| Identification | Back Directory | [Name]
Bis(benzoyloxy)borane | [CAS]
94596-93-7 | [Synonyms]
dibenzoyloxyboron Bis(benzoyloxy)borane Benzoic acid, anhydride with boronic acid (2:1) | [Molecular Formula]
C14H11BO4 | [MDL Number]
MFCD17013268 | [MOL File]
94596-93-7.mol | [Molecular Weight]
254.05 |
| Chemical Properties | Back Directory | [Melting point ]
166-168 °C | [Boiling point ]
356.1±25.0 °C(Predicted) | [solubility ]
sol chloroform, THF, and pentane; reacts readily with water and other protic solvents | [form ]
crystalline solid | [color ]
white |
| Hazard Information | Back Directory | [Uses]
Bis(benzoyloxy)borane is a reagent for reducing tosylhydrazones of aldehydes, ketones, and enones to the corresponding methylene derivatives.
| [Synthesis]
Bis(benzyloxy)borane is available via the controlled addition of the borane-THF complex to benzoic acid at 0 °C. Preparation using the borane-dimethyl sulfide complex involves much milder reaction conditions (25 °C).
| [Precautions]
It shows good stability, which results from adduct formation with solvent (THF or DMS). Solutions of the reagent in THF have shown little decomposition after storage at 0 °C for 10 days.
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