1-(4-Carboxyphenyl)-3-methyl-5-pyrazolone

Basic Information

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CAS Number

60875-16-3

Molecular Formula

C11H10N2O3

Molecular Weight

218.21 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

285 °C (dec.)

Boiling Point

358.89°C (rough estimate)

Density

1.2699 (rough estimate)

Refractive Index

1.5300 (estimate)

SMILES

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CC1=NN(C(=O)C1)C2=CC=C(C=C2)C(=O)O

InChI

InChI=1S/C11H10N2O3/c1-7-6-10(14)13(12-7)9-4-2-8(3-5-9)11(15)16/h2-5H,6H2,1H3,(H,15,16)

InChIKey

CUGBBQWDGCXWNB-UHFFFAOYSA-N

LogP

1.4974

Topological Polar Surface Area

69.97 Å²

Hydrogen Bond Donor/Acceptor

1 / 5

Complexity

343

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Synonyms & References

English

AS-45876
TimTec1_002931
Tox21_301816
4-(3-Methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)benzoic acid
NCGC00256128-01
CHEMBL378534
4-(4,5-dihydro-3-methyl-5-oxo-1H-pyrazol-1-yl)-benzoic acid
CS-W014794
4-(3-Methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)benzoic acid #
4-(4,5-Dihydro-3-methyl-5-oxo-1H-pyrazol-1-yl)benzoic acid
Benzoic acid, 4-(4,5-dihydro-3-methyl-5-oxo-1H-pyrazol-1-yl)-
DTXSID8044963
AC-18394
4-(4,5-dihydro-5-oxo-3-methyl-1H-pyrazol-1-yl)-benzoic acid
4-(3-Methyl-5-oxo-4,5-dihydro-pyrazol-1-yl)-benzoic acid
p-(3-Methyl-5-oxo-2-pyrazolin-1-yl)-benzoic acid
1-p-carboxyphenyl-3-methyl-2-pyrazolin-5-one
60875-16-3
BB 0221237
W-105225
4-(3-Methyl-5-oxo-2-pyrazolin-1-yl)benzoic acid
AKOS000112839
CK2185
BP-12690
UNII-I29T029IWB
A832935
4-(3-Methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)benzoicacid
DTXCID6024963
MFCD00003135
4-(3-methyl-5-oxo-4H-pyrazol-1-yl)benzoic acid
4-(3-Methyl-5-oxo-2-pyrazolin-1-yl)benzoic acid, >=98%

MDL Number

MFCD00003135

Customs Code

2933199090

FAQ

What are the physical and chemical properties of 1-(4-Carboxyphenyl)-3-methyl-5-pyrazolone (CAS: 60875-16-3)?

1-(4-Carboxyphenyl)-3-methyl-5-pyrazolone is a white crystalline solid with a molecular weight of approximately 236.17 g/mol. It has a pKa of around 4.0, indicating it is acidic. Soluble in common organic solvents like DMSO and alcohol but slightly soluble in water. It is stable under normal conditions but may react with strong bases. It has a melting point of 198-200°C.

How is 1-(4-Carboxyphenyl)-3-methyl-5-pyrazolone (CAS: 60875-16-3) typically synthesized?

1-(4-Carboxyphenyl)-3-methyl-5-pyrazolone can be synthesized by reacting 4-chloroacetophenone with methyl isonicotinohydrazide in the presence of a base like sodium hydroxide. The reaction involves a nucleophilic substitution followed by an acid-catalyzed condensation. The yield is typically around 75-80%, and the product can be purified by recrystallization.

What industries use 1-(4-Carboxyphenyl)-3-methyl-5-pyrazolone (CAS: 60875-16-3)?

1-(4-Carboxyphenyl)-3-methyl-5-pyrazolone is primarily used in pharmaceutical applications for the synthesis of drugs and intermediates. It also finds applications in the preparation of sensors and semiconductors. Due to its unique chemical structure, it is also used in polymer synthesis as a functional monomer.

What precautions should be taken when handling 1-(4-Carboxyphenyl)-3-methyl-5-pyrazolone (CAS: 60875-16-3)?

When handling 1-(4-Carboxyphenyl)-3-methyl-5-pyrazolone, wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Ensure the use of a fume hood to minimize inhalation risks. Store the compound in a cool, dry place away from direct sunlight. Spills should be cleaned up immediately using appropriate cleanup materials. Always refer to the Safety Data Sheet (SDS) for detailed handling instructions.