Dimethyl adipate

Structural formula
General
Surname	Dimethyl adipate
other names	Dimethyl adipate; Dimethyl hexanedioate; Dimethylhexanediate;
Molecular formula	C 8 H 14 O 4
Brief description	colorless liquid with a sweet odor
External identifiers / databases
EC number	211-020-6
ECHA InfoCard	100.010.019
PubChem	12329
Wikidata	Q21994864
properties
Molar mass	174.20 g mol −1
Physical state	liquid
density	1.06 g cm −3
Melting point	10.3 ° C
boiling point	227 ° C
Vapor pressure	0.06 hPa (20 ° C)
solubility	soluble in water (25 g l −1 at 20 ° C); miscible with ethanol and ether;
Refractive index	1.428 (20 ° C)
safety instructions
GHS labeling of hazardous substances	no GHS pictograms
	no GHS pictograms
H and P phrases	H: no H-phrases
	P: no P-phrases
Toxicological data	> 5000 mg kg −1 ( LD 50 , rat , oral )
	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 adipate is a chemical compound from the group of carboxylic acid esters .

Occurrence

The fringed winged Echinothrips americanus uses dimethyl adipate and dimethyl glutarate as pheromones.

Extraction and presentation

Dimethyl adipate can be obtained by esterification of adipic acid with methanol or by hydroesterification of butadiene with a cobalt catalyst.

properties

Dimethyl adipate is a flammable, difficult to ignite, colorless liquid with a sweet odor. Information in the literature that dimethyl adipate is sparingly soluble in water is probably incorrect. However, there is a wide range of other information between 6 g / l, 14 g / l (at 25 ° C) and 25 g / l (at 20 ° C).

use

Dimethyl adipate is used in cosmetics as an emollient and for skin conditioning . It is also used in agrochemicals and dyes, as well as a precursor for the manufacture of active pharmaceutical ingredients and as a component of dibasic ester .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on dimethyl adipate in the GESTIS substance database of the IFA , accessed on April 5, 2017(JavaScript required) .
↑ ^a ^b ^c Data sheet Dimethyl adipate, ≥99% from Sigma-Aldrich , accessed on April 5, 2017 ( PDF ).
↑ ^a ^b Data sheet Dimethyl adipate, 99% at AlfaAesar, accessed on April 5, 2017 ( PDF )(JavaScript required) .
↑ Michael Ash: Handbook of Green Chemicals . Synapse Info Resources, 2004, ISBN 978-1-890595-79-1 , pp. 472 ( limited preview in Google Book search).
^ 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 .
↑ entry to dimethyl adipate in the Hazardous Substances Data Bank , accessed on April 5 2017th
↑ Gian Paolo Chiusoli, Peter M. Maitlis: metal catalysis in Industrial Organic Processes . Royal Society of Chemistry, 2008, ISBN 978-0-85404-150-3 , pp. 137 ( limited preview in Google Book search).
↑ Entry on Hexanedioic acid, dimethyl ester in the ChemIDplus database of the United States National Library of Medicine (NLM), accessed on June 16, 2017.
↑ calculated in SciFinder (accessed on July 15, 2017)
↑ TSS Dikshith: Handbook of Chemicals and Safety . CRC Press, 2016, ISBN 978-1-4398-2061-2 , pp. 196 ( limited preview in Google Book search).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on dimethyl adipate in the GESTIS substance database of the IFA , accessed on April 5, 2017(JavaScript required) .

[Sigma-2] Data sheet Dimethyl adipate, ≥99% from Sigma-Aldrich , accessed on April 5, 2017 ( PDF ).

[Alfa-3] Data sheet Dimethyl adipate, 99% at AlfaAesar, accessed on April 5, 2017 ( PDF )(JavaScript required) .

[Michael_Ash-4] Michael Ash: Handbook of Green Chemicals . Synapse Info Resources, 2004, ISBN 978-1-890595-79-1 , pp. 472 ( limited preview in Google Book search).

[5] 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 .

[HSDB-6] try to dimethyl adipate in the Hazardous Substances Data Bank , accessed on April 5 2017th

[Gian_Paolo_Chiusoli,_Peter_M._Maitlis-7] Gian Paolo Chiusoli, Peter M. Maitlis: metal catalysis in Industrial Organic Processes . Royal Society of Chemistry, 2008, ISBN 978-0-85404-150-3 , pp. 137 ( limited preview in Google Book search).

[8] Entry on Hexanedioic acid, dimethyl ester in the ChemIDplus database of the United States National Library of Medicine (NLM), accessed on June 16, 2017.

[9] ulated in SciFinder (accessed on July 15, 2017)

[T.S.S._Dikshith-10] TSS Dikshith: Handbook of Chemicals and Safety . CRC Press, 2016, ISBN 978-1-4398-2061-2 , pp. 196 ( limited preview in Google Book search).