Skip to Content
Merck
All Photos(1)

Key Documents

683817

Sigma-Aldrich

2-Formylphenylboronic acid pinacol ester

97%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C13H17BO3
CAS Number:
Molecular Weight:
232.08
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

liquid

refractive index

n20/D 1.5143

density

1.0532 g/mL at 25 °C

functional group

aldehyde

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

>230.0 °F

Flash Point(C)

> 110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service