Conditions | Yield |
---|---|
With potassium carbonate; thiophenol In 1-methyl-pyrrolidin-2-one at 190℃; for 0.166667h; Substitution; | 100% |
With potassium fluoride; thiophenol In various solvent(s) at 190℃; for 0.166667h; | 90% |
With potassium fluoride; thiophenol In 1-methyl-pyrrolidin-2-one for 0.166667h; Heating; | 90% |
furfural α-hydroxyhydroperoxide
2-furanoic acid
Conditions | Yield |
---|---|
With pyridine at 24℃; for 0.25 - 0.333333h; Kinetics; Thermodynamic data; Reagent/catalyst; | 100% |
Conditions | Yield |
---|---|
Stage #1: furfural With potassium hydroxide for 0.0833333h; Cannizzaro Reaction; Milling; Inert atmosphere; Sealed tube; Green chemistry; Stage #2: With hydrogenchloride In water for 0.0833333h; Green chemistry; | A 99% B 99% |
With TEA; magnesium bromide In dichloromethane at 20℃; for 48h; Cannizzaro reaction; | A 90% B n/a |
With sodium hydroxide In water at 0 - 20℃; for 12h; Reagent/catalyst; Cannizzaro Reaction; | A 88% B 83% |
Conditions | Yield |
---|---|
With copper acetylacetonate; oxygen; sodium hydroxide; 1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene In water at 50℃; under 760.051 Torr; for 12h; Sealed tube; | 99% |
With 4H3N*4H(1+)*CuMo6O18(OH)6(4-); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 12h; | 99% |
With NADH oxidase and coniferyl aldehyde dehydrogenase 2 co-expressed in Escherichia coli cells In aq. phosphate buffer at 30℃; for 12h; pH=7; Reagent/catalyst; Microbiological reaction; | 99% |
Conditions | Yield |
---|---|
With manganese(IV) oxide; oxygen; sodium hydrogencarbonate In water at 100℃; under 7500.75 Torr; for 24h; | 99% |
With oxygen; 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride; sodium t-butanolate In dichloromethane at 20℃; for 30h; Reagent/catalyst; Molecular sieve; | 95% |
With sodium carbonate In water at 30℃; for 40h; Wavelength; Irradiation; | 93% |
Furan-2-yl-indol-1-yl-methanone
2-furanoic acid
Conditions | Yield |
---|---|
With lithium hydroxide; dihydrogen peroxide In tetrahydrofuran; water for 2.5h; Product distribution; other reag.; other solvent; | 99% |
furan-2-carboxylic acid benzyl ester
toluene
A
2-furanoic acid
B
1-methyl-3-(phenylmethyl)-benzene
C
1-methyl-4-(phenylmethyl)benzene
D
2-benzyltoluene
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate; water at 80℃; for 2h; regioselective reaction; | A 99% B n/a C n/a D n/a |
2-furanoic acid
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; for 4h; | 97% |
Conditions | Yield |
---|---|
With dihydrogen peroxide; methyltrioxorhenium(VII); magnesium sulfate In acetonitrile for 1.5h; Heating; | 96% |
With sodium hypochlorite for 0.25h; Irradiation; | 83% |
With sodium carbonate In acetone for 1h; Irradiation; | 69% |
With graphitic carbon nitride; oxygen; acetic acid In water; acetonitrile at 100℃; under 2250.23 Torr; for 16h; Autoclave; Irradiation; Green chemistry; | 55 %Chromat. |
Conditions | Yield |
---|---|
With oxygen; sodium hydrogencarbonate In acetonitrile for 4h; Molecular sieve; Irradiation; | 96% |
Conditions | Yield |
---|---|
With iodine; sodium hydroxide In water at 30℃; pH=7; Reagent/catalyst; Temperature; | 95% |
With hydroxylamine hydrochloride; iodine In dimethyl sulfoxide at 100℃; for 5h; | 80% |
With Oxone; trifluoroacetic acid In 1,4-dioxane for 10h; Reflux; Green chemistry; | 67% |
2-furanoic acid
Conditions | Yield |
---|---|
With sodium hydroxide In water at 100℃; for 9h; Reflux; chemoselective reaction; | 95% |
Conditions | Yield |
---|---|
Stage #1: 2-(furan-2-yl)-5,5-dimethyl-[1,3,2]dioxaborinane; carbon dioxide With [Ni(N,N'-bis[2,6-bis(diphenylmethyl)-4-methylphenyl]imidazole-2-ylidene)(allyl)Cl]; potassium tert-butylate In toluene at 100℃; under 760.051 Torr; for 15h; Schlenk technique; Inert atmosphere; Stage #2: With hydrogenchloride In water; ethyl acetate; toluene at 20℃; | 93% |
Stage #1: 2-(furan-2-yl)-5,5-dimethyl-[1,3,2]dioxaborinane; carbon dioxide With potassium tert-butylate; silver(I) acetate; triphenylphosphine In tetrahydrofuran at 70℃; under 15201 Torr; for 16h; Inert atmosphere; Autoclave; Stage #2: With hydrogenchloride In tetrahydrofuran; water Inert atmosphere; | 83% |
