Pinacolborane
Synonym(s):HBpin;Pinacolborane
- CAS NO.：25015-63-8
- Empirical Formula: C6H13BO2
- Molecular Weight: 127.98
- MDL number: MFCD00674030
- EINECS: 607-485-3
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-08-30 19:07:15
What is Pinacolborane?
Description
Pinacolborane is a reagent typically used to form boronic esters. The boronic esters are usually formed by either Pd-catalyzed borylation or hydroboration. Bis(pinacolato)diboron is much more commonly used than pinacolborane for the Pd-catalyzed formation of boronic esters. Pinacolborane, however, is a more atom-economical boron source than bis(pinacolato)diboron.
Chemical properties
Clear colorless liquid
The Uses of Pinacolborane
Pinacolborane is used for synthesis of unsymmetrical biaryls via aromatic C-H borylation-cross-coupling sequence.
The Uses of Pinacolborane
Pinacolborane is used as a precursor of boronic esters by hydroboration or coupling reactions. It acts as a monofunctional hydroborating agent. It is used in the synthesis of unsymmetrical biaryls through aromatic C-H borylation-cross-coupling sequence. It is involved in the preparation of 4,4,5,5-tetramethyl-2-thiophen-2-yl-[1,3,2]dioxaborolane by reacting with 2-iodo-thiophene. Further, it is used to prepare vinylboronates by palladium-catalyzed coupling with alkenyl triflates and iodides.
Properties of Pinacolborane
| Boiling point: | 42-43 °C50 mm Hg(lit.) |
| Density | 0.882 g/mL at 25 °C(lit.) |
| vapor pressure | 29-119.9hPa at 20-50℃ |
| refractive index | n |
| Flash point: | 41 °F |
| storage temp. | 2-8°C |
| solubility | Miscible with ether, dichloromethane, tetrahydrofuran and organic solvents. |
| form | Liquid |
| color | Clear colorless to light yellow |
| Specific Gravity | 0.882 |
| Sensitive | Air Sensitive |
| BRN | 7802871 |
| Stability: | Air Sensitive, Hygroscopic, Moisture Sensitive |
| CAS DataBase Reference | 25015-63-8(CAS DataBase Reference) |
Safety information for Pinacolborane
| Signal word | Danger |
| Pictogram(s) |
 Flame Flammables GHS02 |
| GHS Hazard Statements |
H225:Flammable liquids H261:Substances And Mixtures Which, In Contact With Water,Emit Flammable Gases |
| Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P233:Keep container tightly closed. P280:Wear protective gloves/protective clothing/eye protection/face protection. P231+P232:Handle under inert gas. Protect from moisture. P370+P378:In case of fire: Use … for extinction. |
Computed Descriptors for Pinacolborane
Pinacolborane manufacturer
JSK Chemicals
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