683817

Sigma-Aldrich

2-Formylphenylboronic acid pinacol ester

97%

Synonym(s):
2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
Empirical Formula (Hill Notation):
C13H17BO3
CAS Number:
Molecular Weight:
232.08
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

refractive index

n20/D 1.5143

density

1.0532 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

[H]C(=O)c1ccccc1B2OC(C)(C)C(C)(C)O2

InChI

1S/C13H17BO3/c1-12(2)13(3,4)17-14(16-12)11-8-6-5-7-10(11)9-15/h5-9H,1-4H3

InChI key

SLJMPQLPRHIAOM-UHFFFAOYSA-N

Related Categories

Application

2-Formylphenylboronic acid pinacol ester can be used as a starting material to prepare:
  • Profluorescent probe applicable for the detection of H2O2 and Fe or Cu ions in living cells.
  • Boronic acid pinacol ester derived nickel porphyrin, which is used to synthesize molecular spin switches and electron transfer dyads.
  • Fluorescein hydrizido 2-imidophenylboronic ester, a fluorescent sensor prochelator applicable in the detection of copper ions.

Packaging

1, 5 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

230.0 °F

Flash Point(C)

> 110 °C

Modular Synthetic Route to Monofunctionalized Porphyrin Architectures
Heitmann G, et al.
Organic Letters, 18(20), 5228-5231 (2016)
A novel profluorescent probe for detecting oxidative stress induced by metal and H2O2 in living cells
Wei Y, et al.
Chemical Communications (Cambridge, England), 46(25), 4472-4474 (2010)
Toward the development of prochelators as fluorescent probes of copper-mediated oxidative stress
Hyman LM, et al.
Dalton Transactions, 39(2), 568-576 (2010)

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