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| | 2-Nitrobenzeneboronic acid pinacol ester Basic information |
| Product Name: | 2-Nitrobenzeneboronic acid pinacol ester | | Synonyms: | 2-Nitrobenzeneboronic acid, pinacol ester 98%;2-Nitrobenzeneboronic acid pinacol cyclic ester;2-Nitrophenylboronic acid pinacol cyclic ester~2-(2-Nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-NITROBENZENEBORONIC ACID PINACOL ESTER;2-NITROPHENYLBORONIC ACID, PINACOL ESTER;2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NITROBENZENE;2-(2-Nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)nitrobenzene;2-Nitrophenylboronic Acid Pinacol Cyclic Ester~2-(2-Nitrophenyl)- | | CAS: | 190788-59-1 | | MF: | C12H16BNO4 | | MW: | 249.07 | | EINECS: | | | Product Categories: | Pyridines;blocks;BoronicAcids;NitroCompounds | | Mol File: | 190788-59-1.mol |  |
| | 2-Nitrobenzeneboronic acid pinacol ester Chemical Properties |
| Melting point | 42-44°C | | Boiling point | 358.2±25.0 °C(Predicted) | | density | 1.14±0.1 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | soluble in Methanol | | form | powder to crystal | | color | White to Orange to Green | | BRN | 7708824 | | CAS DataBase Reference | 190788-59-1(CAS DataBase Reference) |
| Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | HS Code | 2931900090 |
| Provider | Language |
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ALFA
| English |
| | 2-Nitrobenzeneboronic acid pinacol ester Usage And Synthesis |
| Synthesis | 1-Bromo-2-nitrobenzene (10.0 g, 49.5 mmol, 1.0 eq.) and pinacol ester of bis(diphenylphosphine) (15.08 g, 59.4 mmol, 1.2 eq.) were added with potassium acetate (14.57 g, 148 mmol, 3.0 eq.) and [1,1'-bis(diphenylphosphino)palladium(II) dichloride] (1.09 g, 1.49 mmol, 0.03 equiv) in dioxane (180 mL). The reaction mixture was stirred at 80 °C for 12 hours under nitrogen protection. After completion of the reaction, the mixture was concentrated under reduced pressure to give the crude product. Purification by silica gel column chromatography (eluent: petroleum ether/ethyl acetate, 100:1 to 80:1) afforded 2-nitrophenylboronic acid pinacol ester as a yellow oil (12.0 g, 97% yield). The product was identified by 1H NMR (DMSO-d6, 400 MHz): δ 8.17 (d, J = 8.0 Hz, 1H), 7.67-7.65 (m, 1H), 7.58-7.54 (m, 2H), 1.44 (s, 12H). | | References | [1] Patent: WO2018/144620, 2018, A1. Location in patent: Paragraph 00334
[2] Advanced Synthesis and Catalysis, 2016, vol. 358, # 6, p. 977 - 983
[3] Synlett, 2018, vol. 29, # 8, p. 1055 - 1060
[4] Journal of the American Chemical Society, 2015, vol. 137, # 21, p. 6738 - 6741
[5] Patent: CN108424344, 2018, A. Location in patent: Paragraph 0083; 0084; 0085; 0095 |
| | 2-Nitrobenzeneboronic acid pinacol ester Preparation Products And Raw materials |
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