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Description

Al222 (25124 pt) • 2022-Jan-17 17:01

Diethylene glycol monoethyl ether is a chemical compound, hydroxypolyether, an ether glycol, primary alcohol derived from ethylene oxide.

It occurs as a colourless transparent liquid with a mild, ethereal odour. High boiling point solvent, soluble in water.

What it is used for and where

Pharmaceuticals. Diethylene glycol monoethyl ether is used as a solvent excipient and transdermal permeation enhancer in a number of injectable, transdermal and oral products in the pharmaceutical industry and, in particular, has the prerogative of improving skin deposition with poorly soluble drugs such as corticosteroids and griseofulvin (1).

An intermediate chemical compound used in the preparation of organic compounds and analytical chemical reagents.

Cosmetics. Monoethyl ether diethylene glycol is an excipient approved by the FDA (Food and Drugs Administration) for use in cosmetics where it is generally used as a solvent.

Other uses

Textiles. Solvent and emulsion stabiliser in fibre dyeing processes.

Solvent in industrial processes of leather, synthetic resins, paints, spray paints, wood, petroleum sulphonic acid.

Safety

In this 2019 evaluation aimed at clarifying the doubts of the Scientific Committee on Consumer Products (SCCP) which, having examined Diethylene Glycol Monoethyl Ether (DEGEE) had found the toxicological reports submitted at the time to be unsatisfactory, the researchers found that the nephrotoxic potential of DEGEE cannot be excluded. Tests were carried out on single acute exposure of DEGEE intraperitoneally in Swiss albino mice and, in addition, a 28-day subchronic exposure study was conducted in which DEGEE was administered orally, once daily (2).

Diethylene glycol monoethyl ether studies

Typical optimal commercial product characteristics Diethylene Glycol Monoethyl Ether

Appearance	Colourless transparent liquid
Boiling Point	202.0±0.0 °C at 760 mmHg
Melting Point	-80°C
Density	1.0±0.1 g/cm3 0.999g/mL at 25°C
Flash Point	96.1±0.0°C
Content (GC)%	≥ 99
Acidity (acetic acid)%	≤ 0.02
Specific gravity(d420)	0.989±0.005
Distillation range (℃ / 760mmhg)	194.0-205.0
Vapour Pressure	0.1±0.8 mmHg at 25°C 0.12mmHg(20°C)
Vapour density	4.63
Index of Refraction	1.420
PSA	38.69000
LogP	-0.62
Storage	Below +30°C

Molecular Weight C₆H₁₄O₃ CH₃CH₂OCH₂CH₂OCH₂CH₂OH
Linear Formula C₂H₅OCH₂CH₂OCH₂CH₂OH
Molecular Weight 134.17
Exact Mass 134.094299
CAS 111-90-0
UNII A1A1I8X02B
EC Number 203-919-7
DSSTox Substance ID DTXSID2021941
IUPAC 2-(2-etossietossi)etanolo
InChI=1S/C6H14O3/c1-2-8-5-6-9-4-3-7/h7H,2-6H2,1H3
InChl Key XXJWXESWEXIICW-UHFFFAOYSA-N
SMILES CCOCCOCCO
MDL number MFCD00002872
PubChem Substance ID 329757987
Beilstein 1736441
ChEBI 40572
ICSC 0039
NSC 408451
RTECS KK8750000
NACRES NA.21

Synonyms:

Diethylene glycol ethyl ether
Ethyldiglycol
Carbitol ™
Transcutol^®
2-(2-Ethoxyethoxy)ethanol
Ethoxy diglycol

References____________________________________________________________________

(1) Ritschel WA, Panchagnula R, Stemmer K, Ashraf M. Development of an intracutaneous depot for drugs. Binding, drug accumulation and retention studies, and mechanism of depot. Skin Pharmacol. 1991;4(4):235-45.

(2) Srivastava S, Mishra S, Dewangan J, Divakar A, Gupta N, Kalleti N, Mugale MN, Kumar S, Sharma S, Rath SK. Safety assessment of the pharmacological excipient, diethylene glycol monoethyl ether (DEGEE), using in vitro and in vivo systems. Daru. 2019 Jun;27(1):219-231. doi: 10.1007/s40199-019-00264-5.

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