3,5-dimethyl-1H-pyrazole

• ChemBase ID: 54089
• Molecular Formular: C5H8N2
• Molecular Mass: 96.13042
• Monoisotopic Mass: 96.06874827
• SMILES: Cc1cc([nH]n1)C
• Canonical SMILES: Cc1[nH]nc(c1)C
• InChI: InChI=1S/C5H8N2/c1-4-3-5(2)7-6-4/h3H,1-2H3,(H,6,7)
• InChIKey: SDXAWLJRERMRKF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-dimethyl-1H-pyrazole
• IUPAC Traditional name: 1H-pyrazole, 3,5-dimethyl-
• Synonyms: 3,5-Dimethyl-1H-pyrazole; 3,5-Dimethylpyrazole; 3,5-Dimethyl-1H-pyrazole; 3,5-Dimethyl-1H-pyrazole 99%; 3,5-二甲基吡唑; 3,5-二甲基-1H-吡唑

Database IDs

• CAS Number: 67-51-6
• EC Number: 200-657-5
• MDL Number: MFCD00005243
• Beilstein Number: 106325
• PubChem SID: 24893551; 162058852; 24865998; 24845669
• PubChem CID: 6210

CALCULATED PROPERTIES

• Acid pKa: 15.397333
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.6038904
• LogD (pH = 7.4): 0.60830474
• Log P: 0.6083613
• Molar Refractivity: 29.4866 cm^3
• Polarizability: 10.657023 Å^3
• Polar Surface Area: 28.68 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: methanol: soluble0.1 g/mL, clear
• Melting Point: 105-108 °C(lit.); 105-108°C; 105-108°C; 106-108 °C
• Boiling Point: 218 °C(lit.); 218°C; 218°C

Safety Information

• Storage Warning: Harmful/Irritant/Light Sensitive; IRRITANT
• RTECS: UQ6477600
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38; 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥99.0% (GC); 95+%; 98%; 99%
• Grade: produced by Wacker
• Empirical Formula (Hill Notation): C5H8N2

DETAILS

Sigma Aldrich - D182001

Packaging
5, 100 g in glass bottle
Application
Common reagent for the preparation of pyrazolato ligated complexes.1,2 Also used to prepare N-1-substituted derivatives having antibacterial activity.3

Sigma Aldrich - 41540

Other Notes
Synthesis of acid pyrazolides, followed by their selective reduction to aldehydes1,2

REFERENCES

• The combination with Chromium(VI) oxide, 12522 is a valuable reagent for oxidation of primary and secondary alcohols to carbonyl compounds in very high yields: Tetrahedron Lett., 4499 (1973). With Pyridinium chlorochromate, A11752, allylic alcohols are oxidized selectively in the presence of secondary alcohols: J. Org. Chem., 48, 4766 (1983).
• Reaction of pyrazoles with malonic esters gives a family of cross-conjugated monomeric betaines: Synthesis, 629 (1989):