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[ CAS No. 720-73-0 ]

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2D
Chemical Structure| 720-73-0
Chemical Structure| 720-73-0
Structure of 720-73-0 *Storage: {[proInfo.prStorage]}

Quality Control of [ 720-73-0 ]

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Alternatived Products of [ 720-73-0 ]
Alternatived Products of [ 720-73-0 ]

Product Details of [ 720-73-0 ]

CAS No. :720-73-0MDL No. :MFCD00448778
Formula : C14H12O2 Boiling Point : 369.4°C at 760 mmHg
Linear Structure Formula :-InChI Key :N/A
M.W :212.24Pubchem ID :-
Synonyms :

Computed Properties of [ 720-73-0 ]

TPSA : - H-Bond Acceptor Count : -
XLogP3 : - H-Bond Donor Count : -
SP3 : - Rotatable Bond Count : -

Safety of [ 720-73-0 ]

Signal Word:WarningClass:N/A
Precautionary Statements:P261-P280-P305+P351+P338UN#:N/A
Hazard Statements:H302-H312-H315-H319-H332-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 720-73-0 ]

  • Downstream synthetic route of [ 720-73-0 ]

[ 720-73-0 ] Synthesis Path-Downstream   1~7

  • 3
  • [ 586-76-5 ]
  • [ 5720-05-8 ]
  • [ 720-73-0 ]
YieldReaction ConditionsOperation in experiment
97% With potassium carbonate; In water; at 20℃; for 4h;Green chemistry; General procedure: A 50 mL flask was charged with an aryl halide (1.0 mmol), anaryl boronic acid (1.2 mmol), K2CO3 (2.0 mmol), nanocatalyst(0.05 mol% Pd) and deionized water (5 mL). The reactionwas stirred at room temperature for 4 h. The progress ofthe reaction was monitored by thin-layer chromatography After the reaction was completed, distilled water (25 mL) wasadded to the mixture and dilute 2 mol/L HCl was added dropwiseto pH 3.0-4.0 with stirring, and the mixture was heatedto 100 C for 10 min. The white solid that had formed wasfiltered off and washed with hot water. After drying, it wasdissolved in ether (5 mL) and was rapidly separated using asilica gel column. Elution with ether left behind small amountsof impurities and traces of palladium black to give a crudeproduct. The ether solution was evaporated to 3-5 mL andrecrystallized to obtain a pure product. All the products 3a-uare known compounds and were characterized by comparingtheir melting points and 1H NMR spectra with those preparedrecently by using a water-soluble glycine-based Pd catalyst,PdCl2(NH2CH2CO2H)2.10 The melting points and 1H NMRdata of 3a-u are listed in the supplemental material.
72% General procedure: Bromobenzoic acid (0.5 g, 2.49 mmol) andpalladium acetate (1.15 mg, 0.005 mmol, 0.1 mol %) weredissolved in 15 ml of water under an argon atmosphere. After stirring for5 min at RT, p-tolylboronic acid (0.36 g,2.61 mmol) and KOH (0.42 g, 7.47 mmol) were added and it washeated to reflux for 5h. After cooling to RT, it was acidified with HCl and theproduct was extracted three times with methylene chloride. The combined organiclayers were dried over Na2SO4 and the solvent wasevaporated in vacuo. The crude product was purified by column chromatography onsilica gel with methylene chloride/methanol (9:1).
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In 1,4-dioxane; water;Inert atmosphere; Reflux; General procedure: Under an argon atmosphere, 4-bromobenzoic acid (1 equiv.), substituted boronic acid (1.2 equiv.) and Pd[P(C6H5)3]4 (1 mol%) were dissolved in a mixed solution of dioxane/H2O (10:1). K2CO3 (2 equiv.) was added and the mixture was heated under reflux for 6 h. The reaction mixture was cooled to room temperature and the dioxane was removed by rotary evaporation. H2O was added and the solution was adjusted to pH = 1-3 with 2 N HCl. The white solid precipitate was collected by filtration and dried to give the desired compound.
  • 4
  • [ 720-73-0 ]
  • [ 792-74-5 ]
YieldReaction ConditionsOperation in experiment
EXAMPLE 36A 4'-chloro(1,1'-biphenyl)-4-carboxylic acid The desired product was prepared by substituting 4-chlorophenylboronic acid for 4-methylphenylboronic acid in Example 31A. MS (APCI(-)) m/e 231 (M-H)-.
