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| | (4'-Pentyl[1,1'-biphenyl]-4-yl)-boronic acid Basic information |
| Product Name: | (4'-Pentyl[1,1'-biphenyl]-4-yl)-boronic acid | | Synonyms: | (4'-Pentyl[1,1'-biphenyl]-4-yl)-boronic acid;Boronic acid, (4'-pentyl[1,1'-biphenyl]-4-yl)-;[4-(4-pentylphenyl)phenyl]boronic Acid;(4'-Pentyl-[1,1'-biphenyl]-4-yl);Boronic acid, B-(4'-pentyl[1,1'-biphenyl]-4-yl)-;4-(4-pentylphenyl)phenyl]boronicaci;4'-Pentyl-4-biphenylboronic Acid (contains varying amounts of Anhydride);(4'-pentyl[1,1-biphenyl]-4-yl)boronic acid | | CAS: | 121554-18-5 | | MF: | C17H21BO2 | | MW: | 268.16 | | EINECS: | | | Product Categories: | | | Mol File: | 121554-18-5.mol | ![(4'-Pentyl[1,1'-biphenyl]-4-yl)-boronic acid Structure](CAS2/GIF/121554-18-5.gif) |
| | (4'-Pentyl[1,1'-biphenyl]-4-yl)-boronic acid Chemical Properties |
| Boiling point | 436.4±48.0 °C(Predicted) | | density | 1.08±0.1 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | solubility | soluble in Methanol | | form | powder to crystal | | pka | 8.61±0.17(Predicted) | | color | White to Almost white |
| | (4'-Pentyl[1,1'-biphenyl]-4-yl)-boronic acid Usage And Synthesis |
| Chemical Properties | off-white powder | | Synthesis | General procedure for the synthesis of 4-pentylbiphenylboronic acid from 4'-bromo-4-pentylbiphenyl: 4'-bromo-4-pentylbiphenyl (3 g, 9.9 mmol) was added in a single addition to magnesium shavings (0.27 g, 11.1 mmol) in an iodine-catalyzed reaction using tetrahydrofuran (40 mL) as solvent. The reaction mixture was heated at reflux for 3 h and subsequently cooled to -78 °C and trimethyl borate (2.06 g, 19.8 mmol) was added slowly and dropwise. The reaction system was gradually warmed to room temperature over 1 h, then acidified with 2 M hydrochloric acid (50 mL) and extracted with ether (3 x 50 mL). The combined ether extracts were back-extracted with 1 M sodium hydroxide solution (100 mL). The aqueous phase was acidified with concentrated hydrochloric acid and extracted again with ether (3×50 mL), the organic phase was dried with anhydrous magnesium sulfate, and the solvent was removed by concentration under reduced pressure to obtain 4-pentylbiphenylboronic acid (2.07 g, 78% yield), the product was an off-white powder. | | References | [1] Patent: EP2098520, 2009, A1. Location in patent: Page/Page column 18
[2] Tetrahedron Letters, 2014, vol. 55, # 9, p. 1631 - 1634 |
| | (4'-Pentyl[1,1'-biphenyl]-4-yl)-boronic acid Preparation Products And Raw materials |
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