Quick Search
Diethyldiethylene glycol (Ethyl diglyme) is an organic compound with the formula (HOCH2CH2)2O.
Diethyldiethylene glycol (Ethyl diglyme) is a colorless, practically odorless, and hygroscopic liquid with a sweetish taste.
Diethyldiethylene glycol (Ethyl diglyme) is a four carbon dimer of ethylene glycol.
CAS: 112-36-7
MF: C8H18O3
MW: 162.23
EINECS: 203-963-7
Diethyldiethylene glycol (Ethyl diglyme) is miscible in water, alcohol, ether, acetone, and ethylene glycol.
Diethyldiethylene glycol (Ethyl diglyme) is a widely used solvent.
Diethyldiethylene glycol (Ethyl diglyme) can be a contaminant in consumer products; this has resulted in numerous epidemics of poisoning since the early 20th century.
A polyether that consists of undecane in which the carbon atoms at positions 3, 6 and 9 are replaced by oxygen atoms.
Ethyl diglyme (diethylene glycol diethyl ether) is a suitable solvent for emissive applications like digital ink formulations.
This water soluble, low odor aprotic solvent offers high solvency and dispersancy for pigments and dyes, while preventing clogging of printer heads.
Diethyldiethylene glycol (Ethyl diglyme) is used as a solvent for reactions performed at higher temperatures.
Diethyldiethylene glycol (Ethyl diglyme) is involved in the preparation of nitrocellulose, resins and adhesives.
Diethyldiethylene glycol (Ethyl diglyme) is utilized as a scrubbing medium to absorb carbonyl sulfide (COS), an impurity in petroleum refineries.
Diethyldiethylene glycol (Ethyl diglyme) Chemical Properties
Melting point: -44.3 °C
Boiling point: 180-190 °C(lit.)
Density: 0.909 g/mL at 25 °C(lit.)
Vapor density: 5.6 (vs air)
Vapor pressure: 0.5 mm Hg ( 20 °C)
Refractive index: n20/D 1.412(lit.)
Fp: 160 °F
Storage temp.: Store below +30°C.
Form: Liquid
Color: Clear
Relative polarity: 3.9
Explosive limit: 6.2%
Water Solubility: SOLUBLE
λmax: λ: 260 nm Amax: 1.00
λ: 300 nm Amax: 0.10
λ: 320 nm Amax: 0.04
λ: 350-400 nm Amax: 0.01
Merck: 14,3118
BRN: 1699259
Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
May form peroxides on exposure to air - test for their presence before heating.
InChIKey: RRQYJINTUHWNHW-UHFFFAOYSA-N
LogP: 0.39 at 25℃
CAS DataBase Reference: 112-36-7(CAS DataBase Reference)
NIST Chemistry Reference: Diethyldiethylene glycol (Ethyl diglyme) (112-36-7)
EPA Substance Registry System: Diethyldiethylene glycol (Ethyl diglyme) (112-36-7)
Uses
Diethyldiethylene glycol (Ethyl diglyme) is used in the manufacture of saturated and unsaturated polyester resins, polyurethanes, and plasticizers.
Diethyldiethylene glycol (Ethyl diglyme) is used as a building block in organic synthesis, e.g. of morpholine and 1,4-dioxane.
Diethyldiethylene glycol (Ethyl diglyme) is a solvent for nitrocellulose, resins, dyes, oils, and other organic compounds.
Diethyldiethylene glycol (Ethyl diglyme) is a humectant for tobacco, cork, printing ink, and glue.
Diethyldiethylene glycol (Ethyl diglyme) is also a component in brake fluid, lubricants, wallpaper strippers, artificial fog and haze solutions, and heating/cooking fuel.
In personal care products (e.g. skin cream and lotions, deodorants), Diethyldiethylene glycol (Ethyl diglyme) is often replaced by selected diethylene glycol ethers.
A dilute solution of Diethyldiethylene glycol (Ethyl diglyme) can also be used as a cryoprotectant; however, ethylene glycol is much more commonly used.
Most ethylene glycol antifreeze contains a few percent Diethyldiethylene glycol (Ethyl diglyme), present as a byproduct of ethylene glycol production.
Diethyldiethylene glycol (Ethyl diglyme) is a very useful organic solvent.
Diethyldiethylene glycol (Ethyl diglyme) has a high boiling point and has been used to study the activities of enzymes in aqueous organic mixtures.
Solvent; high boiling reaction medium.
Diethyldiethylene glycol (Ethyl diglyme) is used to study the activities of enzymes in aqueous organic mixtures.
Diethyldiethylene glycol (Ethyl diglyme) is used as an oil-water mixed solvent for the printing and dyeing of nitrocellulose and wool fabrics and an extractant for uranium ore.
Diethyldiethylene glycol (Ethyl diglyme) is also a high boiling point reaction medium.
The oral LD50 to mice was 4970mg/kg.
Diethyldiethylene glycol (Ethyl diglyme) used as organic synthetic solvent, nitro paint composition for brushing, leveling agent for fiber and leather, leveling agent for photographic printing, etc.
Diethyldiethylene glycol (Ethyl diglyme) use high boiling point reaction medium.
The gas chromatography stationary solution (the maximum service temperature is 30 ℃, the solvent is ether), the selectivity is similar to polyethylene glycol.
The production method is obtained by the reaction of diethylene glycol and ethanol.
Another method is to react diethylene glycol monoethyl ether with bromoethane in the presence of metal sodium (or sodium hydroxide).
Preparation
Diethyldiethylene glycol (Ethyl diglyme) is produced by the partial hydrolysis of ethylene oxide.
