Benzylboronic acid pinacol ester
Benzylboronic acid pinacol ester
CAS: 87100-28-5
Molecular Formula: C13H19BO2
Benzylboronic acid pinacol ester - Names and Identifiers
Benzylboronic acid pinacol ester - Physico-chemical Properties
| Molecular Formula | C13H19BO2 |
| Molar Mass | 218.1 |
| Density | 0.980g/mLat 25°C |
| Boling Point | 65°C0.15mm Hg |
| Flash Point | >230°F |
| Water Solubility | Insoluble in water. |
| Vapor Presure | 0.0119mmHg at 25°C |
| Storage Condition | Inert atmosphere,Store in freezer, under -20°C |
| Refractive Index | n20/D 1.490 |
Benzylboronic acid pinacol ester - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Safety Description | S23 - Do not breathe vapour. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| Hazard Note | Irritant |
Benzylboronic acid pinacol ester - Upstream Downstream Industry
Benzylboronic acid pinacol ester - Security information
| Hazard Note | Irritant |
Last Update：2024-04-10 22:29:15
Benzylboronic acid pinacol ester - Reference Information
| Introduction | 2-benzyl -4,4,5, 5-tetramethyl-1, 3, 2-diheteroxopentaborane is a boron ester compound. Boron ester compounds are the synthetic intermediates of many natural products and drug molecules, and are also the basic reactants of Suzuki -Miyaura coupling reactions. |
| preparation | the compound benzyl bromide (2g,11.7mmol) is dissolved in anhydrous DMF(40mL), and the biborate pinacol ester (4.45g,17.5mmol), cuprous bromide (340mg,2.3mmol) and sodium tert-butanol (1.69g,17.5mmol) are added, and then the air in the reaction flask is exchanged with argon for protection, reaction at 80 ℃ for 10 hours. The reaction is cooled to room temperature, the insoluble matter is removed by filtration, the filter cake is washed with a small amount of ethyl acetate, the filtrate is combined, and the appropriate amount of water is added and extracted with ethyl acetate. The organic layer was dried with anhydrous sodium sulfate, concentrated under reduced pressure and purified by silica gel column chromatography (eluent is PE/EtOAc = 40:1) to obtain 1.78g of colorless oil with 70% yield. |
Last Update：2024-04-09 20:49:11
Benzylboronic acid pinacol ester - Uses and synthesis methods
introduction
2-benzyl-4, 4,5, 5-tetramethyl-1, 3, 2-dioxopentaborane is a boron ester compound. Boron ester compounds are the synthetic intermediates of many natural products and drug molecules, and are also the basic reactants of Suzuki -Miyaura coupling reactions.
Preparation
dissolve the compound benzyl bromide (2g,11.7mmol) into anhydrous DMF(40mL), add pinacol biborate (4.45g,17.5mmol), cuprous bromide (340mg,2.3mmol) and sodium tert-butoxide (1.69g,17.5mmol), exchange the air in the reaction bottle with argon for protection, and react at 80 ℃ for 10 hours. The reaction is cooled to room temperature, the insoluble matter is removed by filtration, the filter cake is washed with a small amount of ethyl acetate, the filtrate is combined, and the appropriate amount of water is added and extracted with ethyl acetate. The organic layer was dried with anhydrous sodium sulfate, concentrated under reduced pressure and purified by silica gel column chromatography (eluent is PE/EtOAc = 40:1) to obtain 1.78g of colorless oil with 70% yield.
Last Update：2024-04-09 01:59:50
Supplier List
View History
Raw Materials for Benzylboronic acid pinacol ester
Downstream Products for Benzylboronic acid pinacol ester
4-Benzyloxybromobenzene
1-BENZYLOXY-4-NITROBENZENE
4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)TOLUENE
1,2-Diphenylethane
1-BENZYLOXY-4-NITROBENZENE
4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)TOLUENE
1,2-Diphenylethane