1-methoxy-2-propyl acetate

Structural formula
Structural formula without stereochemistry
General
Surname	1-methoxy-2-propyl acetate
other names	1,2-propanediol monomethyl ether acetate 1-methoxypropan-2-ol acetate 2-methoxy-1-methylethyl acetate Methoxypropyl acetate 1-methoxy-2-propyl acetate (1-methoxyisopropyl) acetate Propylene glycol monomethyl ether acetate Propylene glycol 1 methyl ether 2 acetate MPA PMA PGMEA
Molecular formula	C 6 H 12 O 3
Brief description	colorless liquid with an ester-like odor
External identifiers / databases
CAS number 108-65-6 EC number 203-603-9 ECHA InfoCard 100.003.277 PubChem 7946 Wikidata Q2170375
properties
Molar mass	132.16 g mol −1
Physical state	liquid
density	0.97 g cm −3 (20 ° C)
Melting point	-67 ° C
boiling point	145-146 ° C 146.4 ° C 148-151
Vapor pressure	3.1 hPa (20 ° C) 22 hPa (50 ° C)
solubility	Easily soluble in water (220 g l −1 at 20 ° C)
Refractive index	1.402 (20 ° C)
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary Caution H and P phrases H: 226 P: 210
MAK	DFG : 50 ml m −3 or 270 mg m −3 Switzerland: 50 ml m −3 or 275 mg m −3
Toxicological data	8530 mg kg −1 ( LD 50 ,  rat ,  oral ) > 5000 mg kg −1 ( LD 50 ,  rabbit ,  transdermal )
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-propyl acetate or propylene glycol monomethyl ether acetate (PGMEA) is an organochemical compound from the group of carboxylic acid esters .

Extraction and presentation

1-methoxy-2-propyl acetate by esterification of 1-methoxy-2-propanol with acetic acid produced.

It is 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 hazards (" Screening Information Dataset ", SIDS ) was made.

properties

Structure note

1-methoxy-2-propyl acetate is chiral . If one of these terms is used in this article or in the technical literature without a prefix, the racemate of equal parts ( R ) -1-methoxy-2-propyl acetate and ( S ) -1-methoxy-2-propyl acetate is always meant.

Physical Properties

1-Methoxy-2-propyl acetate is a colorless liquid, for which various sources give a boiling point between 145 ° C and 151 ° C at normal pressure . According to Antoine, the vapor pressure function results from log ₁₀ (P) = A− (B / (T + C)) (P in kPa, T in ° C) with A = 6.02968, B = 1353.82 and C = 192.628 in the temperature range from 0 ° C to 150 ° C. At 20 ° C, the compound dissolves up to 23% by mass in water or 5.5% by mass of water dissolves in the connection.

Safety-related parameters

1-methoxy-2-propyl acetate forms flammable vapor-air mixtures. The compound has a flash point of 45 ° C. The explosion range is between 1.3% by volume (71 g / m ³ ) as the lower explosion limit (LEL) and 10.8% by volume as the upper explosion limit (UEL). The lower explosion limit decreases with increasing temperature and is at 100 ° C at 60 g / m ³ , at 150 ° C at 53 g / m ³ and at 180 ° C at 49 g / m ³ . Correlating the explosion limits with the vapor pressure function results in a lower explosion point of 40 ° C. The ignition temperature is 315 ° C. The substance therefore falls into temperature class T2.

use

1-Methoxy-2-propyl acetate is used as a solvent , leveling and film-forming aid in the paint industry. It is particularly suitable for paints that contain polyisocyanates . It is also used as a solvent for flexographic, gravure and screen printing inks, for adhesives, for ballpoint pen pastes, for dyes in furniture polishes and wood stains, and for dye solutions for printing and dyeing textiles and leather. The evaporation rate is 33. In order to prevent peroxide formation, it is inhibited with butylated hydroxytoluene (BHT).

Individual evidence

1. ↑ ^{a b c d e f g h i j k l m n o p q} Entry on 1-methoxy-2-propyl acetate in the GESTIS substance database of the IFA , accessed on March 20, 2018(JavaScript required) .
2. ↑ ^{a b c d e f g h i} Entry on 1-methoxypropan-2-ol acetate. In: Römpp Online . Georg Thieme Verlag, accessed on March 20, 2018.
3. ↑ ^{a b c} data sheet Propylene glycol monomethyl ether acetate, 99% from Sigma-Aldrich , accessed on June 30, 2014 ( PDF ).
4. ↑ Entry on 2-methoxy-1-methylethyl acetate 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 108-65-6 or 1-methoxy-2-propyl acetate ), accessed on September 15, 2019.
6. ↑ OECD : Screening Information Dataset (SIDS) Initial Assessment Report (SIAR) for 2-propanol, 1-methoxy-, acetate , accessed on October 3, 2014.
7. ↑ ^{a b} Whim, BP; Johnson, PG: Directory of Solvents , 1996 Chapman and Hall, ISBN 978-94-010-7191-8 , p. 255.
8. ^ ^{A b} E. Brandes, W. Möller: Safety-related parameters - Volume 1: Flammable liquids and gases , Wirtschaftsverlag NW - Verlag für neue Wissenschaft GmbH, Bremerhaven 2003.
9. ↑ ^{a b} Chemsafe database for safety-related parameters in explosion protection, PTB Braunschweig / BAM Berlin, accessed on June 9, 2020.
10. ↑ DIN 53246: 2009-07 Solvents for coating materials - Acetic acid esters - Delivery specification, further properties and testing.
11. ↑ BASF solvents