3,5-dimethyl-1H-pyrrole-2-carbaldehyde

• ChemBase ID: 68671
• Molecular Formular: C7H9NO
• Molecular Mass: 123.15246
• Monoisotopic Mass: 123.06841391
• SMILES: [nH]1c(c(cc1C)C)C=O
• Canonical SMILES: O=Cc1[nH]c(cc1C)C
• InChI: InChI=1S/C7H9NO/c1-5-3-6(2)8-7(5)4-9/h3-4,8H,1-2H3
• InChIKey: RDFZYUOHJBXMJA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-dimethyl-1H-pyrrole-2-carbaldehyde
• IUPAC Traditional name: 3,5-dimethyl-1H-pyrrole-2-carbaldehyde
• Synonyms: 3,5-Dimethyl-1H-pyrrole-2-carboxaldehyde; 3,5-dimethyl-1H-pyrrole-2-carbaldehyde; 3,5-Dimethyl-1H-pyrrole-2-carboxaldehyde; 2,4-Dimethyl-5-formylpyrrole; 2,4-Dimethylpyrrole-5-carboxaldehyde; 2-Formyl-3,5-dimethylpyrrole; 3,5-Dimethyl-2-formyl-1H-pyrrole; 3,5-Dimethyl-1H-pyrrole-2-carboxaldehyde, tech; 3,5-Dimethylpyrrole-2-carboxaldehyde; 3,5-二甲基-1-吡咯2-甲醛; 3,5-二甲基-2-吡咯甲醛

Database IDs

• CAS Number: 2199-58-8
• MDL Number: MFCD00111522
• PubChem SID: 24883098; 162034401
• PubChem CID: 270465

CALCULATED PROPERTIES

• Acid pKa: 15.4765005
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.3986161
• LogD (pH = 7.4): 1.3986161
• Log P: 1.3986161
• Molar Refractivity: 37.4692 cm^3
• Polarizability: 13.459438 Å^3
• Polar Surface Area: 32.86 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 86 - 88°C; 95-99 °C(lit.); 95-99°C
• Hydrophobicity(logP): 1.563

Safety Information

• Storage Warning: Air Sensitive; IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: 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: 95%; 95+%; 97%
• Empirical Formula (Hill Notation): C7H9NO

DETAILS

Sigma Aldrich - 640514

Packaging
1 g in glass bottle

Toronto Research Chemicals - D446690

Intermediate used in the synthesis of a series of anaplastic lymphoma kinase (ALK) inhibitors, a new target for therapy of non-small-cell lung cancer (NSCLC).

REFERENCES

• Okamoto, M., et al.: Bioorg. Med. Chem. Lett., 19, 3086 (2011)