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HomeProduct name list4-Aminophenylboronic acid pinacol ester

4-Aminophenylboronic acid pinacol ester

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: 2024-04-08 16:27:35
4-Aminophenylboronic acid pinacol ester Structural

What is 4-Aminophenylboronic acid pinacol ester?

Chemical properties

almost white to light beige crystalline powder

The Uses of 4-Aminophenylboronic acid pinacol ester

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-Aminophenylboronic acid pinacol ester

suzuki reaction

Properties of 4-Aminophenylboronic acid pinacol ester

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-Aminophenylboronic acid pinacol ester

Signal word Warning
Pictogram(s)
ghs
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-Aminophenylboronic acid pinacol ester

InChIKey ZANPJXNYBVVNSD-UHFFFAOYSA-N
SMILES C1(N)=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1

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