Dimethyl glutarate

Structural formula
General
Surname	Dimethyl glutarate
other names	Dimethyl glutarate Dimethyl pentanedioate DBE-5
Molecular formula	C 7 H 12 O 4
Brief description	colorless liquid
External identifiers / databases
CAS number 1119-40-0 EC number 214-277-2 ECHA InfoCard 100.012.980 PubChem 14242 Wikidata Q11074436
properties
Molar mass	160.17 g mol −1
Physical state	liquid
density	1.09 g cm −3
Melting point	−37 ° C
boiling point	210 ° C
Vapor pressure	0.13 hPa (20 ° C)
solubility	soluble in water (63 g l −1 at 20 ° C) miscible with ethanol and ether
Refractive index	1.424 (20 ° C)
safety instructions
GHS labeling of hazardous substances no GHS pictograms H and P phrases H: no H-phrases P: no P-phrases
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

Dimethyl glutarate is a chemical compound from the group of carboxylic acid esters .

Occurrence

Dimethyl glutarate is contained in the flowers of the real bay laurel . The fringed winged Echinothrips americanus uses dimethyl glutarate and dimethyl adipate as pheromones.

properties

Dimethyl glutarate is a flammable, hardly inflammable, colorless liquid with a sweet odor. Information on solubility in water ranges between 4.3 g / l, 43 g / l, 59 g / l and 63 g / l (at 20 ° C). The value calculated by the Chemical Abstracts Service at SciFinder (as of June 2017) is 27 g / l (at 25 ° C).

use

It is used in cosmetics as a plasticizer and as a solvent. It is also used in agrochemicals and dyes and as a precursor for the production of active pharmaceutical ingredients and is often a component of mixtures of dibasic esters .

Risk assessment

Dimethyl glutarate was included by the EU in 2013 in accordance with Regulation (EC) No. 1907/2006 (REACH) in the context of substance evaluation in the Community's ongoing action plan ( CoRAP ). The effects of the substance on human health and the environment are re-evaluated and, if necessary, follow-up measures are initiated. Ingestion of dimethyl glutarate was caused by concerns about consumer use , high (aggregated) tonnage and widespread use and as a potential endocrine disruptor . The re-evaluation took place from 2014 and was carried out by Poland . A final report was then published.

Individual evidence

1. ↑ ^{a b c d e f g h i j} Entry on dimethyl glutarate in the GESTIS substance database of the IFA , accessed on June 16, 2017(JavaScript required) .
2. ↑ ^{a b c} data sheet Dimethyl glutarate, 98% from AlfaAesar, accessed on June 16, 2017 ( PDF )(JavaScript required) .
3. ^ G Flamini, PL Cioni, I Morelli, I: Differences in the fragrances of pollen and different floral parts of male and female flowers of Laurus nobilis. In: Journal of Agricultural and Food Chemistry 50, 2002, pp. 4647-4652, doi: 10.1021 / jf020269x .
4. ^ S Krueger, G Moritz, P Lindemann, D Radisch, G Tschuch: Male pheromones influence the mating behavior of Echinothrips americanus . In: Journal of Chemical Ecology. 42, 2016, pp. 294-299, doi: 10.1007 / s10886-016-0685-z .
5. ↑ Data sheet Dimethylglutarate (PDF) from Merck , accessed on June 16, 2017.
6. ↑ ^{a b} Justification on dibasic esters in TRGS 900 (dimethyl succinate, dimethyl glutarate and dimethyl adipate) TRGS 900 at the Federal Institute for Occupational Safety and Health (accessed on June 16, 2017).
7. ↑ Entry on dimethylglutarate in the ChemIDplus database of the United States National Library of Medicine (NLM), accessed on June 16, 2017.
8. ↑ European Chemicals Agency (ECHA): Substance Evaluation Conclusion and Evaluation Report .
9. ↑ Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): Dimethyl glutarate , accessed on March 26, 2019.