Dimethyl succinate

Structural formula
General
Surname	Dimethyl succinate
other names	Dimethyl succinate; Dimethyl butanediate;
Molecular formula	C 6 H 10 O 4
Brief description	colorless liquid with a sweet odor
External identifiers / databases
EC number	203-419-9
ECHA InfoCard	100.003.110
PubChem	7820
Wikidata	Q27271375
properties
Molar mass	146.14 g mol −1
Physical state	liquid
density	1.12 g cm −3
Melting point	18-19 ° C
boiling point	196 ° C
Vapor pressure	0.2 hPa (20 ° C)
solubility	soluble in water (75 g l −1 at 20 ° C); soluble in acetone and ethanol; very soluble in diethyl ether;
Refractive index	1.419 (20 ° C)
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 319
	P: 305 + 351 + 338
Toxicological data	> 5000 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

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

Occurrence

Dimethyl succinate was found in Filbert nuts and star fruit .

Extraction and presentation

Dimethyl succinate can be obtained by reaction of esterification of maleic anhydride to dimethyl maleate and subsequent hydrogenation. The compound can also be prepared by direct esterification of the corresponding acid with the alcohol in benzene solution when boiled in the presence of concentrated sulfuric acid .

properties

Dimethyl succinate is a flammable, difficult to ignite, colorless liquid with a sweet odor that is soluble in water.

use

Dimethyl succinate is used as a flavoring in the food industry. The compound has a wide range of industrial applications such as functional fluids (open systems), intermediate, paint additive, pigment solvent and viscosity regulator. It can also be used to make biodegradable polymers .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Entry on dimethyl succinate in the GESTIS substance database of the IFA , accessed on November 28, 2018(JavaScript required) .
↑ ^a ^b ^c Data sheet Dimethyl succinate, 98 +% from AlfaAesar, accessed on November 28, 2018 ( PDF )(JavaScript required) .
↑ ^a ^b Data sheet Dimethyl succinate, 98%, FG from Sigma-Aldrich , accessed on November 28, 2018 ( PDF ).
↑ ^a ^b George A. Burdock: Fenaroli's Handbook of Flavor Ingredients . CRC Press, 2004, ISBN 978-1-4200-3787-6 , pp. 490 ( limited preview in Google Book search).
^ Marz, Stefan: Gas phase conversion of dimethyl maleate to tetrahydrofuran: process intensification and kinetics . KIT Scientific Publishing, 2014, ISBN 978-3-7315-0093-3 , pp. 1 ( limited preview in Google Book search).
↑ Dudáš, Jozef & Kotora, Marcel & Bradáč, Michal & Markoš, Jozef. (2014). Design consideration of dimethyl succinate production process. Chemical Papers. 68. doi : 10.2478 / s11696-014-0580-4 .
↑ John F. Kennedy, Glyn O. Phillips, P.A. Williams: Recent Advances in Environmentally Compatible Polymers Cellucon '99 Proceedings . Woodhead Publishing, 2001, ISBN 978-1-85573-545-3 , pp. 205 ( limited preview in Google Book search).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Entry on dimethyl succinate in the GESTIS substance database of the IFA , accessed on November 28, 2018(JavaScript required) .

[Alfa-2] Data sheet Dimethyl succinate, 98 +% from AlfaAesar, accessed on November 28, 2018 ( PDF )(JavaScript required) .

[Sigma-3] Data sheet Dimethyl succinate, 98%, FG from Sigma-Aldrich , accessed on November 28, 2018 ( PDF ).

[George_A._Burdock-4] George A. Burdock: Fenaroli's Handbook of Flavor Ingredients . CRC Press, 2004, ISBN 978-1-4200-3787-6 , pp. 490 ( limited preview in Google Book search).

[Marz,_Stefan-5] Marz, Stefan: Gas phase conversion of dimethyl maleate to tetrahydrofuran: process intensification and kinetics . KIT Scientific Publishing, 2014, ISBN 978-3-7315-0093-3 , pp. 1 ( limited preview in Google Book search).

[6] Dudáš, Jozef & Kotora, Marcel & Bradáč, Michal & Markoš, Jozef. (2014). Design consideration of dimethyl succinate production process. Chemical Papers. 68. doi : 10.2478 / s11696-014-0580-4 .

[John_F._Kennedy,_Glyn_O._Phillips,_P._A_Williams-7] John F. Kennedy, Glyn O. Phillips, P.A. Williams: Recent Advances in Environmentally Compatible Polymers Cellucon '99 Proceedings . Woodhead Publishing, 2001, ISBN 978-1-85573-545-3 , pp. 205 ( limited preview in Google Book search).