ChemicalBook > CAS DataBase List > DIETHYL OXALPROPIONATE

DIETHYL OXALPROPIONATE

Product Name: DIETHYL OXALPROPIONATE
CAS No.: 759-65-9
Chemical Name: DIETHYL OXALPROPIONATE
Synonyms: NSC 33946;DIETHYL OXALPROPIONATE;DIETHYL OXALOPROPIONATE;DIETHYL 2-OXALPROPIONATE;DIETHYL METHYLOXALACETATE;ETHYL 2-ETHOXALYLPROPIONATE;DiethylMethyloxalacetate>HYL 2-METHYL-3-OXOSUCCINATE;diethyl 2-methyloxosuccinate;Diethyl oxalpropionate >=95%
CBNumber: CB8453947
Molecular Formula: C9H14O5
Formula Weight: 202.2
MOL File: 759-65-9.mol

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DIETHYL OXALPROPIONATE Property

Boiling point:: 138 °C/23 mmHg (lit.)
Density: 1.073 g/mL at 25 °C (lit.)
refractive index: n20/D 1.432(lit.)
Flash point:: >230 °F
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Hexane (Slightly), Methanol (Slightly)
form: Oil
pka: 9.30±0.46(Predicted)
color: Clear Colourless to Pale Yellow
BRN: 1783697
InChI: InChI=1S/C9H14O5/c1-4-13-8(11)6(3)7(10)9(12)14-5-2/h6H,4-5H2,1-3H3
InChIKey: OQOCQBJWOCRPQY-UHFFFAOYSA-N
SMILES: C(OCC)(=O)C(C)C(=O)C(OCC)=O
CAS DataBase Reference: 759-65-9(CAS DataBase Reference)
EPA Substance Registry System: Butanedioic acid, methyloxo-, diethyl ester (759-65-9)

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Safety

Safety Statements: 23-24/25
WGK Germany: 3
HS Code: 2917198090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 137766
Product name: Diethyl oxalpropionate
Purity: ≥95%
Packaging: 25g
Price: $67.6
Updated: 2025/07/31

Sigma-Aldrich

Product number: 137766
Product name: Diethyl oxalpropionate
Purity: ≥95%
Packaging: 100g
Price: $93.5
Updated: 2025/07/31

TCI Chemical

Product number: M0381
Product name: Diethyl Methyloxalacetate
Purity: >96.0%(GC)
Packaging: 25g
Price: $192
Updated: 2025/07/31

TRC

Product number: D444685
Product name: DiethylOxalopropionate
Packaging: 10g
Price: $130
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CHM0009351
Product name: 2-OXALPROPIONIC ACID DIETHYL ESTER
Purity: 95.00%
Packaging: 25G
Price: $1153.81
Updated: 2021/12/16

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DIETHYL OXALPROPIONATE Chemical Properties,Usage,Production

Uses

Reactant involved in:• ;Synthesis of anticancer and antiviral agents1• ;Oxidation by organohypervalent iodine reagent2• ;Synthesis of monomers for preparation of functional polyesters3• ;Synthesis of calpain inhibitors4• ;Preparation of human A2A receptor antagonists5• ;Structural studies of dihydropteroate synthase inhibitors6

Uses

Diethyl Oxalopropionate is a useful precursor in the synthesis of 2-Methylcitric Acid (M265080); a metabolite of Citric Acid (C521000) that can also be formed from condensation of propionoyl-CoA and oxaloacetic acid catalyzed by a citrate synthase enzyme.

Uses

Reactant involved in:

Synthesis of anticancer and antiviral agents
Oxidation by organohypervalent iodine reagent
Synthesis of monomers for preparation of functional polyesters
Synthesis of calpain inhibitors
Preparation of human A2A receptor antagonists
Structural studies of dihydropteroate synthase inhibitors

Definition

ChEBI: Diethyl 2-methyl-3-oxosuccinate is an alpha-ketoester, a beta-ketoester, an ethyl ester and a diester.

Synthesis

105-37-3

95-92-1

759-65-9

At room temperature, diethyl oxalate (300 g, 2.94 mol) and ethyl propionate (429.4 g, 2.94 mol) were dissolved in 1.8 L of anhydrous ethanol, followed by the addition of sodium ethoxide (300 g, 4.41 mol). The reaction mixture was stirred overnight. After completion of the reaction, the mixture was cooled to room temperature and the pH was adjusted to 7 with 6 N hydrochloric acid. subsequently, the mixture was concentrated under reduced pressure to remove the solvent. The concentrated residue was diluted with water and extracted with ethyl acetate. The organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give diethyl oxalylpropionate (400 g, 67% yield) as a red liquid, which could be used in subsequent steps without further purification.1H NMR (400 MHz, CDCl3) δ ppm: 4.103-4.386 (m, 5H); 1.246-1.439 (m, 9H) .

