2-Methylindole

• Catalog No.: A10764
• CAS Number: 95-20-5
• M. F.: C9H9N
• M. W.: 131.17446
• Purity: 98+%

SYNONYMS

• Title: 2-甲基吲哚
• IUPAC name: 2-methyl-1H-indole
• IUPAC Traditional name: 2-methylindole

DATABASE IDS

• CAS Number: 95-20-5
• EC Number: 202-398-3
• Beilstein Number: 109781
• MDL Number: MFCD00005616

PROPERTIES

• Purity: 98+%
• Boiling Point: 272-273°C
• Density: 1.07
• Flash Point: 141°C(285°F)
• Melting Point: 56-60°C
• GHS Hazard statements: H301
• European Hazard Symbols: X
• GHS Precautionary statements: P264-P270-P301+P310-P321-P405-P501A
• Risk Statements: 22
• RTECS: NM0345000
• Safety Statements: 36
• Storage Warning: Light Sensitive
• TSCA Listed: 是

REFERENCES

• Can be dimetallated using the n-BuLi/KO-t-Bu system. Reaction with electrophiles (methyl iodide, benzophenone, t-butyl isocyanate) then occurs preferentially at the more reactive methyl position: J. Chem. Soc., Perkin 1, 179 (1990).
• An alternative approach to functionalization of the 2-methyl group involves low-temperature N-lithiation followed by reaction with dimethyl carbonate to give the 1-methoxycarbonyl derivative. NBS ɑ-bromination then allows nucleophilic substitution to give a variety of 2-substituted indoles: Synthesis, 743 (1992).
• Undergoes a mild, selective C-3 reductive alkylation in the presence of Triethylsilane, A10320, and TFA; e.g. with benzaldehyde, the 3-benzyl derivative is formed in 88% yield: Tetrahedron Lett., 34, 1529 (1993).