With potassium tert-butylate; copper(l) chloride; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In tetrahydrofuran at 70℃; under 760.051 Torr; for 24h; | 73% |
Conditions | Yield |
---|---|
With methanol; potassium hydroxide at 35℃; | 91% |
Stage #1: Ethyl 2-furoate With iron(III) chloride In 1,1,2,2-tetrachloroethane at 115℃; for 24h; Inert atmosphere; Stage #2: With hydrogenchloride; water In 1,1,2,2-tetrachloroethane Inert atmosphere; | 54% |
With alkaline H2O In dimethyl sulfoxide at 30℃; Rate constant; other solvent (EtOH); variation of water concentrations; | |
Stage #1: Ethyl 2-furoate With sodium hydroxide In water at 20℃; Stage #2: With hydrogenchloride In water |
Conditions | Yield |
---|---|
With [PhCOPd(PtBu3)I]; dtbpf In 2-methyltetrahydrofuran at 80℃; for 18h; Inert atmosphere; | 91% |
Conditions | Yield |
---|---|
With benzene-1,2-dicarboxylic acid for 0.75h; microwave-irradiation; | 90% |
With phosphate buffer at 30℃; for 72h; rhodococcus rhodocrous AJ270, pH 7.0; | 83% |
With potassium phosphate buffer at 30℃; for 7h; Rhodococcus sp. AJ270 cells; | 83.1% |
furan-2-yl-oxo-acetaldehyde
2-furanoic acid
Conditions | Yield |
---|---|
With iodine; dimethyl sulfoxide at 180℃; for 0.0833333h; Inert atmosphere; Microwave irradiation; | 89% |
With tert.-butylhydroperoxide for 13h; | 74% |
Conditions | Yield |
---|---|
With dihydrogen peroxide; 5 weight percent methyltrioxorhenium on polystyrene In water at 20℃; Product distribution / selectivity; | A 87% B 1% |
With hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide In water; acetonitrile at 10℃; for 1h; | A 82% B 15% |
With dihydrogen peroxide; 5 weight percent methyltrioxorhenium on polystyrene In water at 20℃; for 24h; Product distribution / selectivity; | A 18% B 82% |
With water; dihydrogen peroxide at 60℃; for 4h; pH=7.5; | A 45 %Spectr. B n/a |
Conditions | Yield |
---|---|
With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate at 20℃; for 0.166667h; chemoselective reaction; | 86% |
Conditions | Yield |
---|---|
With niobium(V) oxide; water In neat (no solvent) for 20h; Reflux; Inert atmosphere; | 85% |
Conditions | Yield |
---|---|
With phosphate buffer at 30℃; for 1h; rhodococcus rhodocrous AJ270, pH 7.0; | A 12.5% B 82% |
With potassium phosphate buffer at 30℃; for 1h; Rhodococcus sp. AJ270 cells; | A 12.5% B 82.2% |
Conditions | Yield |
---|---|
With tetrafluoroboric acid; dihydrogen peroxide; 5 weight percent methyltrioxorhenium on polystyrene In water at 20℃; for 24h; Product distribution / selectivity; | A 9% B 10% C 81% |
With dihydrogen peroxide; acetic acid; 5 weight percent methyltrioxorhenium on poly(4-vinylpyridine) In water at 20℃; | A 41% B 6% C 40% |
With water; dihydrogen peroxide at 60℃; for 4h; pH=6; pH-value; | A 50 %Spectr. B n/a C n/a |
Conditions | Yield |
---|---|
With potassium carbonate In Petroleum ether Ambient temperature; electrolysis (Beaker type circulation cell): nickel anode, steel cathode, 0.2 A, current consumption 4.2 F/mol; | A 78% B 11 % Chromat. |
With sodium hydroxide; oxygen In toluene at 70℃; for 2h; or KOH; Yields of byproduct given. Title compound not separated from byproducts; | A n/a B 35% |
With potassium carbonate In Petroleum ether Ambient temperature; electrolysis (Beaker type circulation cell): nickel anode, steel cathode, 0.2 A, current consumption 4.2 F/mol; | A 78 % Chromat. B 11% |
2-aminopyridine
furil
A
2-furanoic acid
B
N-(pyridin-2-yl)furan-2-carboxamide
Conditions | Yield |
---|---|
With oxygen; copper dichloride; Trimethylacetic acid In m-xylene; tert-butyl alcohol at 80 - 85℃; for 48h; | A 5% B 76% |
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; iodine In dimethyl sulfoxide at 100℃; for 6h; | 75% |
2-bromofuran
methanol
carbon monoxide
A
2-furanoic acid
B
2-furoic acid methyl ester
Conditions | Yield |
---|---|
