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683817

Sigma-Aldrich

2-Formylphenylboronic acid pinacol ester

97%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C13H17BO3
CAS Number:
380151-85-9
Molecular Weight:
232.08
MDL number:
MFCD07363841
UNSPSC Code:
12352103
PubChem Substance ID:
24885782
NACRES:
NA.22

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class I Designated Chemical Substances

JAN Code

683817-VAR:
683817-BULK:
683817-5G:
683817-1G:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Modular Synthetic Route to Monofunctionalized Porphyrin Architectures
Heitmann G, et al.
Organic Letters, 18(20), 5228-5231 (2016)

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