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L01565 4-Bromobenzeneboronic acid, 97+%

CAS Number
5467-74-3
Synonyms
4-Bromophenylboronic acid

Stock No. Size Price ($) Quantity Availability
L01565-03 1g 20.60
L01565-06 5g 68.90
L01565-14 25g 313.00
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4-Bromobenzeneboronic acid, 97+%

MDL
MFCD00002104
EINECS
226-779-9

Chemical Properties

Formula
C6H6BBrO2
Formula Weight
200.83
Melting point
282-286°
Storage & Sensitivity
Ambient temperatures.
Solubility
Soluble in methanol. Insoluble in water.

Applications

4-Bromobenzeneboronic acid is a reagent used for Palladium catalyzed Suzuki-Miyaura cross-couplings, Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence. It is also used in the preparation of Protein modulators and enzymatic and kinase inhibitors, Gallate-based obovatol analogs with potential anti-tumor activity. It is used as a reagent for Copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides, Pd-catalyzed arylative cyclization of alkyne-tethered enals or enones via carbopalladation of alkynes, Copper-catalyzed cross-couplings.

Notes

Store in a cool and dark place. Store away from incompatible materials such as oxidizing agents. Incompatible with Oxidizing agents, Acids, Bases, Alcohols

Literature References

GC reagent for diols: J. Chromat., 158, 33 (1978); 186, 307 (1979).

Carbonylative cross-coupling with iodobenzenes and CO, catalyzed by trans-Dichlorobis(triphenyl­phosphine)­palladium(II)­, 10491, gives unsymmetrical diaryl ketones: Tetrahedron Lett., 34, 7595 (1993); J. Org. Chem., 63, 4726 (1998). For reactions of boronic acids, see Appendix 5.

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

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

Precautionary Statements: P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
2936347
Harmonized Tariff Code
2931.90
TSCA
No
RTECS
CY8650000

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