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
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)
Safety
- Safety Statements
- 23-24/25
- WGK Germany
- 3
- HS Code
- 2917198090
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.
N-Bromosuccinimide Price
- Product number
- 137766
- Product name
- Diethyl oxalpropionate
- Purity
- ≥95%
- Packaging
- 25g
- Price
- $67.6
- Updated
- 2025/07/31
- Product number
- 137766
- Product name
- Diethyl oxalpropionate
- Purity
- ≥95%
- Packaging
- 100g
- Price
- $93.5
- Updated
- 2025/07/31
- Product number
- M0381
- Product name
- Diethyl Methyloxalacetate
- Purity
- >96.0%(GC)
- Packaging
- 25g
- Price
- $192
- Updated
- 2025/07/31
- Product number
- D444685
- Product name
- DiethylOxalopropionate
- Packaging
- 10g
- Price
- $130
- Updated
- 2021/12/16
- Product number
- CHM0009351
- Product name
- 2-OXALPROPIONIC ACID DIETHYL ESTER
- Purity
- 95.00%
- Packaging
- 25G
- Price
- $1153.81
- Updated
- 2021/12/16
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
Preparation Products
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View Lastest Price from DIETHYL OXALPROPIONATE manufacturers
- 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