2-Bromomethylphenylboronic acid

Basic Information

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CAS Number

91983-14-1

Molecular Formula

C7H8BBrO2

Molecular Weight

214.85 g/mol

Chemical Classification

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

138°C

SMILES

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B(C1=CC=CC=C1CBr)(O)O

InChI

InChI=1S/C7H8BBrO2/c9-5-6-3-1-2-4-7(6)8(10)11/h1-4,10-11H,5H2

InChIKey

MYVJCOQGXCONPE-UHFFFAOYSA-N

LogP

0.26129999999999975

Topological Polar Surface Area

40.46 Å²

Hydrogen Bond Donor/Acceptor

2 / 2

Complexity

121

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

Sensitiveness

对湿度敏感

Synonyms & References

English

2-Bromomethylphenylboronic acid
2-(Bromomethyl)benzeneboronic acid
2-Boronobenzyl bromide
2-(Bromomethyl)phenylboronic acid
2-(Bromomethyl)phenylboronic Acid (contains varying amounts of Anhydride)
[2-(bromomethyl)phenyl]boronic acid
o-(Bromomethyl)phenylboronic Acid
α-Bromo-o-tolueneboronic acid
o-Boronobenzyl bromide
2-(Bromomethyl)benzeneboronic Acid (contains varying amounts of Anhydride)
(2-Bromomethylphenyl)boronic acid
(2-(bromomethyl)phenyl)boronic acid
2-Bromomethylphenylboronicacid
PubChem7781
Boronic acid, [2-(bromomethyl)phenyl]-
AMTB543
KSC489M2N
a-Bromo-o-tolueneboronic acid
MYVJC
B-[2-(Bromomethyl)phenyl]boronic acid (ACI)
Boronic acid, [2-(bromomethyl)phenyl]- (9CI)
o-Tolueneboronic acid, α-bromo- (6CI, 7CI)
(2-(Bromomethyl)phenyl)boronic acid
o-(Bromomethyl)phenylboronic acid
STL557953
SY050914
2-(Bromomethyl)benzeneboronic Acid
O-BORONOBENZYL BROMIDE
91983-14-1
[2-(bromomethyl)phenyl]boronic Acid
DB-008092

MDL Number

MFCD01318941

Customs Code

2931900090

FAQ

What are the physical and chemical properties of 2-Bromomethylphenylboronic acid (CAS: 91983-14-1)?

2-Bromomethylphenylboronic acid is a crystalline solid with a molecular weight of approximately 242.04 g/mol. It has a low solubility in water but is more soluble in organic solvents like ethanol and dimethylformamide. The compound is highly reactive, especially under basic conditions. It is often used in Suzuki cross-coupling reactions due to its boronic acid functionality.

How is 2-Bromomethylphenylboronic acid (CAS: 91983-14-1) typically synthesized?

2-Bromomethylphenylboronic acid is typically synthesized by reacting 2-methylphenylboronic acid with hydrobromic acid in the presence of a base like potassium carbonate. The reaction is highly selective and yields a high purity product with good yield. The key steps involve protecting the phenolic hydroxyl group, bromination, and then the boronation step.

What industries use 2-Bromomethylphenylboronic acid (CAS: 91983-14-1)?

2-Bromomethylphenylboronic acid is widely used in the pharmaceutical industry for the synthesis of drug intermediates, particularly in Suzuki cross-coupling reactions. It also finds applications in the polymer industry for the preparation of functional polymers and in the semiconductor industry for the fabrication of electronic materials.

What precautions should be taken when handling 2-Bromomethylphenylboronic acid (CAS: 91983-14-1)?

When handling 2-Bromomethylphenylboronic acid, it is essential to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be handled in a fume hood to minimize inhalation risks. Spills should be cleaned up with appropriate absorbent materials and disposed of according to local regulations. It is advisable to consult the Safety Data Sheet (SDS) for detailed safety information.