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576557

Sigma-Aldrich

2-Aminophenylboronic acid pinacol ester

≥95%

Synonym(s):

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

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About This Item

Empirical Formula (Hill Notation):
C12H18BNO2
CAS Number:
Molecular Weight:
219.09
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥95%

form

powder

mp

63-68 °C (lit.)

SMILES string

CC1(C)OB(OC1(C)C)c2ccccc2N

InChI

1S/C12H18BNO2/c1-11(2)12(3,4)16-13(15-11)9-7-5-6-8-10(9)14/h5-8H,14H2,1-4H3

InChI key

ZCJRWQDZPIIYLM-UHFFFAOYSA-N

Related Categories

Application

Reactant involved in synthesis of:
  • Indolo[3,4-cd][1]benzazepines via Pictet-Spengler-type cyclizations
  • Antimicrobial amphiphilic aryl peptideomimetics
  • Pyridoquinazolines and benzo[h][1,6]naphthyridines via intramolecular electrophilic substitution reactions
  • Thienopyridine derivatives
  • Dihydroquinolones
  • Methacrylamidophenylboronic acids

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Articles

The synthesis of biaryl compounds via the Suzuki–Miyaura coupling reaction has become more commonplace now that many arylboronic acids are readily available.

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