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73183-34-3 - Bis(pinacolato)diboron, 98+% - 4,4,4',4',5,5,5',5'-Octamethyl-2,2'-bi-1,3,2-dioxaborolane - L16088 - Alfa Aesar

L16088 Bis(pinacolato)diboron, 98+%

CAS Number
73183-34-3
Synonyms
4,4,4',4',5,5,5',5'-Octamethyl-2,2'-bi-1,3,2-dioxaborolane

Size Price ($) Quantity Availability
1g 33.50
5g 88.70
25g 248.00
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Bis(pinacolato)diboron, 98+%

MDL
MFCD00799570

Chemical Properties

Formula
C12H24B2O4
Formula Weight
253.94
Melting point
133-139°
Solubility
Soluble in tetrahydrofuran, dichloromethane, toluene, hexane and heptane. Insoluble in water.

Applications

Bis(pinacolato)diboron is a reagent used for the cis-vicinal diborylation of acetylenes and olefins with platinum catalysis. It acts as a substrate used in a new palladium-catalyzed cyclization of 1,6-enynes leading to homoallylic alkylboronates. It is used as a condensation agent in the preparation of poly(arylene)s. It plays an essential role in Suzuki reaction and used as matrix metallo-proteinase (MMP-2) inhibitor.

Notes

Incompatible with strong oxidizing agents.

Literature References

Liu, Y.; Zhou, Y.; Wang, H.; Qu, J. FeCl2 -catalyzed hydroboration of aryl alkenes with bis(pinacolato)diboron. RSC Adv. 2015, 5 (90), 73705-73713.

Pareek, M.; Fallon, T.; Oestreich, M. Platinum(0)-Catalyzed Indolyne Insertion into Bis(pinacolato)diboron Followed by Site-Selective Suzuki-Miyaura Cross-Coupling. Org. Lett. 2015, 17 (9), 2082-2085.

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

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

Precautionary Statements: P261-P280a-P305+P351+P338-P304+P340-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/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. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
7703552
Harmonized Tariff Code
2931.90
TSCA
No

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