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1582-24-7 - 2,3,4,5,6-Pentafluorobenzeneboronic acid, 97% - 2,3,4,5,6-Pentafluorophenylboronic acid - B22922 - Alfa Aesar

B22922 2,3,4,5,6-Pentafluorobenzeneboronic acid, 97%

CAS Number
1582-24-7
Synonyms
2,3,4,5,6-Pentafluorophenylboronic acid

Size Price ($) Quantity Availability
5g 80.00
25g 337.00
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2,3,4,5,6-Pentafluorobenzeneboronic acid, 97%

MDL
MFCD01074663
EINECS
000-000-0

Chemical Properties

Formula
C6H2BF5O2
Formula Weight
211.88
Melting point
250-255°
Sensitivity
Moisture Sensitive
Solubility
Miscible with alcohols, acetonitrile and dichloromethane.

Applications

2,3,4,5,6-Pentafluorobenzeneboronic acid is utilized in the palladium-catalyzed Suzuki reaction to synthesize several cross-coupled aromatic compounds, for example bis(pentafluorophenyl)-substituted thiophene and selenophene derivatives. It serves as an intermediate and raw material in pharmaceutical and chemical industry. It is also used in dyes and pigments. It can be used to prepare cyclic boronates of bifunctional compounds.

Notes

Moisture Sensitive. Store in cool and dry conditions in well sealed containers. Keep container tightly sealed.

Literature References

Conditions have been reported for successfully accomplishing the normally difficult Suzuki cross-coupling reactions of this boronic acid with aryl halides: Org. Lett., 7, 4915 (2005).

Melen, R. L. Applications of pentafluorophenyl boron reagents in the synthesis of heterocyclic and aromatic compounds. 2014, 50, 1161-1174.

Focante, F.; Mercandelli, P.; Sironi, A.; Resconi, L. Complexes of tris(pentafluorophenyl)boron with nitrogen-containing compounds: Synthesis, reactivity and metallocene activation. 2006, 250 (1-2), 170-188.

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P362-P312-P321-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Specific treatment (see label). Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
3033960
Harmonized Tariff Code
2931.90
TSCA
No

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