2,3-dimethyl-1H-indole

• ChemBase ID: 74535
• Molecular Formular: C10H11N
• Molecular Mass: 145.20104
• Monoisotopic Mass: 145.08914936
• SMILES: [nH]1c(c(c2c1cccc2)C)C
• Canonical SMILES: Cc1[nH]c2c(c1C)cccc2
• InChI: InChI=1S/C10H11N/c1-7-8(2)11-10-6-4-3-5-9(7)10/h3-6,11H,1-2H3
• InChIKey: PYFVEIDRTLBMHG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dimethyl-1H-indole
• IUPAC Traditional name: 1H-indole, 2,3-dimethyl-
• Synonyms: 2,3-Dimethylindole; NSC 24936; 2,3-Dimethylindole; 2,3-Dimethyl-1H-indole; 2,3-DIMETHYLINDOLE TECHNICAL GRADE; 2,3-二甲基吲哚

Database IDs

• CAS Number: 91-55-4; 875-79-6
• EC Number: 202-076-2
• MDL Number: MFCD00005617
• Beilstein Number: 116662
• PubChem SID: 162039454; 24847431
• PubChem CID: 7053

CALCULATED PROPERTIES

• Acid pKa: 17.578394
• H Acceptors: 0
• H Donor: 1
• LogD (pH = 5.5): 2.7849905
• LogD (pH = 7.4): 2.7849905
• Log P: 2.7849905
• Molar Refractivity: 47.3354 cm^3
• Polarizability: 19.183853 Å^3
• Polar Surface Area: 15.79 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 105-107 °C(lit.); 105-107°C; 105-107°C
• Boiling Point: 285 °C(lit.); 285°C; 285°C/750mm

Safety Information

• Storage Warning: Harmful/Irritant/Light Sensitive/Air Sensitive/Keep Cold/Store under Argon
• RTECS: NL7185000
• German water hazard class: 3
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥97%; 97%
• Grade: TECHNICAL
• Empirical Formula (Hill Notation): C10H11N

DETAILS

MP Biomedicals - 05204060

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 120812

Packaging
5, 25 g in glass bottle
Application
Reactant for preparation of:
• Bis(indolyl)methane derivatives 1
• Potent opioid receptor agonists2
• Photorefractive materials3
• Prodrugs of the cyclin-dependent kinase (CDK) inhibitor Alsterpaullone4
• Dopamine receptors 2/4 (D2/D4) antagonists5
• Useful azaspirocyclic building blocks6Reactant for:
• Baylis-Hillman reactions7
• Photosensitized Diels-Alder reactions8
• Photoinduced electron transfer reactions9

REFERENCES

• For a mechanistic study of the oxidation to 3-methylindole-2-carboxaldehyde by peroxydisulfate and peroxymonosulfate anions, see: J. Org. Chem., 58, 7469 (1993).