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| | 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE Basic information |
| Product Name: | 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE | | Synonyms: | 4-Cyanophenylboronic acid pinacol ester 97%;4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE;4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE 97%;4-Cyanobenzeneboronic acid, pinacol ester;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile,97%;4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)benzonitrile;Benzonitrile, 4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-;4-Cyanobenzeneboronic acid pinacol ester
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile | | CAS: | 171364-82-2 | | MF: | C13H16BNO2 | | MW: | 229.08 | | EINECS: | | | Product Categories: | | | Mol File: | 171364-82-2.mol |  |
| | 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE Chemical Properties |
| Melting point | 95-99 °C(lit.) | | Boiling point | 345.8±25.0 °C(Predicted) | | density | 1.06±0.1 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | Chloroform (Slightly), Methanol (Slightly) | | form | Crystalline Powder | | color | Light yellow to orange or light tan | | InChI | 1S/C13H16BNO2/c1-12(2)13(3,4)17-14(16-12)11-7-5-10(9-15)6-8-11/h5-8H,1-4H3 | | InChIKey | HOPDTPGXBZCBNP-UHFFFAOYSA-N | | SMILES | CC1(C)OB(OC1(C)C)c2ccc(cc2)C#N | | CAS DataBase Reference | 171364-82-2(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38-20/21/22 | | Safety Statements | 26-36-36/37/39 | | WGK Germany | 3 | | TSCA | No | | HazardClass | IRRITANT | | HS Code | 29319090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE Usage And Synthesis |
| Chemical Properties | light yellow to orange or light tan crystalline powde | | Uses | 4-(Cyanophenyl)boronic Acid Pinacol Ester is used to prepare arylparacyclophanes via Suzuki aryl cross-coupling of bromoparacyclophane with arylboronic acid and arylboronates. It’s also used to prepare tyrosine-modified analogs of α4β7 integrin inhibitor biotin-R8ERY. | | Synthesis Reference(s) | The Journal of Organic Chemistry, 60, p. 7508, 1995 DOI: 10.1021/jo00128a024 | | Synthesis | Under argon protection, 4-bromobenzonitrile 91.1 g (0.5 mol), sodium acetate 98.4 g (1.2 mol), diethylene glycol dimethyl ether 800 mL and bis(pinacolato)diboron 152.4 g (0.6 mol) were added sequentially, the reaction temperature was controlled at 140 C, and catalyst 1,1'-bis(dicyclohexylphosphino)ferrocene palladium chloride 375.5 mg was added (0.5 mmol), the reaction was detected by high performance liquid chromatography (HPLC) after 14 h. The reaction was quenched with 600 mL of water, extracted with 300 mL of toluene for 3 times, the organic phases were combined, dried with anhydrous magnesium sulfate, filtered, and the solvent was recovered by decompression to obtain a brown solid, which was distilled using a 4L oil pump to obtain 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolato) benzonitrile 111.4 g. Content 99.5% (GC), yield 97.2%, melting point 93.6-94.5 . |
| | 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE Preparation Products And Raw materials |
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