2-Methylindole 98% | Sigma-Aldrich

Properties

Related Categories	Building Blocks, C7 to C9, Chemical Synthesis, Heterocyclic Building Blocks, Indoles More...
assay	98%
bp	273 °C(lit.)
mp	57-59 °C(lit.)

Description

Packaging

25, 100 g in glass bottle

Application

Reactant for:
• Regioselective synthesis of oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition reaction¹
• Friedel-Crafts alkylation reactions²
• Preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators³
• Preparation of plant-growth inhibitors⁴
• Michael addition reactions⁵
• Synthesis of cyclooxygenase-1 (COX-1)/cyclooxygenase-2 (COX-2) inhibitors⁶

Price and Availability

Related Papers

1. Direct alkylation of indoles and amines by tert-enamides: facile access to pharmaceutically active 2-oxo-1-pyrrolidine analogues. Jiang, R.; et al. Org. Biomol. Chem. 9, 5659, (2011)

Documents

Certificate of Analysis

FT-IR Raman

FT-NMR

Pressure-Temperature Nomograph

Safety Information

Symbol	GHS05
Signal word	Danger
Hazard statements	H318
Precautionary statements	P280-P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes (Europe)	Xi
Risk Statements (Europe)	41
Safety Statements (Europe)	26-39
WGK Germany	3
RTECS	NM0345000
Flash Point(F)	285.8 °F
Flash Point(C)	141 °C

Technical information & documentation associated with this product is available in the Safety & Documentation tab.

Papers

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1. Direct alkylation of indoles and amines by tert-enamides: facile access to pharmaceutically active 2-oxo-1-pyrrolidine analogues. Jiang, R.; et al. Org. Biomol. Chem. 9, 5659, (2011)

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2. Wilcke, D.; et al. Synlett, 1235, (2011)

3. Tryptophan 2,3-dioxygenase (TDO) inhibitors. 3-(2-(pyridyl)ethenyl)indoles as potential anticancer immunomodulators. Dolusic, E.; et al. J. Med. Chem. 54, 5320, (2011)

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4. Goto, T.; et al. Tetrahedron Asymmetry 22, 907, (2011)

5. Ye, Y.; et al. Synlett, 923, (2011)

6. Arisawa, M.; et al. ACS Med. Chem. Lett. 2, 353, (2011)

Beil. 20,V,7,59

Aldrich MSDS 1, 1262:C / Corp MSDS 1 (2), 2369:D / FT-IR 2 (3), 3570:C / FT-IR 1 (2), 653:C / FT-NMR 1 (3), 121:C / IR-Spectra (2), 1079:B / IR-Spectra (3), 1242:C / NMR-Reference 2 (2), 519:C / RegBook 1 (2), 2401:C / Sigma FT-IR 1 (2), 737:B / Structure Index 1, 381:C:1 / Vapor Phase 3, 1497:C

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2-Methylindole

98%