Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

Safety Information

470813

Sigma-Aldrich

3-Acetylphenylboronic acid

≥95%

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
CH3COC6H4B(OH)2
CAS Number:
204841-19-0
Molecular Weight:
163.97
MDL number:
MFCD01074678
UNSPSC Code:
12352103
PubChem Substance ID:
24870685
NACRES:
NA.22

Quality Level

100

Assay

≥95%

impurities

<10% 3-acetylphenylboronic anhydride

mp

204-208 °C (lit.)

functional group

ketone

SMILES string

CC(=O)c1cccc(c1)B(O)O

InChI

1S/C8H9BO3/c1-6(10)7-3-2-4-8(5-7)9(11)12/h2-5,11-12H,1H3

InChI key

SJGGDZCTGBKBCK-UHFFFAOYSA-N

Application

3-Acetylphenylboronic acid can be used as a substrate:
  • In the synthesis of symmetric biaryls via oxidative dimerization using a palladium catalyst and water as a solvent.
  • In the synthesis of aryl fluorides through electrophilic fluorination reaction using acetyl hypofluorite.
  • In the coupling reactions of organoboranes with olefins using molecular oxygen and palladium catalyst.

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

11 - 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

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

470813-VAR:
470813-BULK:
470813-25G:
470813-5G:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCT8215
MKCM1308
MKCL9989
MKCL3202
MKCJ9774

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.

Search for a COA

Already Own This Product?

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

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

Toluene anhydrous, 99.8%

Sigma-Aldrich

244511

Toluene

Oxygen-promoted Pd (II) catalysis for the coupling of organoboron compounds and olefins
Jung YC, et al.
Organic Letters, 5(13), 2231-2234 (2003)
Fluorination of aryl boronic acids using acetyl hypofluorite made directly from diluted fluorine
Vints I, et al.
The Journal of Organic Chemistry, 78(23), 11794-11797 (2013)
Oxidative dimerization: Pd (II) catalysis in the presence of oxygen using aqueous media
Parrish JP, et al.
Tetrahedron Letters, 43(44), 7899-7902 (2002)

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