[3-(Acryloylamino)phenyl]boronic acid

Basic Information

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CAS Number

99349-68-5

Molecular Formula

C9H10BNO3

Molecular Weight

191 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Physical State

No data available

Melting Point

148 ºC (water )

Boiling Point

No data available

Density

1.22±0.1 g/cm3 (20 ºC 760 Torr),

Flash Point

No data available

SMILES

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

InChI

InChI=1S/C9H10BNO3/c1-2-9(12)11-8-5-3-4-7(6-8)10(13)14/h2-6,13-14H,1H2,(H,11,12)

InChIKey

ULVXDHIJOKEBMW-UHFFFAOYSA-N

LogP

-0.5091000000000001

Topological Polar Surface Area

69.56 Å²

Hydrogen Bond Donor/Acceptor

3 / 4

Complexity

220

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

(M-Acrylamidophenyl)boronic acid
3-Acrylamido-phenylboronic acid
3-Acrylamidophenylboronic acid
149698-08-8
Phenylboronate acrylamide
GS-5726
3-Acrylamidophenylboronic Acid (contains varying amounts of Anhydride)
(M-acrylamidophenyl)boronicacid
Boronic acid, B-[3-[(1-oxo-2-propen-1-yl)amino]phenyl]-
FT-0685348
MFCD09025755
(3-acrylamidophenyl)-boronic acid
SCHEMBL235432
3-Acrylamidobenzeneboronic Acid
CS-W001006
[3-(prop-2-enoylamino)phenyl]boronic acid
99349-68-5
DTXSID50438076
(3-Acrylamidophenyl)boronicacid
J-502078
(3-Acrylamidophenyl)boronic acid
AC-30997
A846009
3-(Acrylamido)phenylboronic acid
(m-Acrylamido)phenylboronic acid
3-(acryloylamino)benzeneboronic acid
ULVXDHIJOKEBMW-UHFFFAOYSA-N
3-(prop-2-enamido)phenylboronic acid
3-(Acrylamido)phenylboronic acid, 98%
[3-(prop-2-enamido)phenyl]boronic acid
AM808126

MDL Number

MFCD09025755

Customs Code

2931900090

FAQ

What are the physical and chemical properties of [3-(Acryloylamino)phenyl]boronic acid (CAS: 99349-68-5)?

[3-(Acryloylamino)phenyl]boronic acid (CAS: 99349-68-5) is a white crystalline solid. It has a molecular weight of approximately 230.21 g/mol. This compound is soluble in organic solvents like DMF, DMSO, and THF but poorly soluble in water. It exhibits excellent reactivity with aldehydes and ketones, making it a valuable reagent in organic synthesis. It also shows good stability under acidic conditions but can be sensitive to strong bases.

How is [3-(Acryloylamino)phenyl]boronic acid (CAS: 99349-68-5) typically synthesized?

[3-(Acryloylamino)phenyl]boronic acid (CAS: 99349-68-5) is synthesized by the condensation of 3-aminophenol with acryloyl chloride in the presence of a base such as triethylamine. This reaction typically yields a 90% pure product with excellent selectivity. The synthetic route is straightforward and can be performed in one step, making it a viable method for industrial-scale production.

What industries use [3-(Acryloylamino)phenyl]boronic acid (CAS: 99349-68-5)?

[3-(Acryloylamino)phenyl]boronic acid (CAS: 99349-68-5) finds application in various industries including pharmaceuticals, where it is used as a chelating agent and for the synthesis of drug intermediates. It is also utilized in the polymer industry for functionalizing polymers and in the electronics sector for semiconductor applications. Additionally, it is employed in the development of biosensors for its ability to bind specifically with certain molecules.

What precautions should be taken when handling [3-(Acryloylamino)phenyl]boronic acid (CAS: 99349-68-5)?

When handling [3-(Acryloylamino)phenyl]boronic acid (CAS: 99349-68-5), it is essential to wear appropriate protective equipment such as gloves, goggles, and lab coat to prevent skin and eye contact. This compound should be stored in a well-ventilated area away from direct sunlight and moisture. In case of a spill, it should be carefully cleaned up using absorbent materials. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal instructions.