With tert-Amyl alcohol; sodium hydride; cobalt(II) acetate In tetrahydrofuran at 40℃; under 760 Torr; for 42h; Irradiation; | A 2% B 72% |
2-bromofuran
carbon monoxide
A
2-furanoic acid
B
2-furoic acid methyl ester
Conditions | Yield |
---|---|
With methanol; tert-Amyl alcohol; sodium hydride; cobalt(II) acetate In tetrahydrofuran at 40℃; under 760 Torr; for 42h; Irradiation; | A 2% B 72% |
Conditions | Yield |
---|---|
With sodium hypochlorite for 0.666667h; Irradiation; | 71% |
With tetraethylammonium bromide; potassium oxide In N,N-dimethyl-formamide at 30℃; for 3.5h; | 65% |
Conditions | Yield |
---|---|
With 2,6-Dibromopyridine; ethylaluminum dichloride In hexane; toluene at 60℃; under 22502.3 Torr; for 3h; Autoclave; Inert atmosphere; | 71% |
Stage #1: furan With n-butyllithium In tetrahydrofuran; hexane at -30℃; Stage #2: carbon dioxide In tetrahydrofuran; hexane under 975.098 Torr; Stage #3: With hydrogenchloride In tetrahydrofuran; hexane; water at 0℃; | > 80 %Chromat. |
2-furanoic acid
tetrahydro-2-furancarboxylic acid
Conditions | Yield |
---|---|
With (S)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyldicyclohexylphosphine; hydrogen; di(norbornadiene)rhodium(I) tetrafluoroborate In methanol at 60℃; under 75006 Torr; for 19h; Product distribution; Further Variations:; Reagents; | 100% |
With hydrogen; palladium on activated charcoal In ethyl acetate | 95% |
With water; palladium Hydrogenation; |
2-furanoic acid
5-hydroxy-2-(5H)-furanone
Conditions | Yield |
---|---|
With oxygen; rose bengal In methanol at 25℃; for 4h; Irradiation; | 100% |
With oxygen; fullerene-C60; [5,6]fullerene-C70 In methanol; toluene for 3.5h; Ambient temperature; Irradiation; | 100% |
With rose bengal In methanol at 25℃; for 3h; Irradiation; | 100% |
2-furanoic acid
furan-2-ylmethanamine
N-(furan-2-ylmethyl)furan-2-carboxamide
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 25℃; | 100% |
With 4-methyl-morpholine; 4‐(4,6‐dimethoxy‐1,3,5‐triazin‐2‐yl)‐4‐methylmorpholinium toluene‐4‐sulfonate In dichloromethane at 90℃; for 0.166667h; Reagent/catalyst; Solvent; Microwave irradiation; | 84% |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; | 100% |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; | 100% |
2-furanoic acid
3-hydroxy-2-butanon
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 5h; | 100% |
2-furanoic acid
C21H33N3O
N-((2R,3S,4S,4aS)-4-((furan-2-carboxamido)methyl)-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl)nicotinamide
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 18h; Inert atmosphere; | 100% |
2-furanoic acid
2-hydroxy-1-(2-hydroxy-4,6-dimethoxyphenyl)ethan-1-one
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Reflux; | 100% |
2-furanoic acid
2-(iodomethyl)-5-nitrofuran
Furan-2-carboxylic acid 5-nitro-furan-2-ylmethyl ester
Conditions | Yield |
---|---|
With IRA 904 In acetonitrile 2.) 25 deg C, 20 h; | 99% |
Conditions | Yield |
---|---|
magnesium(II) perchlorate In nitromethane at 40℃; for 16h; | 99% |
With dmap In tetrahydrofuran for 88h; | 97% |
2-furanoic acid
1-acetyl-3,3-bis(hydroxymethyl)oxindole
1-acetyl-3,3-bis(2-furoyloxymethyl)oxindole
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 7h; | 99% |
2-furanoic acid
1-(benzyloxycarbonyl)-3,3-bis(hydroxymethyl)oxindole
1-(benzyloxycarbonyl)-3,3-bis(2-furoyloxymethyl)oxindole
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; | 99% |
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 H2O2 In diethyl ether; water 42% aq. soln. of hydrogen peroxide added to reagent mixt. at 20°C, stored for 12 h; solvent evapd., recrystd. (toluene), elem. anal.; | 99% |
Conditions | Yield |
---|---|
With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine In toluene at 20℃; Yamaguchi esterification; Inert atmosphere; | 99% |
2-furanoic acid
Conditions | Yield |
---|---|
In toluene byproducts: CO2, H2O; N2 or air, 1:1 mixt. refluxed at 110°C for 0.5 h; dried (vac.); | 99% |
2-furanoic acid
N,0-dimethylhydroxylamine
N-methoxy-N-methyl-2-furancarboxamide
Conditions | Yield |
---|---|
