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Description
TCI D5840, 1,2-Dihydro-3H-pyrazol-3-one (CAS 137-45-1), is a five-membered heterocyclic compound belonging to the pyrazolone class, featuring two adjacent nitrogen atoms within the ring together with a carbonyl group at the three position. The pyrazolone framework is one of the most frequently encountered heterocyclic cores in active pharmaceutical ingredients, azo dyes, chelating agents, and agricultural compounds. In the laboratory, this compound serves as a fundamental heterocyclic building block that is ready to be functionalised either at the nitrogen atoms or at the ring carbons in order to construct pyrazolone derivatives with purpose-designed properties.
The property that makes this compound a preferred choice is its ability to behave as a highly versatile tautomeric system: the keto form and the hydroxypyrazole form exist in equilibrium with one another, so the ring can act as a carbon nucleophile, as a proton donor, or as an electron-pair donor that binds metal ions. For that reason its derivatives are readily prepared through condensation reactions with aldehydes, coupling with diazonium salts, alkylation, and acylation. Its compact molecular size and high nitrogen content also offer advantages when assembling compounds with tailored solubility characteristics.
In Indonesian laboratories, this building block is typically used in university and institutional synthetic chemistry groups, in medicinal chemistry and heterocyclic chemistry research, and in dye and coordination chemistry studies. It is generally purchased in small research quantities for exploratory synthesis, method development, and the preparation of derivative libraries, where a reliable, well-characterised starting heterocycle allows a research team to move directly to the functionalisation step rather than preparing the core ring themselves.
Laboratory Applications
- Heterocyclic synthesis — serves as the starting pyrazolone core for building substituted derivatives, since both its nitrogen atoms and its ring carbons are available for controlled functionalisation.
- Medicinal chemistry research — the pyrazolone framework appears in many active pharmaceutical ingredients, making this compact building block useful for preparing and screening analogue series.
- Azo dye preparation — the nucleophilic ring carbon couples readily with diazonium salts, which is the classical route to intensely coloured pyrazolone-based azo dyes.
- Chelating agent development — the tautomeric ring can donate an electron pair to bind metal ions, so it supports the synthesis of ligands for coordination and complexation studies.
- Condensation and derivatisation chemistry — reacts with aldehydes and undergoes alkylation or acylation, giving teaching and research laboratories a dependable substrate for multi-step route development.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS number: 137-45-1
- Chemical name: 1,2-Dihydro-3H-pyrazol-3-one
- Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
- Product code: D5840
- Pack sizes: available in standard research-scale laboratory packaging; please refer to the current catalogue listing for available quantities
- Storage: store according to the manufacturer's label and the accompanying Safety Data Sheet
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated chemical store, away from direct sunlight, heat sources, moisture, and incompatible materials such as strong oxidising agents. Keep the material in its original manufacturer-supplied container wherever possible; if transferring, use clean, dry, chemically compatible glass or approved plastic containers that are clearly labelled with the compound name, CAS number, and date of opening. Weigh and handle the solid in a fume hood or well-ventilated area to avoid inhaling dust, and wear a laboratory coat, safety goggles, and suitable chemical-resistant gloves. Avoid contact with skin and eyes, do not eat or drink in the handling area, and wash hands thoroughly afterwards. Always consult the manufacturer's Safety Data Sheet before use, and dispose of residues and contaminated materials through your institution's chemical waste procedures.
