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CAS No.: | 614-99-3 |
---|---|
Name: | Ethyl 2-furoate |
Article Data: | 105 |
Molecular Structure: | |
Formula: | C7H8O3 |
Molecular Weight: | 140.139 |
Synonyms: | 2-Furoicacid, ethyl ester (6CI,7CI,8CI);2-(Ethoxycarbonyl)furan;2-Carboethoxyfuran;Ethyl 2-furancarboxylate;Ethylpyromucate;Ethyl a-furoate;NSC 2304; |
EINECS: | 210-404-0 |
Density: | 1.106 g/cm3 |
Melting Point: | 32-37 °C(lit.) |
Boiling Point: | 196.799 °C at 760 mmHg |
Flash Point: | 70.566 °C |
Solubility: | insoluble in water |
Appearance: | Colorless to light yellow liquid |
Hazard Symbols: | F,F+ |
Risk Codes: | 11 |
Safety: | 16 |
PSA: | 39.44000 |
LogP: | 1.45630 |
2-hydroxy-1,1,2-trimethylpropyl ethylcarbamate
2-furanoic acid
A
4,4,5,5-tetramethyl-1,3-dioxolan-2-one
B
Ethyl 2-furoate
Conditions | Yield |
---|---|
With tert.-butylnitrite; 3 A molecular sieve In dichloromethane at 60℃; for 12h; | A n/a B 99% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
1-furan-2-yl-pentan-1-one
ethyl trifluoroacetate,
A
1,1,1-trifluoro-2-hexanone
B
Ethyl 2-furoate
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
2-furanoic acid
1-cyano-2-ethoxycarbonyl-1,2-dihydroisoquinoline
Ethyl 2-furoate
Conditions | Yield |
---|---|
at 135℃; for 2.5h; | 85% |
Conditions | Yield |
---|---|
With indium; lithium chloride; palladium diacetate In N,N-dimethyl-formamide at 100℃; for 4h; | A 85% B 8% |
Conditions | Yield |
---|---|
With hydrogenchloride; iron(III) chloride hexahydrate In hexane; water at 80℃; for 14h; | 84% |
Conditions | Yield |
---|---|
With polyethylene glycol 400 at 65 - 70℃; for 5h; | 82% |
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 %.
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 %.
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. |