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523666

Sigma-Aldrich

3-(Trimethylsilyl)phenylboronic acid

≥95.0%

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About This Item

Linear Formula:
(CH3)3SiC6H4B(OH)2
CAS Number:
177171-16-3
Molecular Weight:
194.11
MDL number:
MFCD03093884
UNSPSC Code:
12352103
PubChem Substance ID:
24874356
NACRES:
NA.22

Assay

≥95.0%

form

solid

mp

145-150 °C (lit.)

SMILES string

C[Si](C)(C)c1cccc(c1)B(O)O

InChI

1S/C9H15BO2Si/c1-13(2,3)9-6-4-5-8(7-9)10(11)12/h4-7,11-12H,1-3H3

InChI key

REMKRZLFPLDTKR-UHFFFAOYSA-N

Application

3-(Trimethylsilyl)phenylboronic acid can be used:
  • To prepare a 2-phenylpyridine ligand, which is used in the synthesis of Ir(III) complex applicable in the OLEDs.
  • As an intermediate in the preparation of biphenyl derived amino acids.
  • As a starting material for the synthesis of triphenylene-based electron transport materials.

Other Notes

Contains varying amounts of anhydride

Storage Class Code

13 - Non 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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Certificates of Analysis (COA)

Lot/Batch Number
05597MJ
02705TI
01405TI

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Synthesis and hydrogen bonding capabilities of biphenyl-based amino acids designed to nucleate β-sheet structure
Nesloney CL and Kelly JW
The Journal of Organic Chemistry, 61(9), 3127-3137 (1996)
Efficient and practical synthesis of electron transport material and its key intermediate
Zhao X, et al.
Organic Process Research & Development, 21(10), 1675-1681 (2017)
A green emitting iridium (III) complex with narrow emission band and its application to phosphorescence organic light-emitting diodes (OLEDs)
Jung SO, et al.
Organic Electronics, 10(6), 1066-1073 (2009)

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