References

[1] Journal of Medicinal Chemistry, 2013, vol. 56, # 23, p. 9701 - 9708
[2] Patent: US2015/25087, 2015, A1. Location in patent: Paragraph 0168; 0237; 0238
[3] Journal of the American Chemical Society, 1946, vol. 68, p. 132
[4] Justus Liebigs Annalen der Chemie, 1888, vol. 246, p. 329
[5] Journal of the Chemical Society, 1924, vol. 125, p. 313

DIETHYL OXALPROPIONATE Preparation Products And Raw materials

Raw materials

Ethyl propionate Diethyl oxalate

Preparation Products

Diethyl methylmalonate

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View Lastest Price from DIETHYL OXALPROPIONATE manufacturers

Career Henan Chemical Co

Product: DIETHYL OXALPROPIONATE 759-65-9
Price: US $1.00/KG
Min. Order: 1KG
Purity: 95%-99.99%
Supply Ability: 1kg-10MT
Release date: 2019-05-24

759-65-9, DIETHYL OXALPROPIONATERelated Search:

Diethyl oxalacetate Diethyl succinate Methyl pyruvate DIETHYL OXALPROPIONATE 3-CHLORO-2-METHYLBENZYLAMINE Methyl 2-oxoacetate MONO-METHYL SUCCINATE Ethyl acetoacetate Ethyl 3-methyl-2-oxobutyrate Methyl 4-methoxybutanoate Ethyl 3-oxobutanoate sodium salt Ethyl 2-methylacetoacetate Pyruvic acid MONO-ETHYL SUCCINATE Ethyl pyruvate ETHYL 4-METHOXY-3-OXO-BUTANOATE Methyl 4-methoxyacetoacetate Oxaloacetic acid

methyloxo-butanedioicacidiethylester

METHYLOXALACETIC ACID DIETHYL ESTER

DIETHYL 2-METHYL-2'-OXOSUCCINATE

DIETHYL 2-METHYL-3-OXOSUCCINATE

DIETHYL 2-OXALPROPIONATE

DIETHYL METHYLOXALACETATE

DIETHYL OXALOPROPIONATE

DIETHYL OXALPROPIONATE

ETHYL 2-ETHOXALYLPROPIONATE

methyloxo-butanedioic acid diethyl ester

2-ETHOXALYLPROPIONIC ACID ETHYL ESTER

2-OXALPROPIONIC ACID DIETHYL ESTER

diethyl 2-methyloxosuccinate

2-Methyl-3-oxobutanedioic acid diethyl ester

2-(1-oxido-3-pyridin-1-iumyl)acetonitrile

2-Methyl-3-oxosuccinic acid diethyl ester

2-keto-3-methyl-succinic acid diethyl ester

diethyl 2-methyl-3-oxobutanedioate

diethyl 2-methyl-3-oxo-butanedioate

NSC 33946

Methyloxalacetic Acid Diethyl Ester 2-Ethoxalylpropionic Acid Ethyl Ester Ethyl 2-Ethoxalylpropionate

Butanedioic acid, Methyloxo-, diethyl ester

Oxalacetic acid, Methyl-, diethyl ester

Diethyl oxalpropionate >=95%

Diethyl 2-methyl-3-oxobutane-1,4-dioate, Diethyl oxalpropionate

DiethylMethyloxalacetate&gt

HYL 2-METHYL-3-OXOSUCCINATE

Butanedioic acid, 2-methyl-3-oxo-, 1,4-diethyl ester

iethyl2-methyl-3-oxosuccinate

DIETHYL OXALPROPIONATE ISO 9001：2015 REACH

Inhibitor,Endogenous Metabolite,Diethyl oxalpropionate,inhibit

759-65-9

5865-53-7

C2H5OCOCHCH3COCOOC2H5

Organic Building Blocks

Esters

C8 to C9

Carbonyl Compounds

Building Blocks

C8 to C9

Carbonyl Compounds

Chemical Synthesis

Esters

Organic Building Blocks