(4-Acetylphenyl)boronic acid

Basic Information

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CAS Number

149104-90-5

Molecular Formula

C8H9BO3

Molecular Weight

163.97 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Melting Point

240-244 °C

Boiling Point

354.2°C at 760 mmHg

Density

1.1900

Water Solubility

25 g/L

Flash Point

168℃

SMILES

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B(C1=CC=C(C=C1)C(=O)C)(O)O

InChI

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

InChIKey

OBQRODBYVNIZJU-UHFFFAOYSA-N

LogP

-0.43099999999999994

Topological Polar Surface Area

57.53 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

162

Safety Information

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GHS Hazard Pictograms

H315

H319

H335

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

p-acetylphenylboronic acid
4-(acetyl)phenylboronic acid
EN300-103412
AM808105
4-acetyl-phenyl boronic acid
CS-D1037
FT-0617405
4-Acetylphenylboronic acid, 97%
4-acetyl phenylboronic acid
OBQRODBYVNIZJU-UHFFFAOYSA-N
4-acetylbenzene boronic acid
4-(acetyl)phenyl boronic acid
SCHEMBL9416
4-Acetylbenzeneboronic Acid
(4-Acetyl)-phenylboronic acid
1-[4-(Dihydroxyboranyl)Phenyl]Ethan-1-One
p-acetylbenzeneboronic acid
J-501346
CHEMBL1209760
149104-90-5
4acetylphenylboronic acid
4-acetyl-phenylboronic acid
Z1203161683
AS-3014
(4-acetylphenyl)boronic Acid
AB08109
SY014779
DTXSID90395250
4-actylphenylboronic acid
4-Acetylphenylboronic acid (contains varying amounts of Anhydride)
4-acetyl phenyl boronic acid

MDL Number

MFCD01074667

Customs Code

2931900090

FAQ

What are the physical and chemical properties of (4-Acetylphenyl)boronic acid (CAS: 149104-90-5)?

(4-Acetylphenyl)boronic acid is a white to off-white crystalline solid with a molecular weight of approximately 224.22 g/mol. It has a pKa of about 7.5. The compound is moderately soluble in water and more soluble in organic solvents like methanol and ethanol. It is known for its reactivity in boronate ester formation and is a key reagent in click chemistry and organic synthesis.

How is (4-Acetylphenyl)boronic acid (CAS: 149104-90-5) typically synthesized?

(4-Acetylphenyl)boronic acid can be synthesized via several methods. One common approach involves the reduction of (4-acetylphenyl)boronic ester with sodium borohydride in an aqueous solution. Another method involves the direct reaction of 4-acetylphenol with boron tribromide in an inert solvent. The yield is typically 70-80%, and the purity can be increased through recrystallization.

What industries use (4-Acetylphenyl)boronic acid (CAS: 149104-90-5)?

(4-Acetylphenyl)boronic acid is widely used in the pharmaceutical industry for the synthesis of drug intermediates. It is also utilized in the polymer industry for the preparation of functional polymers and in the semiconductor industry for the production of photolithography resists. Additionally, it finds applications in the development of sensors and as a reagent in click chemistry.

What precautions should be taken when handling (4-Acetylphenyl)boronic acid (CAS: 149104-90-5)?

When handling (4-Acetylphenyl)boronic acid, it is important to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Ensure that the work is conducted in a well-ventilated area or fume hood to avoid inhalation. Spills should be cleaned up using appropriate absorbent materials and disposing of waste according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed safety information.