Diethylene glycol diethyl ether

Structural formula
General
Surname	Diethylene glycol diethyl ether
other names	Diethylene glycol diethyl ether; Bis (2-ethoxyethyl) ether; DEGDEE; Diethyl carbitol; Ethyl diglyme; 3,6,9-trioxaundecane; Diethyl diglycol; Diethyl diglycol; DIETHOXYDIGLYCOL ( INCI ) ;
Molecular formula	C 8 H 18 O 3
Brief description	colorless liquid with a characteristic odor
External identifiers / databases
EC number	203-963-7
ECHA InfoCard	100.003.603
PubChem	8179
ChemSpider	21106583
DrugBank	DB08357
Wikidata	Q5275148
properties
Molar mass	162.23 g mol −1
Physical state	liquid
density	0.91 g cm −3
Melting point	−44 ° C
boiling point	189 ° C
Vapor pressure	0.79 mbar (20 ° C)
solubility	miscible with water (> 100 g l −1 at 19 ° C); soluble in ethanol;
Refractive index	1.4115 (20 ° C)
safety instructions
GHS labeling of hazardous substances	no GHS pictograms
	no GHS pictograms
H and P phrases	H: no H-phrases
	P: no P-phrases
Toxicological data	6030 mg kg −1 ( LD 50 , rabbit , transdermal ) ; 4970 mg kg −1 ( LD 50 , rat , oral ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Diethylene glycol diethyl ether is a chemical compound from the group of glycol ethers .

Extraction and presentation

Diethylene glycol diethyl ether can be obtained by reacting ethylene glycol monoethyl ether with diethyl sulfate .

properties

Diethylene glycol diethyl ether is a slightly volatile, colorless, oily, hardly flammable liquid with a characteristic odor that is miscible with water. According to Antoine, the vapor pressure function results from ln (P) = A− (B / (T + C)) (P in kPa, T in K) with A = 17.5759, B = 5675.286 and C = −21.321 im Temperature range from 363 to 453 K. The enthalpy of vaporization at the boiling point is 48.3 kJ · mol ⁻¹ .

use

Diethylene glycol diethyl ether is used as a high boiling point solvent .

safety instructions

The vapors of diethylene glycol diethyl ether can form an explosive mixture ( flash point 70 ° C, ignition temperature 174 ° C) when heated with air .

Individual evidence

↑ Entry on DIETHOXYDIGLYCOL in the CosIng database of the EU Commission, accessed on June 27, 2020.
↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m Entry for CAS no. 112-36-7 in the GESTIS substance database of the IFA , accessed on July 6, 2015(JavaScript required) .
^ William M. Haynes: CRC Handbook of Chemistry and Physics, 96th Edition . CRC Press, 2015, ISBN 978-1-4822-6097-7 , pp. 176 ( limited preview in Google Book search).
↑ ^a ^b ^c Entry on diethylene glycol diethyl ether in the Hazardous Substances Data Bank , accessed on July 6, 2015.
↑ Ming-Jer Lee, Chang-Ching Su, Ho-mu Lin: Vapor Pressures of Morpholine, Diethyl Methylmalonate, and Five Glycol Ethers at Temperatures up to 473.15 K in J. Chem. Eng. Data 50 (2005) 1535-1538, doi : 10.1021 / je049627d .
↑ Stephenson, RM; Malanowski, S .: Handbook of the Thermodynamics of Organic Compounds , Springer 1987, ISBN 978-94-010-7923-5 , doi : 10.1007 / 978-94-009-3173-2 .

[CosIng-1] Entry on DIETHOXYDIGLYCOL in the CosIng database of the EU Commission, accessed on June 27, 2020.

[GESTIS-2] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m Entry for CAS no. 112-36-7 in the GESTIS substance database of the IFA , accessed on July 6, 2015(JavaScript required) .

[William_M._Haynes-3] William M. Haynes: CRC Handbook of Chemistry and Physics, 96th Edition . CRC Press, 2015, ISBN 978-1-4822-6097-7 , pp. 176 ( limited preview in Google Book search).

[HSDB-4] Entry on diethylene glycol diethyl ether in the Hazardous Substances Data Bank , accessed on July 6, 2015.

[Lee-5] Ming-Jer Lee, Chang-Ching Su, Ho-mu Lin: Vapor Pressures of Morpholine, Diethyl Methylmalonate, and Five Glycol Ethers at Temperatures up to 473.15 K in J. Chem. Eng. Data 50 (2005) 1535-1538, doi : 10.1021 / je049627d .

[6] Stephenson, RM; Malanowski, S .: Handbook of the Thermodynamics of Organic Compounds , Springer 1987, ISBN 978-94-010-7923-5 , doi : 10.1007 / 978-94-009-3173-2 .