Pinacolborane
- Product Name
- Pinacolborane
- CAS No.
- 25015-63-8
- Chemical Name
- Pinacolborane
- Synonyms
- HBpin;4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;PINB;4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane;DK697;Nachoborane;PINACOLBORANE;Pinacolboronane;Pinacolborane 1;Pinacolatoborane
- CBNumber
- CB8745950
- Molecular Formula
- C6H13BO2
- Formula Weight
- 127.98
- MOL File
- 25015-63-8.mol
Pinacolborane Property
- 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
- n20/D 1.396(lit.)
- Flash point:
- 41 °F
- storage temp.
- 2-8°C
- solubility
- Miscible with ether, dichloromethane, tetrahydrofuran and organic solvents.
- form
- Liquid
- Specific Gravity
- 0.882
- color
- Clear colorless to light yellow
- Sensitive
- Air Sensitive
- BRN
- 7802871
- Stability:
- Air Sensitive, Hygroscopic, Moisture Sensitive
- InChI
- InChI=1S/C6H13BO2/c1-5(2)6(3,4)9-7-8-5/h7H,1-4H3
- InChIKey
- UCFSYHMCKWNKAH-UHFFFAOYSA-N
- SMILES
- O1C(C)(C)C(C)(C)OB1
- CAS DataBase Reference
- 25015-63-8(CAS DataBase Reference)
Safety
- Hazard Codes
- F,Xi,Xn
- Risk Statements
- 11-15-36/37/38-36/37-19-40
- Safety Statements
- 16-43-8-37/39-26-33-29-36/37
- RIDADR
- UN 3398 4.3/PG 2
- WGK Germany
- 3
- Hazard Note
- Highly Flammable/Keep Cold/Air Sensitive
- HazardClass
- 4.3
- PackingGroup
- II
- HS Code
- 29209090
- Storage Class
- 4.3 - Hazardous materials which set free flammable gases upon contact with water
- Hazard Classifications
- Flam. Liq. 2
Water-react 2
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H225Highly Flammable liquid and vapour
H261In contact with water releases flammable gas
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P231+P232Handle under inert gas. Protect from moisture.
P233Keep container tightly closed.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P370+P378In case of fire: Use … for extinction.
N-Bromosuccinimide Price
- Product number
- 458945
- Product name
- 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane solution
- Purity
- 1.0 M in THF
- Packaging
- 100ml
- Price
- $336.72
- Updated
- 2025/07/31
- Product number
- 458945
- Product name
- 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane solution
- Purity
- 1.0 M in THF
- Packaging
- 4x25ml
- Price
- $336.72
- Updated
- 2025/07/31
- Product number
- T2572
- Product name
- 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane
- Purity
- >97.0%(GC)
- Packaging
- 5g
- Price
- $44
- Updated
- 2025/07/31
- Product number
- T2572
- Product name
- 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane
- Purity
- >97.0%(GC)
- Packaging
- 25g
- Price
- $131
- Updated
- 2025/07/31
- Product number
- 655856
- Product name
- 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane
- Purity
- 97%
- Packaging
- 5g
- Price
- $62.1
- Updated
- 2025/07/31
Pinacolborane Chemical Properties,Usage,Production
Chemical Properties
Clear colorless liquid
Uses
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.
Uses
Pinacolborane is used for synthesis of unsymmetrical biaryls via aromatic C-H borylation-cross-coupling sequence.
Synthesis
Pinacol (177 g, 1.5 mol) and CH2Cl2 (1.6 L) were added to a 5 L round bottom flask. Borane dimethyl sulfide (10 M, 159 mL, 0.16 mol) was added to the flask via cannula and the mixture was stirred at 0??C for 4 hours. The reaction mixture was then heated to room temperature overnight with stirring.17 After 17 h, the reaction mixture gave off some gas (hydrogen); however, the reaction was heated and slowly depressurized (760 mm to 200 mm). This process allowed CH2Cl2 (1.3 L) to move away from the reaction. The remaining liquid was transferred to a 500 mL flask through a cannula and the pressure was slowly reduced from atmospheric to 50 mm over 2.5 h. Some initial foaming was observed in the viscous liquid due to continued outgassing. The method provided pinacol borane suitable for subsequent reactions. The yield was 157 g, 81.7%.
Pinacolborane Preparation Products And Raw materials
Raw materials
Preparation Products
Pinacolborane Suppliers
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View Lastest Price from Pinacolborane manufacturers
- Product
- Pinacolborane 25015-63-8
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-26
- Product
- Pinacolborane 25015-63-8
- Price
- US $100.00/bag
- Min. Order
- 1bag
- Purity
- 99
- Supply Ability
- 5000
- Release date
- 2023-08-30
- Product
- Pinacolborane 25015-63-8
- Price
- US $29.99/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 50ton
- Release date
- 2021-09-01