Diethylene glycol diethyl ether Property

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.)

Flash point:

160 °F

storage temp. 

Store below +30°C.

solubility 

Chloroform (Sparingly), Methanol (Slightly)

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

Dielectric constant

5.7000000000000002

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

Ethane, 1,1'-oxybis[2-ethoxy-(112-36-7)

EPA Substance Registry System

Diethylene glycol diethyl ether (112-36-7)

Safety

Hazard Codes 

Xi

Risk Statements 

36-19

Safety Statements 

26-36

WGK Germany 

2

RTECS 

KN3160000

Autoignition Temperature

174 °C

TSCA 

Yes

HS Code 

29091900

Hazardous Substances Data

112-36-7(Hazardous Substances Data)

Toxicity

LD50 orally in rats: 4.97 g/kg (Smyth)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

Diethylene glycol diethyl ether Chemical Properties,Usage,Production

Uses

Diethylene Glycol Diethyl Ether is a very useful organic solvent. It has a high boiling point and has been used to study the activities of enzymes in aqueous organic mixtures.

Description

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].

Chemical Properties

colourless liquid

Uses

Solvent; high boiling reaction medium.

Preparation

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.

Definition

ChEBI: A polyether that consists of undecane in which the carbon atoms at positions 3, 6 and 9 are replaced by oxygen atoms.

General Description

Clear colorless viscous liquid.

Air & Water Reactions

Highly flammable. May be sensitive to prolonged exposure to air. Can form explosive peroxides. Vapor-air mixtures are explosive above the flash point. Water soluble.

Reactivity Profile

2-Ethoxyethyl ether is incompatible with strong acids. 2-Ethoxyethyl ether is also incompatible with strong oxidizing agents.

Fire Hazard

2-Ethoxyethyl ether is combustible.

Safety Profile

Moderately toxic by ingestion. An experimental teratogen. Other experimental reproductive effects. An eye irritant. Flammable when exposed to heat or flame. When heated to decomposition it emits acrid smoke and irritating fumes. See also GLYCOL ETHERS.

Purification Methods

Dry the ether with MgSO4, then CaH2 or LiAlH4, under N2. If sodium is used, the ether should be redistilled alone to remove any products which may be formed by the action of sodium on the ether. As a preliminary purification, the crude ether (2L) can be refluxed for 12hours with 25mL of conc HCl in 200mL of water, under reduced pressure, with slow passage of N2 to remove aldehydes and other volatile substances. After cooling, add sufficient solid KOH pellets (slowly and with shaking until no more dissolves) to give two liquid phases. The upper of these is decanted, dried with fresh KOH pellets, decanted, then refluxed over, and distilled from sodium. It can be passed through (alkaline) alumina prior to purification. [Beilstein 1 IV 2394.]

References

[1] Yun Li. “Solubilities of CO2 capture absorbents 2-ethoxyethyl ether, 2-butoxyethyl acetate and 2-(2-ethoxyethoxy)ethyl acetate.” Fluid Phase Equilibria 370 (2014): Pages 1-7.