Dipropylene glycol methyl ether

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Structural formula
Structural formulas of four constitutional isomers 1 to 4, each consisting of four stereoisomers
Simplified structural formulas of four constitutional isomers 1 to 4 without stereochemistry
General
Surname Dipropylene glycol methyl ether
other names
  • Methoxypropoxypropanol
  • (2-methoxymethylethoxy) propanol
  • Dipropylene glycol 1-methyl ether
  • Methyl dipropylene glycol
  • DPM
  • DPGME
  • Methoxydipropanol
Molecular formula C 7 H 16 O 3
Brief description

colorless liquid with an ethereal odor and a slightly bitter taste

External identifiers / databases
CAS number
  • 34590-94-8 (mixture of isomers)
  • 13429-07-7 (isomer 1 )
  • 20324-32-7 (isomer 2 )
  • 13588-28-8 (isomer 3 )
  • 55956-21-3 (isomer 4 )
PubChem 25485
Wikidata Q2954819
properties
Molar mass 148.2 g mol −1
Physical state

liquid

density

0.95 g cm −3

Melting point

−80 ° C

boiling point

180-190 ° C

Vapor pressure
  • 0.7 h Pa (20 ° C)
  • 2.6 hPa (40 ° C)
solubility
  • miscible with water
  • miscible with organic solvents
Refractive index

1.419 (25 ° C, 589 nm)

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
MAK

50 ml · m −3 ; 310 mg m −3

Toxicological data
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

Dipropylene glycol methyl ether is usually a complex mixture of isomers from the group of glycol ethers .

Extraction and presentation

DPM is obtained as a mixture of isomers by reacting propylene oxide with a mixture of 1-methoxy-2-propanol (boiling point 120 ° C.) and 2-methoxy-1-propanol (boiling point 130 ° C.). With 90% 1- (2-methoxy-1-methylethoxy) -2-propanol (CAS no. 20324-32-7) and 1- (2-methoxypropoxy) -2-propanol (CAS no. 13429) dominate -07-7) - both stereoisomeric mixtures.

presentation

Secondary isomers are 2- (2-methoxypropoxy) -1-propanol (CAS No. 13588-28-8) and 2- (2-methoxy-1-methylethoxy) -1-propanol (CAS No. 55956-21-3 ) - both also stereoisomeric mixtures.

In 2000, the US produced around 16,000 tons. This makes it one of the chemical substances that are produced in large quantities (" High Production Volume Chemical ", HPVC) and for which the Organization for Economic Cooperation and Development (OECD) collects data on possible dangers (" Screening Information Dataset ", SIDS).

properties

It is a colorless, hygroscopic liquid with a slightly sweet odor. It forms with 91-92% (m / m, amount of substance ) of water a constant boiling at 99.2 ° C azeotrope .

use

DPM is used as a solvent for printing inks, thinners and finishing agents in conjunction with methoxypropanol in paints and as a solvent in household chemicals and cosmetics.

safety instructions

It slowly forms peroxides in air and has an ignition temperature of 205 ° C just above the boiling point. The vapors of DPM can only form an explosive mixture with air when it is strongly heated ( flash point 79 ° C, ignition temperature 205 ° C). It is therefore classified as "non-explosive". The compound has very low acute toxicity, is readily biodegradable, and has little potential for bioaccumulation. DPM is not one of the environmentally hazardous substances.

Web links

Individual evidence

  1. a b c d e f g h i j k Entry on dipropylene glycol methyl ether in the GESTIS substance database of the IFA , accessed on July 25, 2014(JavaScript required) .
  2. a b c Entry on dipropylene glycol methyl ether in the Hazardous Substances Data Bank , accessed on August 2, 2014.
  3. a b c d e data sheet dipropylene glycol methyl ether (PDF) from Merck , accessed on July 28, 2014.
  4. a b c d OECD : Screening Information Dataset (SIDS) Initial Assessment Report (SIAR) for Propanol, 1 (or 2) - (2-methoxymethylethoxy) - , accessed on October 3, 2014.
  5. At 20 ° C and air with normal humidity, the evaporation is very low relative to the (faster) absorption of humidity.
  6. Technical product description Solvenon DPM