(2,6-Dichlorophenyl)boronic acid

Basic Information

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CAS Number

73852-17-2

Molecular Formula

C6H5BCl2O2

Molecular Weight

190.82 g/mol

Chemical Classification

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

151°C

Boiling Point

341.8°C at 760 mmHg

Density

1.47

Water Solubility

Insoluble in water.

Flash Point

160.5±30.7 °C

Refractive Index

1.577

SMILES

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B(C1=C(C=CC=C1Cl)Cl)(O)O

InChI

InChI=1S/C6H5BCl2O2/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3,10-11H

InChIKey

CXDPUSMFYPQXCV-UHFFFAOYSA-N

LogP

0.6731999999999998

Topological Polar Surface Area

40.46 Å²

Hydrogen Bond Donor/Acceptor

2 / 2

Complexity

124

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

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

2,6-Dichlorophenylboronic Acid
(2,6-Dichlorophenyl)boronicacid
73852-17-2
(2,6-dichlorophenyl)dihydroxyborane
CXDPUSMFYPQXCV-UHFFFAOYSA-
SY019952
2,6-Dichlorophenylboronic acid, AldrichCPR
AM804300
D3357
FT-0604595
MFCD00064869
2,6-Dichlorobenzeneboronic Acid
SCHEMBL5649
2,6-dichlorophenylboronic acid;(2,6-Dichlorophenyl)boronic acid
EN300-123250
J-507455
BORONIC ACID, (2,6-DICHLOROPHENYL)-
2,6-dichlorophenyl boronic acid
(2,6-dichlorophenyl)boronic acid
AC-5379
Z1203161859
A9504
InChI=1/C6H5BCl2O2/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3,10-11H
CXDPUSMFYPQXCV-UHFFFAOYSA-N
DTXSID30370223
CS-W000964
AKOS000285049
2-Methyl-3-hydroxyquinoline-4-carboxylicacid
2,6-dichloro-phenylboronic acid
AB02605
PS-9531

MDL Number

MFCD00064869

Customs Code

2931900090

FAQ

What are the physical and chemical properties of (2,6-Dichlorophenyl)boronic acid (CAS: 73852-17-2)?

(2,6-Dichlorophenyl)boronic acid is a white crystalline solid with a molecular weight of approximately 231.03 g/mol. It has a solubility of about 30 mg/L in water. Chemically, it is less reactive than phenylboronic acid due to the electron-withdrawing effect of the chlorine groups. It is an important reagent in organic synthesis, particularly in Suzuki coupling reactions.

How is (2,6-Dichlorophenyl)boronic acid (CAS: 73852-17-2) typically synthesized?

(2,6-Dichlorophenyl)boronic acid is commonly synthesized via the reaction of 2,6-dichlorophenol with sodium borohydride. The synthesis involves mild conditions and is known for its high yield and good selectivity. The process is often conducted in aqueous media and requires careful temperature control to avoid decomposition.

What industries use (2,6-Dichlorophenyl)boronic acid (CAS: 73852-17-2)?

(2,6-Dichlorophenyl)boronic acid is widely used in the pharmaceutical industry for the synthesis of complex organic molecules. It also finds application in the polymer industry, particularly in the preparation of functionalized polymers. Its use in sensors and semiconductors is also growing due to its reactivity and stability.

What precautions should be taken when handling (2,6-Dichlorophenyl)boronic acid (CAS: 73852-17-2)?

Handling (2,6-Dichlorophenyl)boronic acid should be done in a well-ventilated area with the use of personal protective equipment (PPE), including gloves, goggles, and a lab coat. It should be handled with care to avoid skin and eye contact. Spills should be cleaned up using appropriate absorbents and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for specific handling instructions.