All Photos(1)
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:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
97%
form
liquid
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
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
>230.0 °F
Flash Point(C)
> 110 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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)
Modular Synthetic Route to Monofunctionalized Porphyrin Architectures
Heitmann G, et al.
Organic Letters, 18(20), 5228-5231 (2016)
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