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[ CAS No. 88-14-2 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 88-14-2
Chemical Structure| 88-14-2
Chemical Structure| 88-14-2
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Product Details of [ 88-14-2 ]

CAS No. :88-14-2 MDL No. :MFCD00003238
Formula : C5H4O3 Boiling Point : -
Linear Structure Formula :(CH)3(O)CCOOH InChI Key :SMNDYUVBFMFKNZ-UHFFFAOYSA-N
M.W : 112.08 Pubchem ID :6919
Synonyms :
Furan-2-carboxylic acid;Pyromucic acid;Kyselina 2-furoova;alpha-Furoic acid;alpha-Furancarboxylic acid;α-furoic acid;α-furancarboxylic acid;2-Carboxyfuran;2-Furancarboxylic acid
Chemical Name :Furan-2-carboxylic acid

Calculated chemistry of [ 88-14-2 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 8
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 25.67
TPSA : 50.44 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.53 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.83
Log Po/w (XLOGP3) : 0.64
Log Po/w (WLOGP) : 0.98
Log Po/w (MLOGP) : -0.36
Log Po/w (SILICOS-IT) : 0.69
Consensus Log Po/w : 0.56

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -1.33
Solubility : 5.19 mg/ml ; 0.0463 mol/l
Class : Very soluble
Log S (Ali) : -1.27
Solubility : 5.96 mg/ml ; 0.0531 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.92
Solubility : 13.4 mg/ml ; 0.119 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.95

Safety of [ 88-14-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 88-14-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 88-14-2 ]
  • Downstream synthetic route of [ 88-14-2 ]

[ 88-14-2 ] Synthesis Path-Upstream   1~49

  • 1
  • [ 2280-44-6 ]
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  • [ 88-14-2 ]
  • [ 6338-41-6 ]
  • [ 34371-14-7 ]
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  • 2
  • [ 88-14-2 ]
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Reference: [1] Beilstein Journal of Organic Chemistry, 2013, vol. 9, p. 2925 - 2933
  • 3
  • [ 6728-26-3 ]
  • [ 1129294-89-8 ]
  • [ 98-01-1 ]
  • [ 496-64-0 ]
  • [ 88-14-2 ]
  • [ 13419-69-7 ]
  • [ 1401094-48-1 ]
  • [ 1401094-49-2 ]
  • [ 1309945-34-3 ]
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  • 4
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  • 5
  • [ 15909-67-8 ]
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  • [ 88-14-2 ]
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  • 7
  • [ 88-14-2 ]
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  • 8
  • [ 88-14-2 ]
  • [ 108-59-8 ]
  • [ 611-13-2 ]
YieldReaction ConditionsOperation in experiment
90% With potassium bromide In N,N-dimethyl-formamide at 130℃; for 12 h; Schlenk technique General procedure: To a Schlenk tube equipped with a magnetic stir bar were added under air, carboxylic acid (0.3 mmol), dimethyl malonate (1.8 mmol) and KBr (0.09 mmol) in DMF (2 mL). The resultant reaction mixture was kept stirring at the required temperature for 12 h. After indicated reaction time, the mixture was cooled down to room temperature. It was poured into ethyl acetate, then washed with water, extracted with ethyl acetate, dried by anhydrous Na2SO4, then filtered and evaporated under vacuum, the residue was purified by flash column chromatography (petroleum ether or petroleum ether/ethyl acetate) to afford the corresponding coupling products with high purity.
Reference: [1] Tetrahedron, 2015, vol. 71, # 48, p. 9067 - 9072
  • 9
  • [ 584-12-3 ]
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  • [ 88-14-2 ]
  • [ 611-13-2 ]
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  • 10
  • [ 67-56-1 ]
  • [ 526-99-8 ]
  • [ 88-14-2 ]
  • [ 611-13-2 ]
YieldReaction ConditionsOperation in experiment
9.6 %Chromat. With hydrogen; methyltrioxorhenium(VII) In methanol at 200℃; for 1 h; Example 1 Catalytic dehydroxylation of galactaric acid (I) for the production of compounds II- VII. Galactaric acid (1.0 g, 4.76 mmol), methyl trioxo rhenium (0.12 g, 0.47 mmol, 10 molpercent) and methanol (10 ml) were charged in the reaction vessel. The reaction vessel was pressurised with hydrogen and heated up to the reaction temperature (Table 1). After the indicated reaction time the mixture was cooled down to room temperature, any solid precipitate was filtered, washed with methanol (5 ml) and dried. The solvent fraction was concentrated in a rotary evaporator. Purification was by flash silica column chromatography. The different fractions were analysed with GC-FID, GC-MS and NMR.
Reference: [1] Patent: WO2015/189481, 2015, A1, . Location in patent: Page/Page column 8
  • 11
  • [ 88-14-2 ]
  • [ 67-68-5 ]
  • [ 611-13-2 ]
YieldReaction ConditionsOperation in experiment
81% at 80℃; for 15 h; Sealed tube; Green chemistry General procedure: Carboxylic acid (0.5 mmol, 1.0 equiv), K2CO3 (0.5 mmol, 1.0 equiv),and CaCl2 powder (0.5 mmol, 1.0 equiv) were added to a 25-mL tube.10percent CuCl2·2 H2O in DMSO (2.0 mL) was added, followed by the dropwise addition of 30percent aq H2O2 (1.5 mmol, 3.0 equiv). The tube was sealed with a Teflon-lined cap and the mixture was stirred at 80 °C under O2 for 15 h. The mixture cooled and water (10 mL) was added; the mixture was extracted with EtOAc (3 × 10 mL). After evaporationof the solvent, the residue was purified by column chromatography(silica gel) to obtain the product.
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  • 12
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  • [ 611-13-2 ]
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[2] Synthesis, 1994, # 10, p. 1063 - 1066
  • 13
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  • [ 88-14-2 ]
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  • [ 88-14-2 ]
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  • 20
  • [ 88-14-2 ]
  • [ 18107-18-1 ]
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  • [ 88-14-2 ]
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  • 24
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  • 25
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  • 26
  • [ 88-14-2 ]
  • [ 64-17-5 ]
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  • 27
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  • [ 75-07-0 ]
  • [ 16874-34-3 ]
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  • 28
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  • 30
  • [ 88-14-2 ]
  • [ 585-70-6 ]
YieldReaction ConditionsOperation in experiment
86% With bromine; acetic acid In tetrachloromethane at 60℃; for 24 h; The starting raw materials furan -2 - carboxylic acid (2 . 50 g, 22.3 mmol) is dissolved in glacial acetic acid (2.0 ml) and carbon tetrachloride (20.0 ml) in the mixed solvent, divided into 3 times for every six hours 20 degree Celsius, 5 minutes is slowly added bromine (0.8 ml, 13.3 mmol), keeping the reaction temperature is 60 degrees centigrade, the total stirring 24 hours, concentrated under reduced pressure to remove the solvent, the hot deionized water washing the solid, filtered and dried to obtain compound 3 (3 . 46 g, 18.1 mmol), yield 86percent.
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