1-methyl-1H-indole-2-carbaldehyde

• ChemBase ID: 59024
• Molecular Formular: C10H9NO
• Molecular Mass: 159.18456
• Monoisotopic Mass: 159.06841391
• SMILES: c1ccc2n(c(cc2c1)C=O)C
• Canonical SMILES: O=Cc1cc2c(n1C)cccc2
• InChI: InChI=1S/C10H9NO/c1-11-9(7-12)6-8-4-2-3-5-10(8)11/h2-7H,1H3
• InChIKey: IBNGPIOSWCMJGG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-1H-indole-2-carbaldehyde
• IUPAC Traditional name: 1-methylindole-2-carbaldehyde
• Synonyms: 2-Formyl-1-methylindole; NSC 106285; 1-Methylindole-2-carboxaldehyde; 1-Methyl-1H-indole-2-carbaldehyde; 1-甲基吲哚-2-甲醛

Database IDs

• CAS Number: 27421-51-8
• MDL Number: MFCD01863665
• PubChem SID: 24873423; 162063787
• PubChem CID: 267164

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.9281874
• LogD (pH = 7.4): 1.9281874
• Log P: 1.9281874
• Molar Refractivity: 48.5027 cm^3
• Polarizability: 19.236807 Å^3
• Polar Surface Area: 22.0 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 81-85 °C(lit.)

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C10H9NO

DETAILS

Sigma Aldrich - 511129

Packaging
5, 25 g in glass bottle
Application
Reactant for preparation of:
• Deazapurine isosteres from acylindoles via pyridine ring annulation1
• 2,4-dichlorocinnamohydroxamic acid analogs for enhancing pharmacokinetics of botulinum neurotoxin serotype A protease inhibitors2
• Tetrahydrocarbazoles via organocatalytic cascade Friedel-Crafts alkylation/Michael addition/aromatization reaction3
• Azides, imines and amines via flow processes of amines and trimethylsilyl azide and aza-Wittig reaction4
• 3-indolylpyridinedicarbonitriles as anti-inflammatory agents5
• Bis(indolyl)methanes as antimicrobial and antioxidant agents6