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Chemical Structure| 2635-13-4 Chemical Structure| 2635-13-4
Chemical Structure| 2635-13-4

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Product Citations

Product Citations

Lim, Taeho ; Ryoo, Jeong Yup ; Han, Min Su ;

Abstract: In this study, we developed a simple transition-metal-free borylation reaction of aryl bromides. Bis-boronic acid (BBA), was used, and the borylation reaction was performed using a simple procedure at a mild temperature. Under mild conditions, aryl bromides were converted to arylboronic acids directly without any deprotection steps and purified by conversion to trifluoroborate salts. The functional group tolerance was considerably high. The mechanism study suggested that this borylation reaction proceeds via a radical pathway.

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Product Details of 5-Bromo-1,3-benzodioxole

CAS No. :2635-13-4
Formula : C7H5BrO2
M.W : 201.02
SMILES Code : BrC1=CC=C(OCO2)C2=C1
MDL No. :MFCD00005821
InChI Key :FBOYMIDCHINJKC-UHFFFAOYSA-N
Pubchem ID :75831

Safety of 5-Bromo-1,3-benzodioxole

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

Application In Synthesis of 5-Bromo-1,3-benzodioxole

* 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.

  • Downstream synthetic route of [ 2635-13-4 ]

[ 2635-13-4 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 2635-13-4 ]
  • [ 27829-72-7 ]
  • ethyl E-3-<3,4-(methylenedioxy)phenyl>-2-hexenoate [ No CAS ]
  • 2
  • [ 2635-13-4 ]
  • [ 80500-27-2 ]
  • [ 1303573-42-3 ]
YieldReaction ConditionsOperation in experiment
93% With tetrabutylammomium bromide; palladium diacetate; sodium carbonate; In water; at 150℃; for 0.0833333h;Microwave irradiation; Sealed vessel; General procedure: Method A. A solution of Pd(OAc)2 (25.2 mg, 0.112 mmol) and triphenylphosphine (147 mg, 0.560 mmol) in absolute ethanol (4 mL) and anhydrous toluene (4 mL) was stirred at RT under nitrogen for 10 min. After that period, commercially available 5-chloro-2-nitrotoluene 4 (646 mg, 3.76 mmol), 4 mL of 2M aqueous Na2CO3, and the appropriate boronic acid R1B(OH)2 (6.03 mmol) were sequentially added. The resulting mixture was heated at 100 C in a sealed vial under nitrogen overnight. After being cooled to RT, the mixture was diluted with water and extracted with EtOAc. The combined organic phase were dried and concentrated. The crude product was purified by flash chromatography over silica gel column using n-Hex/EtOAc or CHCl3/MeOH mixtures as the eluent.
  • 3
  • [ 2635-13-4 ]
  • [ 1380424-42-9 ]
  • 4
  • [ 2635-13-4 ]
  • [ 129946-88-9 ]
  • [ 374790-93-9 ]
  • C18H20BF3O5 [ No CAS ]
 

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