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524042

Sigma-Aldrich

4-(tert-Butyldimethylsilyloxy)phenylboronic acid

≥95%

Synonym(s):

4-(tert-Butyldimethylsilyloxy)benzeneboronic acid

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About This Item

Linear Formula:
(CH3)3CSi(CH3)2OC6H4B(OH)2
CAS Number:
Molecular Weight:
252.19
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:

assay

≥95%

form

solid

mp

194-198 °C (lit.)

SMILES string

CC(C)(C)[Si](C)(C)Oc1ccc(cc1)B(O)O

InChI

1S/C12H21BO3Si/c1-12(2,3)17(4,5)16-11-8-6-10(7-9-11)13(14)15/h6-9,14-15H,1-5H3

InChI key

NVHHEADQQACSCJ-UHFFFAOYSA-N

Application

Reactant involved in:
  • Asymmetric addition reactions with β-substituted cyclic enones
  • Hydroarylation and heterocyclization with phenylpropiolates
  • Double Suzuki-Miyaura coupling reactions

Starting material for the synthesis of red electroluminescent polyfluorenes

Reactant involved in the synthesis of biologically active molecules including:
  • Phenylpyridone derivatives as MCH1R antagonists
  • Atromentin and its O-alkylated derivatives
  • Gelatinases and MT1-MMP inhibitors

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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