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Ethyl glyoxalate

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Name

Ethyl glyoxalate

EINECS 213-105-3
CAS No. 924-44-7 Density 1.07 g/cm3
PSA 43.37000 LogP -0.25160
Solubility Immiscible with water. Melting Point N/A
Formula C4H6O3 Boiling Point 126.4 °C at 760 mmHg
Molecular Weight 102.09 Flash Point 41.7 °C
Transport Information UN 1294 3/PG 2 Appearance Clear colorless to slightly yellow solution
Safety 36/37-62 Risk Codes 11-38-43-48/20-63-65-67
Molecular Structure Molecular Structure of 924-44-7 (Ethyl glyoxalate) Hazard Symbols FlammableF,HarmfulXn
Synonyms

Aceticacid, oxo-, ethyl ester (9CI);Glyoxylic acid, ethyl ester (6CI,7CI,8CI);Ethyl 2-oxoacetate;Ethyl oxoacetate;NSC 49206;Oxoacetic acidethyl ester;

Article Data 79

Ethyl glyoxalate Synthetic route

160594-74-1

Diethylamino-selenoxo-acetic acid ethyl ester

924-44-7

glyoxylic acid ethyl ester

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃; for 3h;100%
87-91-2

diethyl (2R,3R)-tartrate

924-44-7

glyoxylic acid ethyl ester

Conditions
ConditionsYield
With sodium periodate In dichloromethane; water Heating;94%
With sodium periodate In water at 0℃; for 0.25h;66%
With periodic acid In diethyl ether at 20℃; for 1h;
6065-82-3

Ethyl diethoxyacetate

563-96-2

2,2-dihydroxyacetic acid

924-44-7

glyoxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: Ethyl diethoxyacetate; 2,2-dihydroxyacetic acid With toluene-4-sulfonic acid at 90℃; for 27h;
Stage #2: With phosphorus pentoxide at 90 - 100℃; for 2h;
90%
13811-71-7

diethyl (2S,3S)-tartrate

924-44-7

glyoxylic acid ethyl ester

Conditions
ConditionsYield
With periodic acid In diethyl ether; water for 1h; Inert atmosphere;82%
With periodic acid In diethyl ether at 0 - 20℃; for 3h; Inert atmosphere; Cooling with ice;80%
105-56-6

ethyl 2-cyanoacetate

924-44-7

glyoxylic acid ethyl ester

Conditions
ConditionsYield
With aluminum oxide; tetrabutylammomium bromide; oxygen; cyclohexene In acetonitrile Hg cathode, Pt anode, -1.0 V vs SCE;72%
5251-81-0

N-(ethoxy carbonyl methoxy)-phthalimide

A

136918-14-4

phthalimide

B

924-44-7

glyoxylic acid ethyl ester

Conditions
ConditionsYield
at 400℃; under 0.01 Torr; for 2.77778E-06h; Kinetics; Temperature;A 57%
B 22%
140-88-5

ethyl acrylate

A

50-00-0

formaldehyd

B

924-44-7

glyoxylic acid ethyl ester

Conditions
ConditionsYield
With ozone at 20.84℃; under 760 Torr; Kinetics; Darkness;A 45%
B 53%
408332-88-7

Diethyl tartrate

924-44-7

glyoxylic acid ethyl ester

Conditions
ConditionsYield
In water periodate oxidation;50%
With lead(IV) acetate; acetic acid at 40 - 50℃;
With periodic acid
763-69-9

ethyl 3-ethoxypropionate

A

924-44-7

glyoxylic acid ethyl ester

B

34780-29-5

3-oxo-propionic acid ethyl ester

C

75-07-0

acetaldehyde

D

3-Formyloxy-propionic acid ethyl ester

E

109-94-4

formic acid ethyl ester

Conditions
ConditionsYield
With dodecane; methyl nitrite; nitrogen(II) oxide at 23.9℃; under 760 Torr; Rate constant; Product distribution; Mechanism; Irradiation;A 25%
B 4.8%
C 4.9%
D 30%
E 37%
57968-71-5

(+/-)-diethyl tartrate

924-44-7

glyoxylic acid ethyl ester

Conditions
ConditionsYield
With sodium bismuthate; phosphoric acid; water at 40℃;
With lead dioxide; acetic acid

Ethyl glyoxalate Specification

The Ethyl oxoacetate, with the CAS registry number 924-44-7, is also known as Acetic acid, oxo-, ethyl ester. Its EINECS registry number is 213-105-3. This chemical's molecular formula is C4H6O3 and molecular weight is 102.09. What's more, its IUPAC name is called Ethyl 2-oxoacetate. It should be stored in a cool, dry and well-ventilated place.

Physical properties about Ethyl oxoacetate are: (1)ACD/LogP: 0.18; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.18; (4)ACD/LogD (pH 7.4): 0.18; (5)ACD/BCF (pH 5.5): 1; (6)ACD/KOC (pH 5.5): 29.86; (7)ACD/KOC (pH 7.4): 29.86; (8)#H bond acceptors: 3 ; (9)#H bond donors: 0; (10)#Freely Rotating Bonds: 3; (11)Polar Surface Area: 43.37 Å2; (12)Index of Refraction: 1.388; (13)Molar Refractivity: 22.54 cm3; (14)Molar Volume: 95.3 cm3; (15)Surface Tension: 30.9 dyne/cm; (16)Density: 1.07 g/cm3; (17)Flash Point: 41.7 °C; (18)Enthalpy of Vaporization: 36.42 kJ/mol; (19)Boiling Point: 126.4 °C at 760 mmHg; (20)Vapour Pressure: 11.7 mmHg at 25 °C.

Preparation of Ethyl oxoacetate: this chemical can be prepared by Tartaric acid diethyl ester. This reaction needs reagents lead (IV)-acetate and glacial acetic acid at temperature of 40-50 °C.

Ethyl oxoacetate can be prepared by Tartaric acid diethyl ester.

Uses of Ethyl oxoacetate: (1) it is used for organic synthesis and chiral drug; (2) it is used to produce other chemicals. For example, it can react with Morpholine to get Di-morpholin-4-yl-acetic acid ethyl ester. The reaction occurs with solvent toluene at temperature of 60 °C. The reaction time is 2 hours. The yield is 83 %.

Ethyl oxoacetate can react with Morpholine to get Di-morpholin-4-yl-acetic acid ethyl ester.

When you are dealing with this chemical, you should be very careful. This chemical may catch fire in contact with air, only need brief contact with an ignition source and have a very low flash point or evolve highly flammable gases in contact with water. It may cause sensitisation by skin contacting and it is irritating to skin. In addition, it has serious damage to health by prolonged exposure through inhalation and it has harm to the unborn child. This chemical may cause lung damage if swallowed and its vapours may cause drowsiness and dizziness. Therefore, you should wear suitable protective clothing and gloves. If swallowed, you can not induce vomiting and you should seek medical advice immediately and show this container or label.

You can still convert the following datas into molecular structure:
(1) SMILES: O=CC(=O)OCC
(2) InChI: InChI=1S/C4H6O3/c1-2-7-4(6)3-5/h3H,2H2,1H3
(3) InChIKey: DBPFRRFGLYGEJI-UHFFFAOYSA-N

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