4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
Synonym(s):2-(4-Aminophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;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)phenylamine;4-Aminophenylboronic acid, pinacol cyclic ester
- CAS NO.：214360-73-3
- Empirical Formula: C12H18BNO2
- Molecular Weight: 219.09
- MDL number: MFCD02093721
- EINECS: 629-061-7
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-01-13 11:22:17
What is 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline?
Chemical properties
almost white to light beige crystalline powder
The Uses of 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
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.
The Uses of 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
suzuki reaction
Properties of 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
| 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 |
| CAS DataBase Reference | 214360-73-3(CAS DataBase Reference) |
Safety information for 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
| InChIKey | ZANPJXNYBVVNSD-UHFFFAOYSA-N |
| SMILES | C1(N)=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1 |
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