(3-Bromo-2-thienyl)boronic acid

Basic Information

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CAS Number

162607-26-3

Molecular Formula

C4H4BBrO2S

Molecular Weight

206.86 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

201-203 ºC

Boiling Point

353.2°C at 760 mmHg

Flash Point

167.4°C

Refractive Index

1.629

SMILES

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B(C1=C(C=CS1)Br)(O)O

InChI

InChI=1S/C4H4BBrO2S/c6-3-1-2-9-4(3)5(7)8/h1-2,7-8H

InChIKey

QDTJETFCBPOSSV-UHFFFAOYSA-N

LogP

0.19040000000000012

Topological Polar Surface Area

40.46 Å²

Hydrogen Bond Donor/Acceptor

2 / 2

Complexity

103

Synonyms & References

English

(3-bromothiophen-2-yl)boronic Acid
SCHEMBL910699
AS-39273
3-bromothiophen-2-ylboronic acid
AB08337
3-Bromothiophene-2-boronic acid
CS-0174366
BORONIC ACID, (3-BROMO-2-THIENYL)-
A810391
J-512147
EN300-187298
SY105586
Boronic acid,(3-bromo-2-thienyl)-(9ci)
(3-bromothiophen-2-yl)boronicAcid
MFCD01114697
FT-0604696
AKOS002662606
DTXSID10376425
3-bromo-2-thiopheneboronic acid
162607-26-3
(3-Bromothiophen-2-yl)boronic acid
(3-BROMO-2-THIENYL)-BORONIC ACID
Boronic acid, (3-bromo-2-thienyl)- (9CI)
RARECHEM AH PB 0068
3-BROMOTHIEN-2-YLBORONIC ACID
3-Bromo-2-thiopheneboronic acid
3-BROMOTHIOPHENE-2-BORONIC ACID

MDL Number

MFCD01114697

FAQ

What are the physical and chemical properties of (3-Bromo-2-thienyl)boronic acid (CAS: 162607-26-3)?

The (3-Bromo-2-thienyl)boronic acid (CAS: 162607-26-3) is a crystalline solid with a molecular weight of approximately 290.02 g/mol. It has a low solubility in water (0.01 g/100 mL at 25°C) but is more soluble in organic solvents like DMSO and DMF. The compound is highly reactive due to the presence of the bromine and boronic acid functionalities, making it useful in coupling reactions and other organic transformations.

How is (3-Bromo-2-thienyl)boronic acid (CAS: 162607-26-3) typically synthesized?

The synthesis of (3-Bromo-2-thienyl)boronic acid typically involves the bromination of 2-thiophenecarboxylic acid followed by the formation of the boronic acid ester. Common methods include the use of N-bromosuccinimide (NBS) in the presence of a radical initiator, followed by a catalytic boronation step using a palladium catalyst. High selectivity and yield can be achieved under optimized conditions.

What industries use (3-Bromo-2-thienyl)boronic acid (CAS: 162607-26-3)?

The (3-Bromo-2-thienyl)boronic acid (CAS: 162607-26-3) is primarily used in the pharmaceutical industry for the synthesis of bioactive compounds and drug intermediates. It is also employed in the preparation of polymers, sensors, and semiconductor materials due to its functional groups and reactivity.

What precautions should be taken when handling (3-Bromo-2-thienyl)boronic acid (CAS: 162607-26-3)?

When handling (3-Bromo-2-thienyl)boronic acid (CAS: 162607-26-3), it is essential to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation of bromine vapor. Spills should be immediately cleaned up using appropriate materials, and the area should be well-ventilated. Always refer to the safety data sheet (SDS) for detailed handling instructions and emergency procedures.