[3-(Methacryloylamino)phenyl]boronic acid

Basic Information

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CAS Number

48150-45-4

Molecular Formula

C10H12BNO3

Molecular Weight

205.02 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Boiling Point

°Cat760mmHg

Refractive Index

1.551

SMILES

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

InChI

InChI=1S/C10H12BNO3/c1-7(2)10(13)12-9-5-3-4-8(6-9)11(14)15/h3-6,14-15H,1H2,2H3,(H,12,13)

InChIKey

GBBUBIKYAQLESK-UHFFFAOYSA-N

LogP

-0.11900000000000022

Topological Polar Surface Area

69.56 Å²

Hydrogen Bond Donor/Acceptor

3 / 4

Complexity

255

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

MFCD09475805
M2676
AKOS015837627
3-Methacrylamidophenylboronic acid
[3-(2-methylprop-2-enamido)phenyl]boronic acid
CS-W000943
SCHEMBL390106
(3-Methacrylamidophenyl)boronic acid
3-(Methacryloylamino)phenylboronic acid
3-Methacrylamido phenyl boronic acid
Boric acid gel
N-(3-Boronophenyl) methacrylamide
SY051100
(3-((2-Methyl-1-oxo-2-propenyl)amino)phenyl)boronic acid
Boronic acid, (3-((2-methyl-1-oxo-2-propenyl)amino)phenyl)-
AMY13274
3-Methacrylamidobenzeneboronic Acid
FT-0698462
DTXSID80197442
[3-(2-methylprop-2-enoylamino)phenyl]boronic acid
GS-5819
48150-45-4
3-(Methacryloylamino)benzeneboronic acid
(3-Methacrylamidophenyl)boronicacid
3-Methacrylamido phenylboronic acid
[3-(Methacryloylamino)phenyl]boronic acid
Boronic acid, [3-[(2-methyl-1-oxo-2-propenyl)amino]phenyl]-
m-Methacrylamidophenylboronic acid
3-Methacrylamidophenylboronic Acid (contains varying amounts of Anhydride)
Boronic acid,B-[3-[(2-methyl-1-oxo-2-propen-1-yl)amino]phenyl]-
3-Methacrylamidobenzeneboronic Acid (contains varying amounts of Anhydride)

MDL Number

MFCD09475805

Customs Code

2931900090

FAQ

What are the physical and chemical properties of [3-(Methacryloylamino)phenyl]boronic acid (CAS: 48150-45-4)?

[3-(Methacryloylamino)phenyl]boronic acid (CAS: 48150-45-4) is a white crystalline solid with a molecular weight of approximately 237.2 g/mol. It is slightly soluble in water and more soluble in organic solvents such as methanol and ethanol. The compound exhibits high reactivity towards nucleophiles due to the presence of the boronic acid moiety, making it useful in various organic reactions. It also shows good stability under neutral and slightly acidic conditions.

How is [3-(Methacryloylamino)phenyl]boronic acid (CAS: 48150-45-4) typically synthesized?

[3-(Methacryloylamino)phenyl]boronic acid (CAS: 48150-45-4) is typically synthesized by reacting 3-aminophenol with methacryloyl chloride in the presence of a base like triethylamine. The reaction proceeds via a nucleophilic substitution mechanism, leading to the formation of the desired product. The yield is usually around 70-80% due to the high reactivity of the methacryloyl moiety.

What industries use [3-(Methacryloylamino)phenyl]boronic acid (CAS: 48150-45-4)?

[3-(Methacryloylamino)phenyl]boronic acid (CAS: 48150-45-4) finds applications in the pharmaceutical industry for its role as a ligand in chelation reactions and as a building block in the synthesis of complex molecules. It is also used in the polymer industry as a monomer for the preparation of functionalized polymers. Additionally, it is employed in the development of sensors for detecting boron compounds and in semiconductor industry for its role in surface modification and functionalization.

What precautions should be taken when handling [3-(Methacryloylamino)phenyl]boronic acid (CAS: 48150-45-4)?

When handling [3-(Methacryloylamino)phenyl]boronic acid (CAS: 48150-45-4), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be performed in a well-ventilated area or a fume hood. Spills should be carefully cleaned up using appropriate solvents, and the area should be flushed with water if necessary. Always refer to the Safety Data Sheet (SDS) for detailed guidance on handling and disposal.