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| CAS No.: | 88-14-2 |
|---|---|
| Name: | 2-Furoic acid |
| Molecular Structure: | |
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|
|
| Formula: | C5H4O3 |
| Molecular Weight: | 112.085 |
| Synonyms: | 2-Furoicacid (7CI,8CI);2-Carboxyfuran;NSC 58965;NSC 8842;Pyromucic acid;a-Furancarboxylic acid;a-Furoic acid;2-Furancarboxylicacid; |
| EINECS: | 201-803-0 |
| Density: | 1.322 g/cm3 |
| Melting Point: | -2 °C(lit.) |
| Boiling Point: | 232.14 °C at 760 mmHg |
| Flash Point: | 94.195 °C |
| Solubility: | 36 g/L (20 °C) in water |
| Appearance: | white to light yellow crystal powder |
| Hazard Symbols: |
 C,  Xi
|
| Risk Codes: | 34-36/37/38 |
| Safety: | 26-36/37/39-45 |
| Transport Information: | UN 3265 8/PG 2 |
| PSA: | 50.44000 |
| LogP: | 0.97780 |
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| 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% |
- 55790-00-6
furfural α-hydroxyhydroperoxide
- 88-14-2
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% |
- 74117-32-1
Furan-2-yl-indol-1-yl-methanone
- 88-14-2
2-furanoic acid
| Conditions | Yield |
|---|---|
| With lithium hydroxide; dihydrogen peroxide In tetrahydrofuran; water for 2.5h; Product distribution; other reag.; other solvent; | 99% |
- 5380-40-5
furan-2-carboxylic acid benzyl ester
- 108-88-3
toluene
A
- 88-14-2
2-furanoic acid
B
- 620-47-3
1-methyl-3-(phenylmethyl)-benzene
C
- 620-83-7
1-methyl-4-(phenylmethyl)benzene
D
- 713-36-0
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 |
- 88-14-2
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% |
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Consensus Reports
Specification
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. |