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Diethylene glycol monoethyl ether
"Descrizione"
by Al222 (19776 pt)
2022-Jan-17 18:01

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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

AppearanceColourless 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
PSA38.69000
LogP-0.62
StorageBelow +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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