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574686

Sigma-Aldrich

3-Aminophenylboronic acid pinacol ester

97%

Synonym(s):

3-(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

Assay

97%

mp

90-94 °C (lit.)

SMILES string

CC1(C)OB(OC1(C)C)c2cccc(N)c2

InChI

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

InChI key

YMXIIVIQLHYKOT-UHFFFAOYSA-N

Application

3-Aminophenylboronic acid pinacol ester can be used:
  • As a starting material for the synthesis of 6-(hetero)arylthieno[3,2-b]pyridines, which are known to inhibit human tumor cells selectively.
  • In the functionalization of deuteroporphyrin IX dimethyl ester through Suzuki-Miyaura coupling.
  • To prepare benzo[d]oxazole based type-I FLT3-ITD inhibitors.

Legal Information

Product of Boron Molecular

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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