- Pinacolborane
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2025-04-04
- CAS:25015-63-8
- Min. Order: 1kg
- Purity: 98%
- Supply Ability: 1Ton
- Pinacolborane
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- $100.00
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2023-08-31
- CAS:25015-63-8
- Min. Order: 1bag
- Purity: 99
- Supply Ability: 5000
- Pinacolborane
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- $29.99
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2021-09-02
- CAS:25015-63-8
- Min. Order: 1KG
- Purity: 99%
- Supply Ability: 50ton
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| | Pinacolborane Basic information |
| Product Name: | Pinacolborane | | Synonyms: | TetraMethyl-1,3,2-dioxab;Pinacolborane, 97%, stabilized;4,4,5,5-TetraMethyl-1,3,2-dioxaborolane 97%;4,4,5,5-TetraMethyl-1,3,2-dioxaborolane solution 1.0 M in THF;Pinacolborane
(4,4,5,5-Tetramethyl-1,3,2-dioxaborolane);PINACOLBORANE;4,4,5,5-Tetramethyl-1,3,2-dioxaborolane,Pinacolborane;Pinacolboronane | | CAS: | 25015-63-8 | | MF: | C6H13BO2 | | MW: | 127.98 | | EINECS: | 607-485-3 | | Product Categories: | Boron Derivatives;Heterocycles | | Mol File: | 25015-63-8.mol |  |
| | Pinacolborane Chemical Properties |
| 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.) | | Fp | 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) |
| 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 |
| | Pinacolborane Usage And Synthesis |
| Chemical Properties | Clear colorless liquid | | Uses | Pinacolborane is used for synthesis of unsymmetrical biaryls via aromatic C-H borylation-cross-coupling sequence. | | 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. | | 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 0C 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 | Dichloromethane-->Pinacol-->Borane-methyl sulfide complex | | Preparation Products | 3-Morpholinophenylboronic acid pinacol ester-->2-Ethoxycarbonylphenylboronic acid pinacol ester-->4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline-->4-Hydroxyphenylboronic acid pinacol ester-->BISPINACOLATOBIBORATE-->1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-[(4-methylphenyl)methoxy]--->1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(phenylmethoxy)--->4-Nitrophenylboronic acid pinacol ester-->1-Boc-pyrazole-4-boronic acid pinacol ester-->2-Amino-5-fluorophenyl boronic acid pinacol ester-->2-Amino-5-fluorobenzeneboronic acid-->3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-->(S)-methyl 2-(tert-butoxycarbonylamino)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate-->2-(2-(Difluoromethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane-->2-(3,4-Dihydro-2H-pyran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane-->4-(N-Methylamino)phenylboronic acid, pinacol ester |
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