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Chemical Structure| 126747-14-6 Chemical Structure| 126747-14-6
Chemical Structure| 126747-14-6

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CAS No.: 126747-14-6

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Product Details of 4-Cyanobenzeneboronic acid

CAS No. :126747-14-6
Formula : C7H6BNO2
M.W : 146.94
SMILES Code : C1=C(C=CC(=C1)C#N)B(O)O
MDL No. :MFCD01318968
InChI Key :CEBAHYWORUOILU-UHFFFAOYSA-N
Pubchem ID :2734326

Safety of 4-Cyanobenzeneboronic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P403+P233-P405-P501

Application In Synthesis of 4-Cyanobenzeneboronic 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 [ 126747-14-6 ]
  • Downstream synthetic route of [ 126747-14-6 ]

[ 126747-14-6 ] Synthesis Path-Upstream   1~2

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YieldReaction ConditionsOperation in experiment
53% With tetrakis(triphenylphosphine) palladium(0); 1,3-bis-(diphenylphosphino)propane; silver nitrate In acetone at 40℃; for 24 h; Autoclave; Inert atmosphere General procedure: The reaction was carried out in an autoclave containing a 10mL Teflon reaction tube. Pd(PPh3)4 (0.02 mmol), DPPP(0.04 mmol), and a magnetic stir bar were placed in the tubewhich was then capped with a stopper and flushed withargon. Then, aryl boronic acid (1 mmol), AgNO3 (1 mmol),and acetone (3 mL) were added to the tube. The tube was putinto the autoclave. Once sealed, the autoclave was purgedseveral times with CO, pressurized to 1 atm at r.t. and thenheated in an oil bath at 40 °C for 24 h. The autoclave wasthen cooled to r.t. and carefully vented to discharge CO in afume hood. Water (10 mL) was added, and the product wasextracted with CH2Cl2 (3 × 15 mL). The organic layers werewashed with brine, dried over Na2SO4, and evaporated. Thecrude product was purified by column chromatography onsilica gel using a mixture of EtOAc and PE as eluent to givethe products. The identity and purity of the product wasconfirmed by 1H NMR and 13C NMR spectroscopy and MSor HRMS spectrometry.
References: [1] Synlett, 2014, vol. 25, # 8, p. 1097 - 1100.
[2] Chemistry - An Asian Journal, 2014, vol. 9, # 9, p. 2411 - 2414,4.
  • 2
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  • [ 32446-66-5 ]
References: [1] RSC Advances, 2014, vol. 4, # 83, p. 44312 - 44316.
 

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