Diethyl oxalate

The Diethyl oxalate, with the CAS registry number 95-92-1, is also known as Ethanedioicacid, 1,2-diethyl ester. It belongs to the product categories of Pharmaceutical Intermediates; Organics; Analytical Chemistry; Solvents for HPLC & Spectrophotometry; Solvents for Spectrophotometry; C6 to C7; Carbonyl Compounds; Esters; Esters Chromatography; Alpha Sort; Chemical Class; DAlphabetic; DID - DIN Analytical Standards; Food & Beverage Standards; Organic Acids; Volatiles/ Semivolatiles. Its EINECS number is 202-464-1. This chemical's molecular formula is C₆H₁₀O₄ and molecular weight is 146.14. What's more, its systematic name is diethyl ethanedioate. Its classification code is Skin / Eye Irritant. It is mainly used as an intermediate for phenobarbital, azathioprine, sulfadoxine-pyrimethamine and so on in the pharmaceutical industry. It is also used as a plastic promoter, dyes intermediates and as solvent of cellulose esters, spices. It should be sealed and stored in a cool, ventilated and dry place. Moreover, it should be protected from oxides, acids, bases, heat and fire.

Physical properties of Diethyl oxalate are: (1)ACD/LogP: 0.73; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.73; (4)ACD/LogD (pH 7.4): 0.73; (5)ACD/BCF (pH 5.5): 2.1; (6)ACD/BCF (pH 7.4): 2.1; (7)ACD/KOC (pH 5.5): 59.17; (8)ACD/KOC (pH 7.4): 59.17; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 52.6 Å²; (13)Index of Refraction: 1.41; (14)Molar Refractivity: 33.39 cm³; (15)Molar Volume: 134.5 cm³; (16)Polarizability: 13.23×10^-24cm³; (17)Surface Tension: 32.1 dyne/cm; (18)Density: 1.086 g/cm³; (19)Flash Point: 75.6 °C; (20)Enthalpy of Vaporization: 42.16 kJ/mol; (21)Boiling Point: 185.4 °C at 760 mmHg; (22)Vapour Pressure: 0.698 mmHg at 25°C.

Preparation: this chemical can be prepared by oxalic acid and ethanol by heating. This reaction will need reagent Fe(SO₄)₃ ·xH₂O and solvent toluene with the reaction time of 1.2 hours. The yield is about 96%.

Uses of Diethyl oxalate: it can be used to produce oxo-(2-oxo-tetrahydro-furan-3-yl)-acetic acid ethyl ester at the temperature of 0 - 20 °C. It will need reagent sodium ethoxide and solvent ethanol. The yield is about 96%.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed. It is irritating to the eyes. You should not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer).

You can still convert the following datas into molecular structure:
(1)InChI: InChI=1S/C6H10O4/c1-3-9-5(7)6(8)10-4-2/h3-4H2,1-2H3
(2)InChIKey: WYACBZDAHNBPPB-UHFFFAOYSA-N
(3)Canonical SMILES: CCOC(=O)C(=O)OCC

The toxicity data is as follows: