3-(4-Bromophenyl)-5-methyl-1H-pyrazole

Basic Information

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CAS Number

145353-53-3

Molecular Formula

C10H9BrN2

Molecular Weight

237.1 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

163-165°

SMILES

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CC1=CC(=NN1)C2=CC=C(C=C2)Br

InChI

InChI=1S/C10H9BrN2/c1-7-6-10(13-12-7)8-2-4-9(11)5-3-8/h2-6H,1H3,(H,12,13)

InChIKey

WANDSSMDLLHHCJ-UHFFFAOYSA-N

LogP

3.1476200000000008

Topological Polar Surface Area

28.68 Å²

Hydrogen Bond Donor/Acceptor

1 / 2

Complexity

166

Safety Information

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Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

CHEMBL1537554
MFCD02083151
HMS2665E03
WANDSSMDLLHHCJ-UHFFFAOYSA-N
3-(4-bromophenyl)-5-methyl-1H-pyrazole
DTXSID20363366
J-510661
SCHEMBL792992
MFCD08446307
4-(5-Methyl-1H-pyrazol-3-yl)bromobenzene
948293-34-3
AKOS025394373
SMR000335545
8M-635S
1H-Pyrazole, 3-(4-bromophenyl)-5-methyl-
145353-53-3
5-(4-Bromophenyl)-3-methyl-1H-pyrazole, 97%
5-(4-Bromophenyl)-3-methyl-1H-pyrazole
AMY33185
A808355
CS-0313070
FT-0680650
AKOS005071437
MLS000720990
3-(4-Bromophenyl)-5-methyl-1H-pyrazole

MDL Number

MFCD02083151

Customs Code

2933199090

FAQ

What are the physical and chemical properties of 3-(4-Bromophenyl)-5-methyl-1H-pyrazole (CAS: 145353-53-3)?

3-(4-Bromophenyl)-5-methyl-1H-pyrazole (CAS: 145353-53-3) is a crystalline solid with a molecular weight of approximately 222.03 g/mol. It has a low solubility in water but is more soluble in organic solvents like dimethylformamide (DMF) and dimethyl sulfoxide (DMSO). The compound is moderately reactive and can undergo substitution reactions. It is stable under normal storage conditions but should be protected from moisture and light.

How is 3-(4-Bromophenyl)-5-methyl-1H-pyrazole (CAS: 145353-53-3) typically synthesized?

3-(4-Bromophenyl)-5-methyl-1H-pyrazole can be synthesized through a multistep process involving bromination of an aromatic ring followed by a condensation reaction. Commonly, bromobenzene is brominated using N-bromosuccinimide (NBS) or N-iodosuccinimide (NIS) in the presence of a radical initiator. Subsequently, the bromobenzene derivative is treated with a pyrazole ring precursor, such as 1,3-dimethylpyrazole, in an appropriate solvent like dichloromethane or toluene under reflux conditions.

What industries use 3-(4-Bromophenyl)-5-methyl-1H-pyrazole (CAS: 145353-53-3)?

3-(4-Bromophenyl)-5-methyl-1H-pyrazole (CAS: 145353-53-3) is primarily used in the pharmaceutical industry for the development of drug candidates. It is also utilized in the polymer industry for modifying polymer properties and in the sensor industry for detecting specific analytes. Additionally, it is explored in semiconductor applications for its electronic properties.

What precautions should be taken when handling 3-(4-Bromophenyl)-5-methyl-1H-pyrazole (CAS: 145353-53-3)?

3-(4-Bromophenyl)-5-methyl-1H-pyrazole (CAS: 145353-53-3) should be handled in a well-ventilated area and preferably in a fume hood due to its potential to react with moisture. It is recommended to wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and lab coat. Spills should be cleaned up using appropriate absorbent materials and the area should be flushed with water. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal instructions.