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95-92-1

Basic Information
CAS No.: 95-92-1
Name: Diethyl oxalate
Article Data: 118
Molecular Structure:
Molecular Structure of 95-92-1 (Diethyl oxalate)
Formula: C6H10O4
Molecular Weight: 146.143
Synonyms: Ethanedioicacid, diethyl ester (9CI);Oxalic acid, diethyl ester (6CI,8CI);Diethylethanedioate;Ethyl oxalate;NSC 8851;Ethanedioicacid, 1,2-diethyl ester;
EINECS: 202-464-1
Density: 1.086 g/cm3
Melting Point: -41 °C(lit.)
Boiling Point: 185.4 °C at 760 mmHg
Flash Point: 75.6 °C
Solubility: may decompose in water
Appearance: colourless liquid
Hazard Symbols: HarmfulXn
Risk Codes: 22-36
Safety: 23
Transport Information: UN 2525 6.1/PG 3
PSA: 52.60000
LogP: 0.11260
Synthetic route
64-17-5

ethanol

144-62-7

oxalic acid

95-92-1

oxalic acid diethyl ester

Conditions
ConditionsYield
With enriched hydroxylated graphene oxide In benzene at 120 - 140℃;99.3%
With sulfuric acid for 1h; Reflux;93%
With Fe(SO4)3 * xH2O In toluene for 1.2h; Heating;90%
64-17-5

ethanol

40227-15-4

N,N'-diacetyl-oxalamide

95-92-1

oxalic acid diethyl ester

Conditions
ConditionsYield
With sodium methylate95%

diacetyloxamide

64-17-5

ethanol

95-92-1

oxalic acid diethyl ester

Conditions
ConditionsYield
With sodium methylate95%
105-53-3

diethyl malonate

95-92-1

oxalic acid diethyl ester

Conditions
ConditionsYield
With aluminum (III) chloride; Oxone In water at 20℃; for 0.166667h;95%
64-17-5

ethanol

18637-83-7

1,1'-oxalyldiimidazole

95-92-1

oxalic acid diethyl ester

Conditions
ConditionsYield
87%
79-37-8

oxalyl dichloride

64-17-5

ethanol

95-92-1

oxalic acid diethyl ester

64-17-5

ethanol

460-19-5

ethanedinitrile

95-92-1

oxalic acid diethyl ester

Conditions
ConditionsYield
With hydrogenchloride
64-17-5

ethanol

98020-30-5

dichloro-(2-chloro-ethoxy)-acetyl chloride

A

75-00-3

chloroethane

B

107-06-2

1,2-dichloro-ethane

C

95-92-1

oxalic acid diethyl ester

Conditions
ConditionsYield
zuletzt in der Siedehitze; reagiert analog mit Methanol und Isopropylalkohol;
64-17-5

ethanol

98020-90-7

bis(trichloromethyl) oxalate

A

541-41-3

chloroformic acid ethyl ester

B

95-92-1

oxalic acid diethyl ester

64-17-5

ethanol

66775-86-8

phenol; compound with oxalic acid

A

95-92-1

oxalic acid diethyl ester

B

108-95-2

phenol

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Diethyl oxalate ( 95-92-1) Market Research Report 2009

Specification

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%.

Diethyl oxalate can be prepared by oxalic acid and ethanol by heating

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%.

Diethyl oxalate can be used to produce oxo-(2-oxo-tetrahydro-furan-3-yl)-acetic acid ethyl ester at the temperature of 0 - 20 °C

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:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 2gm/kg (2000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ANTIPSYCHOTIC
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 46(5), Pg. 87, 1981.