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Chemical Structure| 21658-70-8 Chemical Structure| 21658-70-8
Chemical Structure| 21658-70-8

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BODIPY505/515 is a fluorescent dye characterized by strong UV absorption and high quantum yield, which is insensitive to the polarity and pH of the environment. It is suitable for fluorescent labeling of live and fixed cells and is commonly used in biological imaging studies, with a maximum excitation/emission wavelength of 505/515 nm.

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Product Details of BODIPY 505/515

CAS No. :21658-70-8
Formula : C13H15BF2N2
M.W : 248.08
SMILES Code : CC1=C2C=C3C(C)=CC(C)=[N]3[B+3]([F-])([N-]2C(C)=C1)[F-]
MDL No. :MFCD00467374
InChI Key :TWYZTUZOEQTCOO-UHFFFAOYSA-N
Pubchem ID :16679984

Safety of BODIPY 505/515

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501

Application In Synthesis of BODIPY 505/515

* 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 [ 21658-70-8 ]

[ 21658-70-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 4877-80-9 ]
  • [ 21658-70-8 ]
  • C57H51B3N6O6 [ No CAS ]
  • 2
  • [ 33985-71-6 ]
  • [ 21658-70-8 ]
  • C26H28BF2N3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
26% With piperidine; In toluene; for 2h;Reflux; Inert atmosphere; Dean-Stark; First, piperidine (99 muL, 1 mmol) was added to a toluene solution (3 mL) containing compound 2 (25 mg, 0.1 mmol) and 9-julolidine carboxaldehyde (24 mg, 0.12 mmol). Next, the mixture was heated under reflux for 2 hours by using a Dean-Stark apparatus. Then, the reaction solution was cooled to room temperature. After the toluene was removed under reduced pressure, the remainder was purified by flash column chromatography (using an eluent ratio of hexane : ethyl acetate = 7 : 1) to give compound 8 as a blue solid (18 mg, 26%). 1H NMR (CDCl3, 400 MHz): delta 1.94 (m, 4H), 2.22 (s, 3H), 2.25 (s, 3H), 2.54 (s, 3H), 2.74 (t, J=6.27 Hz, 4H), 3.21 (t, J=5.41 Hz, 4H), 5.99 (s, 1H), 6.62 (s, 1H), 6.89 (s, 1H), 7.04 (s, 2H), 7.13 (d, J=15.7 Hz, 1H), 7.31 (d, J=15.7 Hz, 1H); 19F NMR (CDCl3, 370 MHz): delta -145.86. LRMS (ESI+) (m/z) 431.8 (M+) (calc: 432.2)
 

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