|
|
| | 4-Aminophenylboronic acid pinacol ester Basic information |
| Product Name: | 4-Aminophenylboronic acid pinacol ester | | Synonyms: | 2-(4-AMINOPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;4-Aminophenylboronic acid picol ester;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline, 2-(4-Aminophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;BenzenaMine, 4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-;4-Aminophenylboronic acid pinacol ester
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzeneamine;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline,min.97%;4-(4,4,5,5-TetraMethyl-1,3,4-Dioxaborolan-2-YL)BenzeneaMine | | CAS: | 214360-73-3 | | MF: | C12H18BNO2 | | MW: | 219.09 | | EINECS: | 629-061-7 | | Product Categories: | organic or inorganic borate;B (Classes of Boron Compounds);Boronic Acids Esters;CHIRAL CHEMICALS;Substituted Boronic Acids;Boronic Acid;Boron compounds | | Mol File: | 214360-73-3.mol |  |
| | 4-Aminophenylboronic acid pinacol ester Chemical Properties |
| Melting point | 165-169 °C (lit.) | | Boiling point | 340.0±25.0 °C(Predicted) | | density | 1.05±0.1 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | Chloroform | | form | Crystalline Powder | | pka | 4.24±0.10(Predicted) | | color | Almost white to light beige | | Water Solubility | Insoluble | | InChI | InChI=1S/C12H18BNO2/c1-11(2)12(3,4)16-13(15-11)9-5-7-10(14)8-6-9/h5-8H,14H2,1-4H3 | | InChIKey | ZANPJXNYBVVNSD-UHFFFAOYSA-N | | SMILES | C1(N)=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1 | | CAS DataBase Reference | 214360-73-3(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36-37/39 | | WGK Germany | 3 | | TSCA | No | | HazardClass | IRRITANT | | HS Code | 29319090 |
| | 4-Aminophenylboronic acid pinacol ester Usage And Synthesis |
| Chemical Properties | almost white to light beige crystalline powder | | Uses | 4-Aminophenylboronic acid pinacol ester can be used as a reagent for:
- The preparation of substituted 3-phenyl-4H-1-benzopyran-4-ones by reacting with iodochromones via Pd catalyzed Suzuki-Miyaura cross-coupling reaction.
- Mercury(II) detection by fluorometry with new fluorogenic indicators based on through-bond energy transfer from pentaquinone to rhodamine.
- Rhodium-catalyzed amination reactions.
- Palladium-catalyzed Suzuki cross-coupling to synthesize potential antitubercular and antimicrobial compounds.
It can also be used to prepare:
- Hexaphenylbenzene derivatives as a potential bioprobe and multichannel keypad system.
- Pyromellitic diimide-based polymer as matrix for solution-processable n-channel field-effect transistors.
- Alternating copolymers of oligoarylenes and naphthalene bisimides as low band-gap semiconductors with electrochemical and spectroelectrochemical behavior.
- γ-secretase modulators in the treatment of amyloid β formation.
| | Uses | suzuki reaction |
| | 4-Aminophenylboronic acid pinacol ester Preparation Products And Raw materials |
| Raw materials | Triethylamine-->1,4-Dioxane-->Palladium (II) Acetate-->4-Bromoaniline-->(OXYDI-2,1-PHENYLENE)BIS(DIPHENYLPHOSPHINE)-->Pinacolborane | | Preparation Products | 4-Aminophenylboronic acid-->4-(N-METHYLAMINO)PHENYLBORONIC ACID, PINACOL ESTER-->4'-(4-AMINOPHENYL)-2,2':6',2''-TERPYRIDINE-->4-TRIFLUOROMETHYLPHENYLBORONIC ACID, PINACOL ESTER-->4-(METHYLSULFONYLAMINO)PHENYLBORONIC ACID-->4,4''-DIAMINO-P-TERPHENYL-->3,3-difluoro-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)indolin-2-one-->2,3,6,7,10,11-hexa(4'-aminophenyl) trimethylene-->4-(Phenoxycarbonylamino)benzeneboronic acid pinacol ester, 95%-->1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidin-2-one |
|