4-Aminophenylboronic acid pinacol ester

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 pinacol ester 97%;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)BENZENAMINE
CAS:214360-73-3
MF:C12H18BNO2
MW:219.09
EINECS:629-061-7
Product Categories:organic or inorganic borate;B (Classes of Boron Compounds);Substituted Boronic Acids;Boronic Acid;Boronic Acids Esters;CHIRAL CHEMICALS;Boron compounds
Mol File:214360-73-3.mol
4-Aminophenylboronic acid pinacol ester Structure
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
pka4.24±0.10(Predicted)
color Almost white to light beige
Water Solubility Insoluble
InChIInChI=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
InChIKeyZANPJXNYBVVNSD-UHFFFAOYSA-N
SMILESC1(N)=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1
CAS DataBase Reference214360-73-3(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
WGK Germany 3
TSCA No
HazardClass IRRITANT
HS Code 29319090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
4-Aminophenylboronic acid pinacol ester Usage And Synthesis
Chemical Propertiesalmost white to light beige crystalline powder
Usessuzuki reaction
Uses4-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.
(4-ISOCYANATOPHENYL)BORONIC ACID, PINACOL ESTER Benzocaine 3-Aminobenzeneboronic acid Sulfanilic acid 4-METHYL-7-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3,4-DIHYDRO-2H-1,4-BENZOXAZINE Methyl-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-carbamic acid tert-butyl ester N-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]SUCCINAMIC ACID 4-(N-Boc-amino)phenylboronic acid pinacol ester (4-BENZYLOXYCARBONYLAMINOPHENYL)BORONIC ACID, PINACOL ESTER N-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]FORMAMIDE 4-Aminophenylboronic acid pinacol ester Sulfanilamide p-Anisidine o-Toluidine 4'-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ACETANILIDE 2,4-Dimethyl aniline 4-Nitrophenylboronic acid pinacol ester 4-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL!MORPHOLINE

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