Skip to Content
MilliporeSigma

Key Documents

View All Documentation

Skip To

470821

Sigma-Aldrich

4-Acetylphenylboronic acid

95%

Sign Into View Organizational & Contract Pricing

About This Item

Linear Formula:
CH3COC6H4B(OH)2
CAS Number:
149104-90-5
Molecular Weight:
163.97
MDL number:
MFCD01074667
UNSPSC Code:
12352103
PubChem Substance ID:
24870686
NACRES:
NA.22
Pricing and availability is not currently available.
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Level

100

Assay

95%

mp

240-244 °C (lit.)

functional group

ketone

SMILES string

CC(=O)c1ccc(cc1)B(O)O

InChI

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

InChI key

OBQRODBYVNIZJU-UHFFFAOYSA-N

Related Categories

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
563919294713249882
Aluminum chloride anhydrous, sublimed, ≥98%

11019

Aluminum chloride

Aluminum chloride anhydrous, powder, 99.999% trace metals basis

563919

Aluminum chloride

Aluminum chloride 99.99% trace metals basis

294713

Aluminum chloride

Aluminum chloride solution 1.0 M in nitrobenzene

249882

Aluminum chloride solution

form

powder

form

powder

form

powder

form

liquid

assay

≥98%

assay

99.999% trace metals basis

assay

99.99% trace metals basis

assay

-

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

100

pH

2.4 (20 °C, 100 g/L)

pH

-

pH

-

pH

-

cation traces

Fe: ≤200 mg/kg

cation traces

-

cation traces

-

cation traces

-

impurities

≤0.005% heavy metals (as Pb)

impurities

≤15.0 ppm Trace Metal Analysis

impurities

≤150.0 ppm Trace Metal Analysis

impurities

-

General description

4-Acetylphenylboronic acid is a boronate, belongs to a class of synthetic organic compounds. It reacts rapidly with peroxynitrite (ONOO(-)) to form stable hydroxy derivatives.[1] It undergoes Suzuki coupling with 4-bromotriphenylamine catalyzed by dichlorobis(triphenylphosphine)Pd(II), during the synthesis of dendrimers.[2]

Application

4-Acetylphenylboronic acid was used in the synthesis of 4′-azidoacetophenone.[3]
Reactant involved in:
  • Palladium-catalyzed decarboxylative coupling
  • Copper-catalyzed hydroxylation
  • Palladium-catalyzed Suzuki-Miyaura cross-coupling
  • Cross-coupling with α-bromocarbonyl compounds
  • Oxidation catalyzed by Baeyer-Villiger monooxygenases
  • 1,5-substitution reactions

Other Notes

Contains varying amounts of anhydride

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

    • Choose from one of the most recent versions:

    Certificates of Analysis (COA)

    Lot/Batch Number
    21931JI
    18105TI
    06725KR
    01004DA
    00609CI

    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

    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