable for 2 weeks at temperatures up to 140 °F when protected from light. This chemical is incompatible with strong oxidizers. It is also incompatible with strong acids. It may react with peroxides, oxygen, nitric acid and sulfuric acid. (NTP, 1992).

Chemical DangersThe substance can presumably form explosive peroxides. Reacts violently with strong oxidants.
Air and Water ReactionsThis chemical forms explosive peroxides on prolonged exposure to air. Its decomposition products may be sensitive to shock. Water soluble.
Hazard Classes and Categories · 4 Einträge

Eye Irrit. 2 (22.6%)

Reproductive toxicity - category 1B

Reproductive toxicity - Category 2

Repr. 1B

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Fires involving this material can be controlled with a carbon dioxide, dry chemical or Halon extinguisher. A water spray may also be used. (NTP, 1992)

Use water spray, foam, powder, carbon dioxide.

First Aid Measures · 4 Einträge

Fresh air, rest.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Give one or two glasses of water to drink.

First Aid · 1 Eintrag

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Safe StorageSeparated from strong oxidants.
Nonfire Spill Response · 1 Eintrag

SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Spillage DisposalPersonal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Ventilation. Collect leaking and spilled liquid in sealable containers as far as possible.
Eye PreventionWear safety spectacles.
Fire PreventionNO open flames.
Inhalation RiskNo indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
Skin PreventionProtective gloves. Protective clothing.
Exposure PreventionSee EFFECTS OF LONG-TERM OR REPEATED EXPOSURE. AVOID ALL CONTACT!
Ingestion PreventionDo not eat, drink, or smoke during work.

Toxikologische Informationen

Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure RoutesThe substance can be absorbed into the body by inhalation of its aerosol and by ingestion.

Sicherheitsdaten

F
3
wgk
1
tsca
TSCA listed
hs_code
29094990
RTECS-Nr.
XF0665000
risk_code
61-19-62
Toxizität
LD50 orally in Rabbit: 5390 mg/kg
hazard_code
T
safety_code
53-45
Speicherklasse
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications
Eye Irrit. 2Repr. 1B
Selbstentzündungstemperatur
375 °F