Depending on the conditions, varying amounts of Diethyldiethylene glycol (Ethyl diglyme) and related glycols are produced.
The resulting product is two ethylene glycol molecules joined by an ether bond.
"Diethyldiethylene glycol (Ethyl diglyme) is derived as a co-product with ethylene glycol (MEG) and triethylene glycol.
The industry generally operates to maximize MEG production.
Ethylene glycol is by far the largest volume of the glycol products in a variety of applications.
Availability of Diethyldiethylene glycol (Ethyl diglyme) will depend on demand for derivatives of the primary product, ethylene glycol, rather than on DEG market requirements."
Toxicology
Despite the discovery of Diethyldiethylene glycol (Ethyl diglyme)'s toxicity in 1937 and its involvement in mass poisonings around the world, the information available regarding human toxicity is limited.
Some authors suggest the minimum toxic dose is estimated at 0.14 mg/kg of body weight and the lethal dose is between 1.0 and 1.63 g/kg of body weight, while some suggest the LD50 in adults is of ~1 mL/kg, and others suggest this is the LD30.
Because of its adverse effects on humans, Diethyldiethylene glycol (Ethyl diglyme) is not allowed for use in food and drugs (in many countries).
The U.S. Code of Federal Regulations allows no more than 0.2% of Diethyldiethylene glycol (Ethyl diglyme) in polyethylene glycol when the latter is used as a food additive.
The Government of Australia does not allow Diethyldiethylene glycol (Ethyl diglyme) as a food additive due to its toxicity; it is only allowed at less than 0.25% w/w of Diethyldiethylene glycol (Ethyl diglyme) as an impurity of polyethylene glycol (PEG)even in toothpaste.
Diethyldiethylene glycol (Ethyl diglyme) has "moderate to low" acute toxicity in animal experiments.
The LD50 for small mammals has been tested at between 2 and 25 g/kg, less toxic than its relative ethylene glycol, but still capable of causing toxicity in humans (in high concentration only).
Diethyldiethylene glycol (Ethyl diglyme) appears diethylene glycol may be more hazardous to humans than implied by oral toxicity data in laboratory animals.
Air & Water Reactions
Highly flammable.
May be sensitive to prolonged exposure to air.
Diethyldiethylene glycol (Ethyl diglyme) can form explosive peroxides.
Vapor-air mixtures are explosive above the flash point.
Water soluble.
Diethyldiethylene glycol (Ethyl diglyme) is incompatible with strong acids.
Diethyldiethylene glycol (Ethyl diglyme) is also incompatible with strong oxidizing agents.
Diethyldiethylene glycol (Ethyl diglyme) is combustible.
Synonyms
DIETHYLENE GLYCOL DIETHYL ETHER
112-36-7
2-Ethoxyethyl ether
1-Ethoxy-2-(2-ethoxyethoxy)ethane
Diethyl carbitol
Ethyl diglyme
Diethyldiethylene glycol
Bis(2-ethoxyethyl) ether
Ether, bis(2-ethoxyethyl)
3,6,9-Trioxaundecane
DEGDEE
diethyleneglycoldiethylether
Ethane, 1,1'-oxybis[2-ethoxy-
Ethyldiglyme
2-(2-Ethoxyethoxy)-1-ethoxyethane
Diethylether diethylenglykolu
1-Ethoxy-2-(beta-ethoxyethoxy)ethane
Ethanol, 2,2'-oxybis-, diethyl ether
Ethane, 1,1'-oxybis(2-ethoxy-
diethyleneglycol diethyl ether
DTXSID3025047
CHEBI:44664
ZH086O935Z
MFCD00009254
Ethanol, 2,2'-oxybis-, diethyl ether; Ethyldiglyme; Hisolve EDE
HSDB 68
P4G
Glycol, diethylene-, diethyl ether
EINECS 203-963-7
Diethylether diethylenglykolu [Czech]
BRN 1699259
diethoxydiglycol
UNII-ZH086O935Z
AI3-19428
ethoxyethyl ether
HISOLVE EDE
(1-ethoxy)-ethyl ether
EC 203-963-7
diethyleneglycol diethylether
1,5-diethoxy-3-oxapentane
SCHEMBL16596
Diethylene glycol diethylether
diethylene glycol-diethyl ether
DIETHOXYDIGLYCOL [INCI]
1,1'-oxybis(2-ethoxy)ethane
1,1'-oxybis(2-ethoxyethane)
DTXCID505047
CHEMBL1235106
Diethyl ene glycol diethyl ether
Diethylene glycol, diethyl ether
ZINC2041052
Ethane, 1,1'-oxybis[2-ethoxy-]
Tox21_302050
1-ethoxy-2-(2-ethoxyethoxyl)ethane
1-ethoxy-2-(2-ethoxyethoxy)-ethane
AKOS015915322
1-Ethoxy-2-(2-ethoxyethoxy)ethane #
DB08357
1-Ethoxy-2-(.beta.-ethoxyethoxy)ethane
NCGC00164135-01
NCGC00255128-01
CAS-112-36-7
B0489
DIETHYLENE GLYCOL DIETHYL ETHER [MI]
Diethylene glycol diethyl ether, HPLC Grade
FT-0624903
DIETHYLENE GLYCOL DIETHYL ETHER [HSDB]
A802561
Diethylene glycol diethyl ether, for HPLC, >=99%
J-509308
Q5275148
Diethylene glycol diethyl ether, reagent grade, >=98%
F8881-4182
2-Ethoxyethyl ether, Bis(2-ethoxyethyl) ether, Diethyldiglycol
Diethylene glycol diethyl ether, Vetec(TM) reagent grade, 98+ %
