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Key Documents

112755

Sigma-Aldrich

DBE-4 dibasic ester

98%

Synonym(s):

Dimethyl succinate, Succinic acid dimethyl ester

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About This Item

Linear Formula:
CH3OCOCH2CH2COOCH3
CAS Number:
Molecular Weight:
146.14
Beilstein/REAXYS Number:
956776
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

0.3 mmHg ( 20 °C)

Quality Level

assay

98%

autoignition temp.

689 °F

expl. lim.

8.5 %

refractive index

n20/D 1.419 (lit.)

bp

200 °C (lit.)

mp

16-19 °C (lit.)

density

1.117 g/mL at 25 °C (lit.)

SMILES string

COC(=O)CCC(=O)OC

InChI

1S/C6H10O4/c1-9-5(7)3-4-6(8)10-2/h3-4H2,1-2H3

InChI key

MUXOBHXGJLMRAB-UHFFFAOYSA-N

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General description

Dimethyl succinate (DBE-4 dibasic ester ) is obtained by the oxidation of 1,4-butanediol and butyrolactone by using supported gold, palladium and gold-palladium nanoparticles.

DBE-4 can be used as an intermediate in the preparation of 1,4-butanediol, γ-butyrolactone, tetrahydrofuran and itaconic acid.

Legal Information

DuPont product

Pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

201.2 °F - closed cup

flash_point_c

94 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

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Determination and correlation of ternary isobaric vapour-liquid equilibrium data of (dimethyl succinate+ dimethyl glutarate+ dimethyl adipate) at 2, 5 and 8 kPa
Zhi C, et al.
The Journal of Chemical Thermodynamics, 143, 106047-106047 (2020)
Gemma L Brett et al.
ChemSusChem, 6(10), 1952-1958 (2013-10-10)
The oxidation of 1,4-butanediol and butyrolactone have been investigated by using supported gold, palladium and gold-palladium nanoparticles. The products of such reactions are valuable chemical intermediates and, for example, can present a viable pathway for the sustainable production of polymers.
Dushyant Shekhawat et al.
Bioresource technology, 97(2), 342-347 (2005-09-21)
A complete process model and economic analysis has been developed for itaconic acid production via catalytic condensation of dimethyl succinate and formaldehyde. The process model is based on experimental yields and selectivities obtained for the condensation reaction and on recovery
W J Malaisse et al.
Nutrition (Burbank, Los Angeles County, Calif.), 13(4), 330-341 (1997-04-01)
In rats injected with bacterial lipopolysaccharide (LPS; 5 gamma mg/g body weight [BWT]), the toxin provokes death within 24 h in 23% of the animals and, in surviving rats, causes a decrease in BWT, hyperlactacidemia, hyperlipacidemia, and hyperketonemia, as well
Michael J MacDonald
American journal of physiology. Endocrinology and metabolism, 283(2), E302-E310 (2002-07-12)
Succinic acid methyl esters are potent insulin secretagogues in rat pancreatic islets, but they do not stimulate insulin release in mouse islets. Unlike rat and human islets, mouse islets lack malic enzyme and, therefore, are unable to form pyruvate from

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