Diethyl succinate
Synonym(s):Diethyl succinate;Butanedioic acid, diethyl ester;Diethyl butanedioate;Ethyl succinate;Succinic acid diethyl ester
- CAS NO.:123-25-1
- Empirical Formula: C8H14O4
- Molecular Weight: 174.19
- MDL number: MFCD00009208
- EINECS: 204-612-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-20 11:41:24
What is Diethyl succinate?
Chemical properties
Diethyl succinate is the diethyl ester of succinate. It is a colorless liquid with a faint, pleasant odor. miscible with ethanol and ether, soluble in acetone, insoluble in water.
Occurrence
Reported found in apple, raspberry, cognac, rum, whiskey, cider, sherry, plum brandy, apple brandy, grape brandy, cherry brandy, cocoa, arrack and red, white, port, strawberry and sparkling wines.
The Uses of Diethyl succinate
Diethyl succinate can be used as solvent; food flavoring agent; organic synthesis intermediate; gas chromatography stationary solution (maximum use temperature 60°C, solvent is ether). Alkyl succinates have been used as ashless dispersants and detergent additives for lubricating oils.
The Uses of Diethyl succinate
Diethyl Succinate is a diester molecule present naturally in plant and animal tissues. Used commonly in fragrances and food flavourings.
What are the applications of Application
Diethyl succinate is a Stobbe condensation ester reagent
Preparation
Diethyl succinate is synthesized by esterification of succinic acid and ethanol; by direct esterification of the acid in the presence of concentrated H2SO4 in benzene solution.
Definition
ChEBI: Diethyl succinate is a fatty acid ester.
Aroma threshold values
Aroma characteristics at 1.0%: fruity, waxy, floral and slightly musty.
Taste threshold values
Taste charReported found in apple, raspberry, cognac, rum, whiskey, cider, sherry, plum brandy, apple brandy, grape brandy, cherry brandy, cocoa, arrack and red, white, port, strawberry and sparkling wines. acteristics at 10 to 100 ppm: chemical earthy, fruity with a pulpy mouthfeel
Synthesis Reference(s)
The Journal of Organic Chemistry, 56, p. 6720, 1991 DOI: 10.1021/jo00023a047
Tetrahedron Letters, 28, p. 2393, 1987 DOI: 10.1016/S0040-4039(00)96133-1
General Description
Diethyl succinate(DES) is a diethyl ester with succinate molecules. It has two ester groups and is majorly used in fragrances. It produced by the esterification of succinic acid with ethanol.
Flammability and Explosibility
Non flammable
Biochem/physiol Actions
Taste at 10-100 ppm
Safety Profile
Mildly toxic by ingestion. A skin and eye irritant. Combustible liquid. Reaction with ethyl trifluoroacetate + sodium hydride may cause a fire or explosion. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.
Purification Methods
Dry the succinate with MgSO4, and distil it at 15mm pressure. [Beilstein 2 IV 1914.]
Properties of Diethyl succinate
Melting point: | -20 °C (lit.) |
Boiling point: | 218 °C (lit.) |
Density | 1.047 g/mL at 25 °C (lit.) |
vapor density | 6 (vs air) |
vapor pressure | 1.33 hPa (55 °C) |
FEMA | 2377 | DIETHYL SUCCINATE |
refractive index | n |
Flash point: | 195 °F |
storage temp. | Store below +30°C. |
solubility | 2.00g/l |
form | Liquid |
color | Clear colorless to yellow |
Odor | at 100.00 %. mild fruity cooked apple ylang |
Water Solubility | Slightly soluble in water. |
Merck | 14,8869 |
JECFA Number | 617 |
BRN | 907645 |
Dielectric constant | 6.6(30℃) |
CAS DataBase Reference | 123-25-1(CAS DataBase Reference) |
NIST Chemistry Reference | Diethyl succinate(123-25-1) |
EPA Substance Registry System | Butanedioic acid, 1,4-diethyl ester (123-25-1) |
Safety information for Diethyl succinate
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H227:Flammable liquids |
Precautionary Statement Codes |
P403+P235:Store in a well-ventilated place. Keep cool. |
Computed Descriptors for Diethyl succinate
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