- 4-Biphenylboronic acid
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- $0.00 / 1KG
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2026-01-23
- CAS:5122-94-1
- Min. Order: 1KG
- Purity: 98%min
- Supply Ability: 30tons/month
- 4-Biphenylboronic acid
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- $34.00 / 1kg
-
2025-09-25
- CAS:5122-94-1
- Min. Order: 1kg
- Purity: 99%
- Supply Ability: g-kg-tons, free sample is available
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| | 4-Biphenylboronic acid Basic information |
| | 4-Biphenylboronic acid Chemical Properties |
| Melting point | 232-245 °C (lit.) | | Boiling point | 385.5±35.0 °C(Predicted) | | density | 1.18±0.1 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | soluble in Acetone,Methanol | | form | Powder | | pka | 8.61±0.10(Predicted) | | color | White | | Water Solubility | Insoluble in water. | | BRN | 2937410 | | InChI | InChI=1S/C12H11BO2/c14-13(15)12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9,14-15H | | InChIKey | XPEIJWZLPWNNOK-UHFFFAOYSA-N | | SMILES | B(C1=CC=C(C2=CC=CC=C2)C=C1)(O)O | | CAS DataBase Reference | 5122-94-1(CAS DataBase Reference) |
| | 4-Biphenylboronic acid Usage And Synthesis |
| Chemical Properties | Solid | | Uses | suzuki reaction: Suzuki coupling of 2-(4-bromophenyl)thiophene with phenylboronic acid and 4-biphenylboronic acid are used for the preparation of 4-(2-thieny)biphenyl and 4-(2-thienyl)-1,1':4,1''-biphenyl respectively. Coupling of two equivalents of 4-(2-thienyl)phenylboronic acid with 1,4-diiodobenzene gives 4,4''-bis(2-thienyl)-1,1':4,1''-terphenyl and with 2,5-diiodothiophene, 2,5-bis[4-(2-thienyl)-phenyl]-thiophene is obtained. | | Uses | Used in Suzuki reactions and as intermediates of liquid crystals. | | Synthesis | The general procedure for the synthesis of 4-biphenylboronic acid from 4-bromobiphenyl was as follows: 4-bromobiphenyl (30 g, 0.12 mol) was added to a single-neck flask and the reaction was carried out under argon protection. Tetrahydrofuran (THF) (500 mL) was added and stirred at -78 °C for 10 min. Slowly n-butyllithium (2.5 M in hexane) (77 mL, 0.19 mol) was added and the mixture was stirred at -78 °C for 1 hour. Subsequently, dimethyl borate (21.9 mL, 0.19 mol) was added at -78 °C and stirring was continued at -78 °C for 30 min, then brought to room temperature and stirred for 4 hours. After completion of the reaction, extraction was carried out with distilled water and ethyl acetate (EA) and the organic layer was dried with anhydrous magnesium sulfate (MgSO4). The solvent was removed using a rotary evaporator. Finally, pure 4-biphenylboronic acid (21 g, 84% yield) was isolated by column chromatography using hexane and ethyl acetate (EA) as eluents. | | References | [1] Patent: WO2011/105700, 2011, A1. Location in patent: Page/Page column 18; 19; 21; 22
[2] Angewandte Chemie - International Edition, 2006, vol. 45, # 9, p. 1404 - 1408
[3] Tetrahedron, 2007, vol. 63, # 20, p. 4297 - 4303
[4] Journal of Organic Chemistry, 2011, vol. 76, # 4, p. 1013 - 1030
[5] Journal of the Chemical Society [Section] C: Organic, 1966, p. 566 - 571 |
| | 4-Biphenylboronic acid Preparation Products And Raw materials |
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