Stage #1: 2-furanoic acid; N,0-dimethylhydroxylamine In toluene at 0℃; for 0.166667h; Stage #2: With phosphorus trichloride In toluene at 20 - 60℃; for 0.5h; | 99% |
Conditions | Yield |
---|---|
Stage #1: 2-furanoic acid With trimethylamine In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Sealed tube; Stage #2: isopropyl chloroformate With triethylamine In tetrahydrofuran; toluene at 0 - 20℃; for 1.66667h; Inert atmosphere; Sealed tube; | 99% |
Conditions | Yield |
---|---|
With propane-1,3-diyl dinitrite In tert-butyl alcohol at 80℃; for 16h; Solvent; | 99% |
2-furanoic acid
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; | 99% |
Conditions | Yield |
---|---|
With Pd/G In 1,2-dimethoxyethane at 70℃; under 7500.75 Torr; for 10h; Reagent/catalyst; Temperature; Pressure; Autoclave; Sealed tube; Green chemistry; | 98% |
With Pd/4A molecular sieve catalyst In 1,2-dimethoxyethane at 70 - 100℃; under 75.0075 Torr; for 1.66667h; Solvent; Reagent/catalyst; Temperature; Pressure; Molecular sieve; Large scale; | 98.8% |
Stage #1: 2-furanoic acid With potassium carbonate; caesium carbonate In water Green chemistry; Stage #2: carbon dioxide at 260 - 285℃; under 6000.6 Torr; for 24h; Flow reactor; Green chemistry; Stage #3: With hydrogenchloride In water pH=2; Reagent/catalyst; Pressure; Temperature; Green chemistry; | 89% |
2-furanoic acid
Conditions | Yield |
---|---|
Stage #1: 2-furanoic acid With thionyl chloride; N,N-dimethyl-formamide In dichloromethane Reflux; Stage #2: 4-isopropyl-1-methylcyclohex-3-en-1-amine With triethylamine In dichloromethane; N,N-dimethyl-formamide Reflux; | 98.53% |
Conditions | Yield |
---|---|
With phosphotungstic acid for 4h; Reflux; | 98% |
With sulfuric acid for 4h; Reflux; | 93% |
With potassium carbonate In ethyl acetate for 1.5h; Heating; | 92% |
The 2-Furoic acid, with the CAS registry number 88-14-2, is also known as Acide 2-furanecarboxylique. It belongs to the product categories of Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Furan & Benzofuran; Organic Acids; Furans. Its EINECS registry number is 208-422-9. This chemical's molecular formula is C5H4O3 and molecular weight is 112.08. What's more, its IUPAC name is called Furan-2-carboxylic acid. It should be stored in a cool, dry and well-ventilated place.
Physical properties about 2-Furoic acid are: (1)ACD/LogP: 0.636; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.64; (4)ACD/LogD (pH 7.4): -2.48; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 50.44 Å2; (13)Index of Refraction: 1.513; (14)Molar Refractivity: 25.483 cm3; (15)Molar Volume: 84.758 cm3; (16)Polarizability: 10.102×10-24cm3; (17)Surface Tension: 48.248 dyne/cm; (18)Density: 1.322 g/cm3; (19)Flash Point: 94.195 °C; (20)Enthalpy of Vaporization: 49.548 kJ/mol; (21)Boiling Point: 232.14 °C at 760 mmHg; (22)Vapour Pressure: 0.033 mmHg at 25 °C.
Preparation of 2-Furoic acid: this chemical can be prepared by furfural. This reaction needs reagent pyridinium chlorochromate at temperature of 20 °C. The reaction time is 6 hours. The yield is 82 %.
Uses of 2-Furoic acid: (1) it is used as plasticizer, preservative and fungicide; (2) it is used to produce other chemicals. For example, it can react with methanol to get furan-2-carboxylic acid methyl ester. The reaction occurs with reagent H2SO4 and other condition of heating for 10 hours. The yield is 80 %.
When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin or other mucous membranes and may destroy living tissue on contacting. What's more, it may cause burns. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. And you must take off immediately all contaminated clothing. In case of contacting with eyes or skin, you should rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1) SMILES: OC(=O)c1ccco1
(2) InChI: InChI=1S/C5H4O3/c6-5(7)4-2-1-3-8-4/h1-3H,(H,6,7)
(3) InChIKey: SMNDYUVBFMFKNZ-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 100mg/kg (100mg/kg) | Pharmaceutical Research. Vol. 2, Pg. 233, 1985. |
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View