3474-87-1

Basic information

• Product Name: 2-methyl-2,3-dihydro-1H-isoindole
• Synonyms: 1H-isoindole, 2,3-dihydro-2-methyl-; 2-Methylisoindoline
• CAS NO: 3474-87-1
• Molecular Formula: C₉H₁₁N
• Molecular Weight: 133.1903
• Mol File: 3474-87-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 178.5°C at 760 mmHg
• Flash Point: 54.3°C
• Density: 1.027g/cm³
• Vapor Pressure: 0.986mmHg at 25°C
• Refractive Index: 1.563
• CAS DataBase Reference: 2-methyl-2,3-dihydro-1H-isoindole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-2,3-dihydro-1H-isoindole(3474-87-1)
• EPA Substance Registry System: 2-methyl-2,3-dihydro-1H-isoindole(3474-87-1)

Safety Data

• Hazardous Substances Data: 3474-87-1(Hazardous Substances Data)

Upstream product

• 5342-91-6 2-methylisoindolin-1-one 
• 550-44-7 N-methylphthalimide 
• 33804-84-1 2-methyl-2H-isoindole 
• 89-92-9 2-methylbenzyl bromide 
• 74-89-5 methylamine 
• 91-13-4 α,α'-dibromo-o-xylene 
• 50-00-0 formaldehyd 
• 91-67-8 N,N-diethyl-m-toluidine 
• 120153-60-8 Allyl-furan-2-ylmethyl-methyl-amine 
• 29301-40-4 anhydro<2-methyl-2-phenacylisoindolinium hydroxide> 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 64-17-5 ethanol 
• 7664-93-9 sulfuric acid 
• 7732-18-5 water 

Downstream Products

• 28402-92-8 2,2-dimethyl-isoindolinium; bromide 
• 59998-15-1 2-benzyl-2-methyl-isoindolinium; bromide 
• 80800-35-7 1-(1,2-Diphenyl-ethyl)-2-methyl-2,3-dihydro-1H-isoindole 
• 78501-09-4 2-methyl-2-phenacylisoindolinium chloride 
• 29301-40-4 anhydro<2-methyl-2-phenacylisoindolinium hydroxide> 
• 78501-28-7 N-methyl-3-benzoyl-1,2,3,4-tetrahydroisoquinoline 
• 78501-40-3 2-Methyl-2-(2-oxo-2-phenyl-ethyl)-2,3-dihydro-1H-isoindolium; iodide 
• 78501-39-0 2-methyl-2-(α-methylphenacyl)isoindolinium iodide 
• 21128-67-6 1-benzyl-2-methyl-isoindoline 
• 21128-68-7 2-methyl-1-o-tolyl-isoindoline 
• 1265964-79-1 5,12-dihydro-13-methyl-5,12-diphenylnaphthacene-5,12-imine 
• 4276-24-8 1,3-diphenyl-2-methylisoindole 
• 1446186-34-0 2-bromo-9-methyl-3-phenyl-1,4-dihydro-1,4-epiminonaphthalene 
• 1446186-35-1 2-bromo-3-hexyl-9-methyl-1,4-dihydro-1,4-epiminonaphthalene 

Relevant articles and documents

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Isoindolinone Synthesis: Selective Dioxane-Mediated Aerobic Oxidation of Isoindolines

N-Alkyl and N-aryl-isoindolinones were prepared by a dioxane-mediated oxidation of isoindoline precursors. The transformation exhibits unique chemoselectivity for isoindonlines. A chiral tertiary (3°)-benzylic position was not racemized during oxidation, and methyl indoprofen was prepared by late stage oxidation. Mechanistic studies suggest a selective H atom transfer, which avoids many known oxidation (by-)products of isoindolinones.

Integrated catalytic C-H transformations for one-pot synthesis of 1-arylisoindoles from isoindolines via palladium-catalyzed dehydrogenation followed by C-H arylation

A one-pot conversion of isoindolines to 1-arylisoindoles was established from palladium-catalyzed cascade C-H transformations, that is, the dehydrogenation of isoindolines to give isoindoles, with subsequent C-H arylation of the isoindoles.(Figure Presented)

New formation of 4,5,6,7-tetrahydroisoindoles

The high-yield syntheses of 4,5,6,7-tetrahydro-isoindoles from N-substituted isoindolines under palladium catalyzed hydrogenation conditions are reported. Mechanistic study with deuterated and saturated substrates show extensive H/D exchange and the essence of aromaticity in this transformation.