1-methoxy-2-propanol

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Structural formula
Structural formula of 1-methoxy-2-propanol
Simplified structural formula without stereochemistry
General
Surname 1-methoxy-2-propanol
other names
  • 1-methoxypropan-2-ol ( IUPAC )
  • Propylene glycol 1-methyl ether
  • Methoxypropyl alcohol
  • METHOXYISOPROPANOL ( INCI )
Molecular formula C 4 H 10 O 2
Brief description

colorless liquid with an ethereal odor

External identifiers / databases
CAS number
  • 107-98-2 (racemate)
  • 26550-55-0 ( S -isomer)
  • 4984-22-9 ( R isomer)
EC number 203-539-1
ECHA InfoCard 100.003.218
PubChem 7900
ChemSpider 7612
Wikidata Q1884806
properties
Molar mass 90.12 g mol −1
Physical state

liquid

density

0.92 g cm −3

Melting point

−97 ° C

boiling point

120 ° C

Vapor pressure
  • 11.5 h Pa (20 ° C)
  • 120 hPa (65 ° C)
solubility
  • miscible with water
  • miscible with organic solvents
Refractive index

1.403 (20 ° C)

safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
02 - Highly / extremely flammable 07 - Warning

Caution

H and P phrases H: 226-336
P: 210-304 + 340
MAK
  • DFG : 100 ml m −3 or 370 mg m −3
  • Switzerland: 100 ml m −3 or 360 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

1-Methoxy-2-propanol is an organic-chemical compound from the group of glycol ethers

Isomers

1-Methoxy-2-propanol is chiral , so there is an ( R ) enantiomer and an ( S ) enantiomer. If there is no specific indication of an isomer, the 1: 1 mixture ( racemate ) of both enantiomers is usually meant.

Isomers of 1-methoxy-2-propanol
Surname ( S ) - (+) - 1-methoxy-2-propanol ( R ) - (-) - 1-methoxy-2-propanol
Structural formula Structural formula of (S) -1-methoxy-2-propanol.svg Structural formula of (R) -1-methoxy-2-propanol.svg
CAS number 26550-55-0 4984-22-9
107-98-2 (unspec.)
EC number 625-664-4 628-460-3
203-539-1 (unspec.)
ECHA info card 100.154.139 100.156.728
100.003.218 (unspec.)
PubChem 6993459 2733589
7900 (unspec.)
Wikidata d: d:
Q1884806 (unspec.)

Extraction and presentation

It is made by the reaction of propylene oxide and methanol . The undesired isomer 2-methoxy-1-propanol (bp. 130 ° C.) is produced in deficit and is separated off by distillation. Mixed fractions are used to produce dipropylene glycol ethers.

Synthesis of 1-methoxy-2-propanol

It is produced in large quantities as a by-product in the manufacture of hydroxypropylmethyl cellulose (HPMC).

properties

It is a colorless liquid with a slightly sweet odor. It forms a constant boiling at 97 ± 0.5 ° C and 47-49% (m / m) water azeotrope . With 20% toluene, it also forms an azeotrope that cannot be separated by distillation. Industrial MP recycling is possible through membrane filtration or by distillation through the addition of toluene as a water tractor .

Safety-related parameters

1-Methoxy-2-propanol forms highly flammable vapor-air mixtures. The compound has a flash point of 32 ° C. The explosion range is between 1.6% by volume (68 g / m 3 ) as the lower explosion limit (LEL) and 13.1% by volume (491 g / m 3 ) as the upper explosion limit (UEL) an upper explosion point of 28 ° C. The limit gap width was determined to be 0.88 mm. This results in an assignment to explosion group IIB. The ignition temperature is 270 ° C. The substance therefore falls into temperature class T3.

use

Methoxypropanol is used as a solvent for printing inks, thinners , finishing agents and for the production of paints. It is a standard solvent in the production of water-soluble synthetic resins. In 2003 around 190,000 tons were processed in the EU.

safety instructions

The compound has very low acute toxicity, is readily biodegradable, and has little potential for bioaccumulation. 1-methoxy-2-propanol is not considered to be an environmentally hazardous substance.

Web links

Individual evidence

  1. Entry on METHOXYISOPROPANOL in the CosIng database of the EU Commission, accessed on June 20, 2020.
  2. a b c d e f g h i j k l m n o p Entry on propylene glycol 1-methyl ether in the GESTIS substance database of the IFA , accessed on October 30, 2018(JavaScript required) .
  3. a b c Data sheet 1-Methoxy-2-propanol, ≥99.0% (GC) from Sigma-Aldrich , accessed on May 18, 2017 ( PDF ).
  4. Entry on 1-methoxypropan-2-ol in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
  5. Swiss Accident Insurance Fund (Suva): Limit values ​​- current MAK and BAT values (search for 107-98-2 or 1-methoxypropan-2-ol ), accessed on September 22, 2019.
  6. Data sheet 1-methoxy-2-propanol EMPLURA® (PDF) from Merck , accessed on July 28, 2014.
  7. Configuration assignment see M. Czugler, PP Korkas, P. Bombicz, W. Seichter and E. Weber: Chiral separation machinery using new crystalline inclusion hosts: Match / mismatch in the enantiomer recognition of (R, S) -1-methoxy-2 -propanol effected by a borneol / fenchol building block exchange in the host molecule . In: Chirality . tape 9 , no. 3 , 1997, p. 203-210 , doi : 10.1002 / (SICI) 1520-636X (1997) 9: 3 <203 :: AID-CHIR1> 3.0.CO; 2-G .
  8. Residual content of 2-methoxy-1-propanol <0.5% (BASF)
  9. Database for azeotropes
  10. Patent EP0425893 : Process for separating a mixture of 1-methoxypropanol-2 and water into its components. Registered on October 28, 1989 , published on July 16, 1993 , applicant: BASF, inventor: Joseph Krug, Gernot Reissenweber, Knut Koob. Espacenet DE 3936052
  11. a b c d e E. Brandes, W. Möller: Safety-related parameters. Volume 1: Flammable Liquids and Gases. Wirtschaftsverlag NW - Verlag für neue Wissenschaft, Bremerhaven 2003.
  12. ^ E. Brandes, M. Mitu, D. Pawel: The lower explosion point - A good measure for explosion prevention: Experiment and calculation for pure compounds and some mixtures. In: J. Loss Prev. Proc. Ind. 20, 2007, pp. 536-540, doi: 10.1016 / j.jlp.2007.04.028 .
  13. EU Risk Assessment Report Environment , accessed on November 17, 2019.