[4-(Bromomethyl)phenyl]boronic acid

Basic Information

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CAS Number

68162-47-0

Molecular Formula

C7H8BBrO2

Molecular Weight

214.86 g/mol

Chemical Classification

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

173-177 °C

Boiling Point

343.1°C at 760 mmHg

Density

1.57

Flash Point

161.3±28.4 °C

Refractive Index

1.582

SMILES

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

InChI

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

InChIKey

PDNOURKEZJZJNZ-UHFFFAOYSA-N

LogP

0.2612999999999999

Topological Polar Surface Area

40.46 Å²

Hydrogen Bond Donor/Acceptor

2 / 2

Complexity

113

Safety Information

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GHS Hazard Pictograms

H302

H315

H319

H335

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

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 8 Class 8

Synonyms & References

English

AB08630
4-Bromomethylbenzeneboronic acid
FT-0616717
4-bromomethylphenylboronic acid
4-(bromomethyl)benzeneboronic acid
PS-9528
DTXSID20370818
CS-W000960
Boronic acid, [4-(bromomethyl)phenyl]-
p-Bromomethylbenzene Boronic Acid
SCHEMBL40256
AKOS015836208
EN300-150254
(4-bromomethylphenyl)boronic acid
4-(Bromomethyl)phenylboronic acid
A9092
68162-47-0
Z1269236418
(4-(Bromomethyl)phenyl)boronicacid
(4-(Bromomethyl)phenyl)boronic acid
SY014690
MFCD01318113
ALPHA-BROMO-P-TOLUENEBORONIC ACID
PDNOURKEZJZJNZ-UHFFFAOYSA-N
AM20060340
J-514827
4-(Bromomethyl)phenylboronicacid
4-(Bromomethyl)phenylboronic acid, cyclic anhydride
4-Boronobenzyl bromide
P-BORONOBENZYL BROMIDE
AC-9222

MDL Number

MFCD01318113

Customs Code

2931900090

FAQ

What are the physical and chemical properties of [4-(Bromomethyl)phenyl]boronic acid (CAS: 68162-47-0)?

[4-(Bromomethyl)phenyl]boronic acid is a white crystalline solid with a molecular weight of approximately 263.05 g/mol. It has limited solubility in water and is soluble in organic solvents like ethanol and DMSO. Chemically, it is moderately reactive, particularly with nucleophiles and can participate in boronate ester formation. It is often used in organic synthesis and biochemistry.

How is [4-(Bromomethyl)phenyl]boronic acid (CAS: 68162-47-0) typically synthesized?

[4-(Bromomethyl)phenyl]boronic acid is commonly synthesized via a one-pot reaction involving bromomethylbenzene and boronic acid in the presence of a base such as potassium carbonate. The reaction involves nucleophilic aromatic substitution followed by boronation, yielding the desired compound with good selectivity and moderate yield.

What industries use [4-(Bromomethyl)phenyl]boronic acid (CAS: 68162-47-0)?

[4-(Bromomethyl)phenyl]boronic acid is primarily used in the pharmaceutical and chemical industries. It is utilized in the synthesis of various organic compounds, drug intermediates, and as a reagent in biochemistry and analytical chemistry for its reactivity in boronate ester formation and its role in asymmetric synthesis.

What precautions should be taken when handling [4-(Bromomethyl)phenyl]boronic acid (CAS: 68162-47-0)?

When handling [4-(Bromomethyl)phenyl]boronic acid, it is important to use personal protective equipment (PPE) such as gloves and safety goggles. Work should be conducted in a fume hood to minimize inhalation risks. Spills should be cleaned up carefully with appropriate absorbent materials. Always consult the Material Safety Data Sheet (MSDS) for detailed safety information and handling procedures.