Example 36A 4'-chloro(1,1'-biphenyl)-4-carboxylic acid The desired product was prepared by substituting 4-chlorophenylboronic acid for 4-methylphenylboronic acid in Example 31A. MS (APCI(-)) m/e 231 (M-H)-.
  • 6
  • [ 624-31-7 ]
  • [ 14047-29-1 ]
  • [ 720-73-0 ]
YieldReaction ConditionsOperation in experiment
93% With potassium carbonate In ethanol; water at 20℃; for 0.5h;
90% With sodium carbonate In ethanol; water at 20℃; for 1.25h; Green chemistry; 2.8 General Procedure for Suzuki-Miyaura Cross-Coupling Reaction General procedure: To a solution of aryl halide (1 equiv.), aryl boronic acid (1.1 equiv.) and sodium carbonate (2.5 equiv.) in ethanol (EtOH):water (H2O) (1:1) (5mL), hexagonal boron nitride tethered N-heterocyclic carbene-palladium(II) complex (h-BN(at)NHC-Pd) (0.02mol% Pd) was added and stirred at room temperature for required period of time. On completionof the reaction monitored by TLC, the h-BN(at)NHC-Pd heterogeneous catalyst was separated from the reaction massby centrifugation. DCM (20mL) was added to the residual reaction mixture. Then DCM layer was separated using a separatory funnel. The DCM layer was washed with water, brine solution and dried over anhydrous Na2SO4.The driedDCM layer was concentrated in vacuum and purified through column chromatography using hexane and ethyl acetate as eluents to get the corresponding products in good to excellent yields. All the cross-coupled products were analyzed by 1H NMR spectroscopy and compared with the standards.
86% With potassium carbonate In ethanol; water at 20℃; for 1h; Green chemistry; 2.4 General procedure for Suzuki-Miyaura cross-coupling reaction General procedure: In a 10 mL glass vial equipped with a cap containing 5 mL of ethanol:water (1:1) mixture, aryl halide (1 equiv), phenylboronic acid (1.1 equiv), K2CO3 (2.5 equiv) were added followed by dipping of the dip catalyst into the reaction mixture which was then stirred magnetically at room temperature for required time. The progress of the reaction was monitored by thin layer chromatography (TLC). After reaction completion, the dip catalyst was simply removed from the reaction mass and washed with ethanol (1 x 5 mL) and water (1 x 5 mL) and was reused without purifying further. The product was extracted using dichloromethane (2 x 10 mL) and the combined organic layer was subjected to water wash (2 x 10 mL) followed by drying of the organic layer over Na2SO4. The dried organic layer was concentrated in vacuo, and the product was purified by column chromatography using n-hexane and ethyl acetate as eluents to afford the corresponding products in good to excellent yields. All the coupled products were known molecules and were confirmed by comparing with our previous standards (Kandathil et al., 2017; Vishal et al., 2017).
With potassium carbonate In water Heating;
With C26H21N3O4PPdS2(1-)*Na(1+); tetrabutylammomium bromide; sodium carbonate In water at 70℃; for 24h; Schlenk technique;

  • 7
  • [ 720-73-0 ]
  • [ 37592-53-3 ]
  • C20H23NO4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: 4'-methyl-biphenyl-4-carboxylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; Stage #2: L-serine isopropyl ester hydrochloride With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 70℃; 4.4. General procedure for the synthesis of compounds (11a-v) General procedure: To a solution of the intermediate acid compound (1 equiv.) in anhydrous DMF was added EDCI (1.1 equiv) and HOBt (1.1 equiv), respectively. The reaction mixture was stirred for 2 h at ambient temperature, and the l-serine ester (1.1 equiv.) and DIEA (3 equiv.) were added. The solution was heated to 70 °C for 6 h and then cooled to room temperature. The reaction mixture was poured into ice water, the resulting solid was filtered and dried to give the desired compound.
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