2-Methylisoindoline

Base Information

• Chemical Name: 2-Methylisoindoline
• CAS No.: 3474-87-1
• Molecular Formula: C9H11N
• Molecular Weight: 133.1903
• NSC Number: 62171
• DSSTox Substance ID: DTXSID70956227
• Nikkaji Number: J1.002.446C
• Wikidata: Q82936205
• Mol file: 3474-87-1.mol

Synonyms:2-methylisoindoline;3474-87-1;2-methyl-2,3-dihydro-1H-isoindole;2-methyl-1,3-dihydroisoindole;NSC62171;N-methyl-isoindoline;SCHEMBL130712;DTXSID70956227;NSC-62171

Chemical Property of 2-Methylisoindoline

Chemical Property:

• Vapor Pressure: 0.986mmHg at 25°C
• Boiling Point: 178.5°C at 760 mmHg
• Flash Point: 54.3°C
• Density: 1.027g/cm³
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 133.089149355
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1CC2=CC=CC=C2C1

Technology Process of 2-Methylisoindoline

There total 16 articles about 2-Methylisoindoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

N-methylphthalimide (550-44-7) → 2-methylisoindoline (3474-87-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; for 2h; Heating;

DOI:10.1016/j.tetlet.2005.06.118

Reference yield: 85.0%

Allyl-furan-2-ylmethyl-methyl-amine (120153-60-8) → 2-methylisoindoline (3474-87-1)

Guidance literature:

With hydrogenchloride; sodium hydrogencarbonate; 1.) ether, 90 deg C, 12 h, 2.) H₂O;

Reference yield: 75.0%

2-methylisoindolin-1-one (5342-91-6) → 2-methylisoindoline (3474-87-1)

Guidance literature:

With dimethylethylsilane; 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; bis(pentafluorophenyl)borohydride; In dichloromethane; toluene; at 20 ℃; for 24h; chemoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1039/c8cc01863d

upstream raw materials:

2-methylisoindolin-1-one

N-methylphthalimide

2-methyl-2H-isoindole

2-methylbenzyl bromide

Downstream raw materials:

1,1'-(((2-methyl-2H-isoindole-1,3-diyl)bis(ethyne-2,1-diyl))bis(4,1-phenylene))diethanone

2-methyl-1,3-bis(p-tolylethynyl)-2H-isoindole

2-methyl-1,3-bis(phenylethynyl)-2H-isoindole

2-methyl-1-(phenylethynyl)-3-[(triisopropylsilyl)ethynyl]-2H-isoindole

Refernces

• 1、 Jaques,Wallace. "-". . p. 397. Retrieved 1972.
• 2、 Peruzzi, Michael T.,Mei, Qiong Qiong,Lee, Stephen J.,Gagné, Michel R.. "Chemoselective amide reductions by heteroleptic fluoroaryl boron Lewis acids". supporting information. p. 5855 - 5858. Retrieved 2018/06/13.
• 3、 Ohmura, Toshimichi,Kijima, Akihito,Suginome, Michinori. "Synthesis of 1-borylisoindoles via palladium-catalyzed dehydrogenation/C-H borylation of isoindolines". supporting information; experimental part. p. 6070 - 6071. Retrieved 2009/09/26.