1,3-dioxolane

Structural formula
General
Surname	1,3-dioxolane
other names	Glycol methyl ether Glycol formal 1,3-dioxacyclopentane Formaldehyde ethylene acetal
Molecular formula	C 3 H 6 O 2
Brief description	highly volatile, colorless liquid
External identifiers / databases
CAS number 646-06-0 EC number 211-463-5 ECHA InfoCard 100.010.422 PubChem 12586 Wikidata Q2234483
properties
Molar mass	74.08 g mol −1
Physical state	liquid
density	1.06 g cm −3
Melting point	−26.4 ° C
boiling point	74 ° C
Vapor pressure	114 mbar (20 ° C)
solubility	miscible with water
Refractive index	1.401 (20 ° C)
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary danger H and P phrases H: 225-319 P: 210-280-303 + 361 + 353-305 + 351 + 338-337 + 313-403 + 233-501
MAK	Switzerland: 20 ml m −3 or 62 mg m −3
Toxicological data	3000 mg kg −1 ( LD 50 ,  rat ,  oral ) 9040 mg kg −1 ( LD 50 ,  rabbit ,  transdermal )
Thermodynamic properties
ΔH f 0	−333.5 kJ / mol
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

1,3-Dioxolane is a chemical compound from the group of oxygen heterocycles and is isomeric to 1,2-Dioxolane . The compound can also be viewed as a cyclic acetal .

Extraction and presentation

1,3-Dioxolane can be obtained by reacting ethylene glycol with formaldehyde :

properties

1,3-Dioxolane is a volatile, colorless liquid that can be mixed with water. The flash point (cc) is −5 ° C, the ignition temperature +245 ° C.

use

1,3-Dioxolane is used as a comonomer for the production of modified polyoxymethylenes . It serves as a substitute for dichloromethane in paint strippers .

Safety instructions / toxicology

In 2016, 1,3-dioxolane was included by the EU in the Community's ongoing action plan ( CoRAP ) in accordance with Regulation (EC) No. 1907/2006 (REACH) as part of substance evaluation . The effects of the substance on human health and the environment are re-evaluated and, if necessary, follow-up measures are initiated. The reasons for the uptake of 1,3-dioxolane were concerns about consumer use , exposure of sensitive population groups , high (aggregated) tonnage and widespread use, as well as the possible dangers of mutagenic and reproductive properties. The re-evaluation has been running since 2016 and is carried out by Germany .

Individual evidence

1. ↑ ^{a b c d e f g h i j} Entry for CAS no. 646-06-0 in the GESTIS substance database of the IFA , accessed on May 2, 2016(JavaScript required) .
2. ↑ ^{a b} entry on 1,3-dioxolane. In: Römpp Online . Georg Thieme Verlag, accessed on November 12, 2014.
3. ↑ Data sheet 1,3-Dioxolane, anhydrous, contains ~ 75 ppm BHT as inhibitor, 99.8% from Sigma-Aldrich , accessed on February 14, 2013 ( PDF ).
4. ↑ Entry on 1,3-dioxolane 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. ↑ Schweizerische Unfallversicherungsanstalt (Suva): Limit values ​​- current MAK and BAT values (search for 646-06-0 or 1,3-dioxolane ), accessed on November 2, 2015.
6. ↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Standard Thermodynamic Properties of Chemical Substances, pp. 5-24.
7. ↑ by Karl-Heinz Lautenschläger, Werner Schröter, Andrea Wanninger: Pocket book of chemistry - Karl-Heinz Lautenschläger, Werner Schröter, Andrea Wanninger . Harri Deutsch Verlag, 2005, ISBN 978-3-8171-1760-4 , pp. 451 ( limited preview in Google Book search).
8. ↑ Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): 1,3-dioxolane , accessed on March 26, 2019.