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643890

Sigma-Aldrich

4-Nitrophenylboronic acid pinacol ester

≥95%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C12H16BNO4
CAS Number:
171364-83-3
Molecular Weight:
249.07
MDL number:
MFCD02179437
UNSPSC Code:
12352103
PubChem Substance ID:
24883300
NACRES:
NA.22

assay

≥95%

form

powder or crystals

mp

112-116 °C (lit.)

SMILES string

CC1(C)OB(OC1(C)C)c2ccc(cc2)[N+]([O-])=O

InChI

1S/C12H16BNO4/c1-11(2)12(3,4)18-13(17-11)9-5-7-10(8-6-9)14(15)16/h5-8H,1-4H3

InChI key

LUWACRUAJXZANC-UHFFFAOYSA-N

Application

Reactant involved in:
  • Synthesis of aryl azides
  • Arylation of allylic chlorides
  • Syntehsis of RNA conjugates
  • Alkoxycarbonylation
  • Synthesis of mTOR and PI3K inhibitors as antitumor agents
  • Electrooxidative synthesis of biaryls

pictograms

Exclamation mark
GHS07

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

Certificates of Analysis (COA)

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Articles

Boronic Acid Esters

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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