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Chemical Structure| 1765-93-1 Chemical Structure| 1765-93-1
Chemical Structure| 1765-93-1

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Synonyms: P-Fluorophenylboronic acid

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Product Details of 4-Fluorobenzeneboronic acid

CAS No. :1765-93-1
Formula : C6H6BFO2
M.W : 139.92
SMILES Code : C1=C(C=CC(=C1)F)B(O)O
Synonyms :
P-Fluorophenylboronic acid
MDL No. :MFCD00039136
InChI Key :LBUNNMJLXWQQBY-UHFFFAOYSA-N
Pubchem ID :285645

Safety of 4-Fluorobenzeneboronic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 4-Fluorobenzeneboronic acid

* 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 [ 1765-93-1 ]
  • Downstream synthetic route of [ 1765-93-1 ]

[ 1765-93-1 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 1765-93-1 ]
  • [ 446-52-6 ]
  • [ 342-25-6 ]
YieldReaction ConditionsOperation in experiment
98% With potassium phosphate; palladium diacetate In water; methyl cyclohexane for 8 h; Reflux Method of the present embodiment provides a 2,4 ′-difluorobenzophenone and preparation method thereof, as follows: in a 1000 ml round bottom flask The bottle was added sequentially o-fluoro benzaldehyde 124 g of 4-fluorophenylboronic acid and 140 g of potassium phosphate, 106 grams, 1.12 g of palladium acetate, then adding 500 ml of methyl cyclohexane and 100 ml of water and heated to reflux for 8 hours., sequentially passes through filtering, layering, washing with water, removing the solvent to obtain the product., 2,4 '-difluorobenzophenone 214 g, 98percent yield.
References: [1] Patent: CN104230691, 2016, B, . Location in patent: Paragraph 0028-0029.
  • 2
  • [ 30766-11-1 ]
  • [ 1765-93-1 ]
  • [ 845826-99-5 ]
YieldReaction ConditionsOperation in experiment
87.7% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water at 98℃; for 24 h; Inert atmosphere Step A:5-bromopyridine-2-carboxylic acid (57, 1.0 g, 5.0 mmol)Dissolved in ethylene glycol dimethyl ether (12 mL) and water (4 mL),Add p-fluorophenylboronic acid (17, 1.0 g, 7.5 mmol)And anhydrous potassium carbonate (1.0 g, 7.5 mmol),Then tetrakis(triphenylphosphine)palladium (289 mg, 0.25 mmol) was added.The resulting mixture was stirred at 98 ° C for 24 hours under a nitrogen atmosphere.TLC analysis indicated that the reaction was over,The reaction solution was cooled to room temperature.Then add water (40 mL),The pH was adjusted to 2-3 with 6M hydrochloric acid.Filtered, the filter cake is dissolved in dichloromethane,The organic layer was washed with 20 mL of saturated sodium bicarbonate solution.Divide the water layer,The aqueous layer was adjusted to pH 2-3 with a 6M hydrochloric acid solution.Filter the solid,The filter cake is washed with water to neutrality.The filter cake was dried to give compound 61 (942 mg).Yield: 87.7percent.
References: [1] Patent: CN108623532, 2018, A, . Location in patent: Paragraph 0206; 0207; 0208.
[2] Patent: EP1657242, 2006, A1, . Location in patent: Page/Page column 31.
[3] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 4, p. 812 - 819.
[4] Medicinal Chemistry, 2017, vol. 13, # 2, p. 176 - 185.
[5] Medicinal Chemistry Research, 2018, vol. 27, # 2, p. 374 - 387.
 

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