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Ethyl 2-furoate

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Name

Ethyl 2-furoate

EINECS 210-404-0
CAS No. 614-99-3 Density 1.106 g/cm3
PSA 39.44000 LogP 1.45630
Solubility insoluble in water Melting Point 32-37 °C(lit.)
Formula C7H8O3 Boiling Point 196.799 °C at 760 mmHg
Molecular Weight 140.139 Flash Point 70.566 °C
Transport Information N/A Appearance Colorless to light yellow liquid
Safety 16 Risk Codes 11
Molecular Structure Molecular Structure of 614-99-3 (Ethyl 2-furoate) Hazard Symbols FlammableF,HighlyF+
Synonyms

2-Furoicacid, ethyl ester (6CI,7CI,8CI);2-(Ethoxycarbonyl)furan;2-Carboethoxyfuran;Ethyl 2-furancarboxylate;Ethylpyromucate;Ethyl a-furoate;NSC 2304;

Article Data 105

Ethyl 2-furoate Synthetic route

743477-27-2

2-hydroxy-1,1,2-trimethylpropyl ethylcarbamate

88-14-2

2-furanoic acid

A

19424-29-4

4,4,5,5-tetramethyl-1,3-dioxolan-2-one

B

614-99-3

Ethyl 2-furoate

Conditions
ConditionsYield
With tert.-butylnitrite; 3 A molecular sieve In dichloromethane at 60℃; for 12h;A n/a
B 99%
88-14-2

2-furanoic acid

64-17-5

ethanol

614-99-3

Ethyl 2-furoate

Conditions
ConditionsYield
With graphene oxide at 100℃; for 24h;96%
toluene-4-sulfonic acid In toluene at 20℃; for 5h; Reflux;88%
With chloro-trimethyl-silane at 65℃; for 1h;85%
611-13-2

2-furoic acid methyl ester

105-36-2

ethyl bromoacetate

614-99-3

Ethyl 2-furoate

Conditions
ConditionsYield
Stage #1: ethyl bromoacetate With zinc In tetrahydrofuran at 50 - 55℃; for 0.333333h;
Stage #2: 2-furoic acid methyl ester In tetrahydrofuran for 8h; Heating;
95%
3194-17-0

1-furan-2-yl-pentan-1-one

383-63-1

ethyl trifluoroacetate,

A

360-34-9

1,1,1-trifluoro-2-hexanone

B

614-99-3

Ethyl 2-furoate

Conditions
ConditionsYield
Stage #1: ethyl trifluoroacetate, With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Schlenk technique;
Stage #2: 1-furan-2-yl-pentan-1-one In tetrahydrofuran at 0℃; for 2h; Inert atmosphere; Schlenk technique; Reflux;
Stage #3: With hydrogenchloride In tetrahydrofuran; water at 0℃; for 0.25h; Inert atmosphere; Schlenk technique;
A n/a
B 94%
98-01-1

furfural

64-17-5

ethanol

614-99-3

Ethyl 2-furoate

Conditions
ConditionsYield
With perchloric acid; sodium percarbonate; vanadia for 2.5h; Cooling;93%
With iron(III) perchlorate hydrate; dihydrogen peroxide In water at 0 - 20℃; for 20h;85%
With oxygen at 120℃; under 4500.45 Torr; for 24h; Catalytic behavior; Autoclave;70%
88-14-2

2-furanoic acid

75-03-6

ethyl iodide

614-99-3

Ethyl 2-furoate

Conditions
ConditionsYield
With IRA 904 In acetonitrile 2.) 25 deg C, 10 h;92%
With IRA 904 In acetonitrile at 25℃; for 10h; Product distribution; further anion exchangers, further solvent;92%
88-14-2

2-furanoic acid

103360-21-0, 17954-22-2

1-cyano-2-ethoxycarbonyl-1,2-dihydroisoquinoline

614-99-3

Ethyl 2-furoate

Conditions
ConditionsYield
at 135℃; for 2.5h;85%
6132-37-2

ethyl 5-bromofuran-2-carboxylate

A

diethyl [2,2'-bifuran]-5,5'-dicarboxylate

B

614-99-3

Ethyl 2-furoate

Conditions
ConditionsYield
With indium; lithium chloride; palladium diacetate In N,N-dimethyl-formamide at 100℃; for 4h;A 85%
B 8%
609-38-1

furan-2-carboxylic acid amide

64-17-5

ethanol

614-99-3

Ethyl 2-furoate

Conditions
ConditionsYield
With hydrogenchloride; iron(III) chloride hexahydrate In hexane; water at 80℃; for 14h;84%
74-96-4

ethyl bromide

57273-36-6

2-furancarboxylic acid sodium salt

614-99-3

Ethyl 2-furoate

Conditions
ConditionsYield
With polyethylene glycol 400 at 65 - 70℃; for 5h;82%

Ethyl 2-furoate Consensus Reports

Reported in EPA TSCA Inventory.

Ethyl 2-furoate Specification

The Ethyl 2-furoate, with the CAS registry number 614-99-3, is also known as Ethyl 2-furoate. It belongs to the product categories of Pharmaceutical Intermediates; Aromatic Esters; Furan & Benzofuran; Ester Flavor. Its EINECS registry number is 210-404-0. This chemical's molecular formula is C7H8O3 and molecular weight is 140.14. What's more, its IUPAC name is called Ethyl furan-2-carboxylate. It should keep away from light and heat.

Physical properties about Ethyl 2-furoate are: (1)ACD/LogP: 1.612; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.61; (4)ACD/LogD (pH 7.4): 1.61; (5)ACD/BCF (pH 5.5): 9.89; (6)ACD/BCF (pH 7.4): 9.89; (7)ACD/KOC (pH 5.5): 179.40; (8)ACD/KOC (pH 7.4): 179.40; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 39.44 Å2; (13)Index of Refraction: 1.464; (14)Molar Refractivity: 34.959 cm3; (15)Molar Volume: 126.628 cm3; (16)Polarizability: 13.859×10-24 cm3; (17)Surface Tension: 34.051 dyne/cm; (18)Density: 1.107 g/cm3; (19)Flash Point: 70.566 °C; (20)Enthalpy of Vaporization: 43.3 kJ/mol; (21)Boiling Point: 196.799 °C at 760 mmHg; (22)Vapour Pressure: 0.39 mmHg at 25 °C.

Preparation of Ethyl 2-furoate: this chemical can be prepared by furan-2-carboxylic acid with ethanol. This reaction needs reagent chlorotrimethylsilane at temperature of 65 °C. The reaction time is 1 hour. The yield is 85 %.

Ethyl 2-furoate can be prepared by furan-2-carboxylic acid with ethanol.

Uses of Ethyl 2-furoate: (1) it is used as solvents and synthetic organic intermediates; (2) it is used to produce other chemicals. For example, it can react with acetonitrile to get 3-furan-2-yl-3-oxo-propionitrile. This reaction needs reagents ultrasonically dispersed potassium and naphthalene at temperature of 5-10 °C. The reaction time is 1 hour. The yield is 87 %.

Ethyl 2-furoate can react with acetonitrile to get 3-furan-2-yl-3-oxo-propionitrile.

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. Therefore, you should keep away from sources of ignition.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(OCC)c1occc1
(2) InChI: InChI=1S/C7H8O3/c1-2-9-7(8)6-4-3-5-10-6/h3-5H,2H2,1H3
(3) InChIKey: NHXSTXWKZVAVOQ-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 180mg/kg (180mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00372,
rat LDLo intraperitoneal 75mg/kg (75mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 58, Pg. 174, 1936.

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