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Name	Ethyl glycolate	EINECS	210-798-4
CAS No.	623-50-7	Density	1.089 g/cm³
PSA	46.53000	LogP	-0.45820
Solubility	It is very soluble in water, alcohols, acetone, acetates, slightly soluble in ethyl ether, sparingly soluble in hydrocarbon solvents, polymerization occurs above 50 C.	Melting Point	>300 °C
Formula	C₄H₈O₃	Boiling Point	156.7 °C at 760 mmHg
Molecular Weight	104.106	Flash Point	61.7 °C
Transport Information	N/A	Appearance	clear colorless liquid
Safety	26-37/39	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Xi
Synonyms	Aceticacid, hydroxy-, ethyl ester (9CI);Glycolic acid, ethyl ester (7CI,8CI);2-Hydroxyacetic acid ethyl ester;Ethyl 2-hydroxyacetate;Acetic acid,2-hydroxy-, ethyl ester;Ethyl hydroxyacetate;NSC 8835;	Article Data	76

Ethyl glycolate Synthetic route

: 50-00-0
formaldehyd

: 64-17-5
ethanol

: 201230-82-2
carbon monoxide

: 623-50-7
ethyl 2-hydroxyacetate

Conditions

Conditions	Yield
Stage #1: formaldehyd; carbon monoxide With 1,3,5-Trioxan; hydrogenchloride; oxalic acid In 1,4-dioxane; water; 1,2-dichloro-ethane; toluene at 165℃; under 45004.5 Torr; Stage #2: ethanol In 1,4-dioxane; water; 1,2-dichloro-ethane; toluene at 170℃; under 12001.2 Torr; for 36h;	98.3%

: 95-92-1
oxalic acid diethyl ester

: 623-50-7
ethyl 2-hydroxyacetate

Conditions

Conditions	Yield
With ethanol; C42H44ClN4P2Ru(1+)*Cl(1-); potassium tert-butylate at 80℃; for 5h; Schlenk technique; Inert atmosphere;	94%
With Ag/SiO2; hydrogen In ethanol at 84 - 242℃; under 22502.3 - 23402.3 Torr; Temperature;
With hydrogen; copper at 210 - 220℃;

: 79-14-1
glycolic Acid

: 64-17-5
ethanol

A: 502-97-6
glycolide

B: 623-50-7
ethyl 2-hydroxyacetate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid for 10h; Reflux;	A n/a B 82.8%

: 79-14-1
glycolic Acid

: 64-17-5
ethanol

: 623-50-7
ethyl 2-hydroxyacetate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid for 10h; Reflux;	81.8%
With sulfuric acid at 60℃; for 3h;	80%
With ion exchanger (Dowex 50WX8) In chloroform for 72h; Heating;	74%

: 623-73-4
diazoacetic acid ethyl ester

: 623-50-7
ethyl 2-hydroxyacetate

Conditions

Conditions	Yield
With water at 25℃; for 24h; Green chemistry;	80%
With water; acetic acid In dichloromethane for 72h; Darkness;	66%
With copper(II) sulfate at 130℃; for 6h;	20%
With hydrogen fluoride
With Pt(II)halide; water

: 64-17-5
ethanol

: 107-16-4
glycolonitrile

: 623-50-7
ethyl 2-hydroxyacetate

Conditions

Conditions	Yield
With hydrogenchloride; water at -10 - -5℃; for 4h; Reflux;	78.85%

: 64-17-5
ethanol

: 131543-46-9
Glyoxal

: 623-50-7
ethyl 2-hydroxyacetate

Conditions

Conditions	Yield
With zeolite MFI-ATSn for 6h; Reagent/catalyst; Time; Sealed tube; Green chemistry;	69%

: 64-17-5
ethanol

: 107-43-7
betaine

A: 623-50-7
ethyl 2-hydroxyacetate

B: 3032-11-9
N-<(ethoxycarbonyl)methyl>trimethylammonium chloride

Conditions

Conditions	Yield
With chloroacetic acid ethyl ester at 40℃; for 192h;	A 55% B 66%

: 105-36-2
ethyl bromoacetate

A: 626-35-7
nitroacetic acid ethyl ester

B: 623-50-7
ethyl 2-hydroxyacetate

Conditions

Conditions	Yield
With Amberlite IRA 900 NO2- form In acetonitrile at -15℃;	A 65% B 28%

: 64-17-5
ethanol

: 107-43-7
betaine

: 623-50-7
ethyl 2-hydroxyacetate

Conditions

Conditions	Yield
With ethyl bromoacetate 1) 22 h, 50 deg C, 2) 90 min, reflux, 3) 50 deg C;	62%

Ethyl glycolate Chemical Properties

IUPAC Name: Ethyl 2-hydroxyacetate
Following is the structure of Ethyl glycolate (CAS NO.623-50-7):

Empirical Formula: C₄H₈O₃
Molecular Weight: 104.1045
EINECS: 210-798-4
Index of Refraction: 1.414
Molar Refractivity: 23.89 cm³
Molar Volume: 95.5 cm³
Density: 1.089 g/cm³
Flash Point: 61.7 °C
Surface Tension: 35.2 dyne/cm
Enthalpy of Vaporization: 45.82 kJ/mol
Boiling Point: 156.7 °C at 760 mmHg
Vapour Pressure: 1.03 mmHg at 25 °C
Appearance of Ethyl glycolate (CAS NO.623-50-7): clear colorless liquid
Product Categories: C2 to C5 ; Carbonyl Compounds ; Esters
Canonical SMILES: CCOC(=O)CO
InChI: InChI=1S/C4H8O3/c1-2-7-4(6)3-5/h5H,2-3H2,1H3
InChIKey: ZANNOFHADGWOLI-UHFFFAOYSA-N

Ethyl glycolate Uses

Ethyl glycolate (CAS NO.623-50-7) can be used in organic synthesis . It also can be used as solvents.

Ethyl glycolate Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LDLo	intraperitoneal	1500mg/kg (1500mg/kg)	BEHAVIORAL: GENERAL ANESTHETIC BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: CYANOSIS	Journal of Pharmacy and Pharmacology. Vol. 11, Pg. 150, 1959.

Ethyl glycolate Consensus Reports

Reported in EPA TSCA Inventory.

Ethyl glycolate Safety Profile

Moderately toxic by intraperitoneal route. An eye irritant. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes of Ethyl glycolate (CAS NO.623-50-7): symbol Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39: Wear suitable gloves and eye/face protection
WGK Germany: 3
RTECS: MC5410000
HazardClass: 3.2
PackingGroup: III

Ethyl glycolate Specification

Ethyl glycolate , its cas register number 623-50-7. It also can be called Ethyl hydroxyacetate ; Hydroxyacetic acid ethyl ester ; and Acetic acid, 2-hydroxy-, ethyl ester . Ethyl glycolate (CAS NO.623-50-7) should avoid the condition like incompatible materials. It is not compatible with strong oxidizing agents, strong bases. And also prevent it to broken down into hazardous decomposition products: carbon monoxide, carbon dioxide. However, its hazardous polymerization has not been reported.

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