115210-54-3

Basic information

• Product Name: 2-METHYL-5-NITROINDOLINE
• Synonyms: 2-methyl-5-nitro-2,3-dihydro-1H-indole;649848_ALDRICH;1H-Indole, 2,3-dihydro-2-methyl-5-nitro-
• CAS NO: 115210-54-3
• Molecular Formula: C₉H₁₀N₂O₂
• Molecular Weight: 178.19
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Indolines;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 115210-54-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 51-54 °C(lit.)
• Boiling Point: 322.5 °C at 760 mmHg
• Flash Point: 148.8 °C
• Appearance: /
• Density: 1.217 g/cm³
• Vapor Pressure: 0.000278mmHg at 25°C
• Refractive Index: 1.575
• CAS DataBase Reference: 2-METHYL-5-NITROINDOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-5-NITROINDOLINE(115210-54-3)
• EPA Substance Registry System: 2-METHYL-5-NITROINDOLINE(115210-54-3)

Safety Data

• Hazard Codes: T
• Statements: 25-36/37/38
• Safety Statements: 26-36/37-45
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 115210-54-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H10N2O2/c1-6-4-7-5-8(11(12)13)2-3-9(7)10-6/h2-3,5-6,10H,4H2,1H3

Upstream product

• 7570-47-0 5-nitro-2-methylindole 
• 120-72-9 indole 
• 131880-76-7 1-(2-methyl-2,3-dihydro-indol-1-yl)-ethanone 
• 6872-06-6 2-methyl indoline 
• 4138-40-3 N-allyl-p-nitroaniline 

Downstream Products

• 1338222-96-0 N-ethyl-N'-{1-[2-methoxyimino-3-(3-trifluoromethyl-phenoxy)-propyl]-2-methyl-2,3-dihydro-1H-indol-5-yl}-N-methyl-formamidine 
• 132515-37-8 N-(2-methyl-1H-indol-5-yl)benzamide 
• 7570-49-2 5-amino-2-methylindole 
• 312305-95-6 benzyl (2R)-5-{(5S)-5-[(acetylamino)methyl]-2-oxo-1,3-oxazolidin-3-yl}-2-methyl-2,3-dihydro-1H-indole-1-carboxylate 
• 312306-01-7 benzyl (2R)-5-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]-2-methyl-2,3-dihydro-1H-indole-1-carboxylate 
• 312305-90-1 benzyl 5-{[(benzyloxy)carbonyl]amino}-2-methyl-1-indolinecarboxylate 
• 312305-94-5 benzyl (2R)-5-[(5R)-5-(hydroxymethyl)-2-oxo-1,3-oxazolidin-3-yl]-2-methyl-2,3-dihydro-1H-indole-1-carboxylate 
• 7570-47-0 5-nitro-2-methylindole 

Relevant articles and documents

Using weak interactions to control C-H mono-nitration of indolines

An unprecedented C-H mononitration of indolines either at the -C5 or -C7 positions under mild condition is reported here. The roles of multiple weak interactions and factors such as steric factors, electronic effects, cation-π interactions, and solvent polarity were established, and we achieved a 100% regioselective electrophilic aromatic (EArS) nitration using Cu(NO3)2 or AgNO3.

The effect of remote chirality on the antibacterial activity of indolinyl, tetrahydroquinolyl and dihydrobenzoxazinyl oxazolidinones

The oxazolidinones are promising agents for the treatment of infections caused by gram-positive bacteria, including multidrug-resistant strains. In ongoing studies we have discovered that a strategically placed chiral center of appropriate absolute configuration improves the antibacterial activity of indolinyl oxazolidinone analogues (gram-positive MIC's0.5 μg/mL for the most potent congeners). The design, synthesis, antibacterial activity and pharmacokinetic profile of a selected series of α-methylated indoline derivatives and a related set of tetrahydroquinolyl and dihydrobenzoxazinyl analogues are discussed.

Zn2+ montmorillonite catalyzed 3-aza-Cope rearrangement under microwave irradiation

N-Allylanilines undergo 3-aza-Cope rearrangement in the presence of Zn2+ montmorillonite under microwave irradiation in the absence of solvent to afford indoline derivatives in high yields. Similarly arylallyl thioethers are rearranged to dihydrobenzothiophenes.