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87199-17-5 - 4-Formylbenzeneboronic acid, 97% - 4-Boronobenzaldehyde - 4-Formylphenylboronic acid - B25199 - Alfa Aesar

B25199 4-Formylbenzeneboronic acid, 97%

CAS Number
87199-17-5
Synonyms
4-Boronobenzaldehyde
4-Formylphenylboronic acid

Size Price ($) Quantity Availability
1g 26.78
5g 75.62
25g 299.43
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4-Formylbenzeneboronic acid, 97%

MDL
MFCD00151823
EINECS
438-670-5

Chemical Properties

Formula
C7H7BO3
Formula Weight
149.94
Melting point
260-266°
Sensitivity
Air Sensitive
Solubility
Slightly Soluble in water.

Applications

4-Formylbenzeneboronic acid acts as a reagent used for Palladium-catalyzed arylation Suzuki-Miyaura cross-coupling in water, copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides, ligand-free copper-catalyzed coupling of nitro arenes with arylboronic acids, triethylamine-catalyzed three-component Hantzsch condensations, copper-catalyzed nitrations, oxidative mono-cleavage of dialkenes catalyzed by Trametes hirsuta, palladacycle-catalyzed cross-coupling of arylboronic acids with carboxylic anhydrides or acyl chlorides, palladium-catalyzed aerobic oxidative cross-coupling reactions. It acts as a reagent used in preparation of sensitizers with dithiafulvenyl unit as electron donor for high-efficiency dye-sensitized solar cells, a novel protein synthesis inhibitor active against Gram-positive bacteria.

Notes

Air Sensitive. Store away from air and oxidizing agents. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

Literature References

Qingqing Qi; Qilong Shen; Long Lu. Copper-mediated aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides at room temperature. Journal of the American Chemical Society.2012, 134, (15), 6548-6551.

Sartori Guillaume; Enderlin Gerald; Herve Gwénaelle; Len Christophe. Highly Effective Synthesis of C-5-Substituted 2'-Deoxyuridine Using Suzuki?Miyaura Cross-Coupling in Water. Synthesis.2012, 44, 767-772.

GHS Hazard and Precautionary Statements

Hazard Statements: H317

May cause an allergic skin reaction.

Precautionary Statements: P262-P280g

Do not get in eyes, on skin, or on clothing. Wear protective gloves.

Other References

Beilstein
3030770
Harmonized Tariff Code
2931.90
TSCA
Yes

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