2-methyl-1H-benz[de]isoquinoline-1,3(2H)-dione

Base Information

• Chemical Name: 2-methyl-1H-benz[de]isoquinoline-1,3(2H)-dione
• CAS No.: 2382-08-3
• Molecular Formula: C13H9NO2
• Molecular Weight: 211.22
• Hs Code.: 2933990090
• Mol file: 2382-08-3.mol

Synonyms:Naphthalimide,N-methyl- (6CI,7CI,8CI);N-Methyl-1,8-naphthalenedicarboximide;N-Methyl-1,8-naphthalimide;N-Methylnaphthalene-1,8-dicarboxylic acid imide;N-Methylnaphthalimide;2-Methylbenzo[de]isoquinoline-1,3-dione;2-Methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione;2-Methyl-2,3-dihydro-1H-benzo[de]isoquinoline-1,3-dione;

Chemical Property of 2-methyl-1H-benz[de]isoquinoline-1,3(2H)-dione

Chemical Property:

• Vapor Pressure: 5.28E-06mmHg at 25°C
• Refractive Index: 1.694
• Boiling Point: 380.9 °C at 760 mmHg
• Flash Point: 181.3 °C
• PSA: 39.07000
• Density: 1.348 g/cm³
• LogP: 1.48970

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-methyl-1H-benz[de]isoquinoline-1,3(2H)-dione

There total 21 articles about 2-methyl-1H-benz[de]isoquinoline-1,3(2H)-dione 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: 100.0%

1,8-Naphthalic anhydride (81-84-5) + methylamine (74-89-5) → N-methylnaphthalimide (2382-08-3)

Guidance literature:

In ethanol; water; at 20 ℃; for 72h; Inert atmosphere;

DOI:10.1016/j.jorganchem.2012.06.035

Reference yield: 90.0%

4-bromo-N-methyl-1,8-naphthalimide (4116-90-9) + 3-dimethylaminopropiononitrile (1738-25-6) → N-methylnaphthalimide (2382-08-3) + 6-(dimethylamino)-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione (89393-97-5)

Guidance literature:

In methanol; at 130 ℃; Rate constant; Kinetics; Thermodynamic data; sealed tube; other temperature;

Reference yield: 87.0%

4-chloro-N-methyl-1,8-naphthalimide (4118-33-6) + 3-dimethylaminopropiononitrile (1738-25-6) → N-methylnaphthalimide (2382-08-3) + 6-(dimethylamino)-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione (89393-97-5)

Guidance literature:

In methanol; at 130 ℃; Rate constant; sealed tube;;

upstream raw materials:

1,8-Naphthalic anhydride

methylamine

N-(2-cyanoethyl)-N-methylamine

4-bromo-N-methyl-1,8-naphthalimide

Downstream raw materials:

N,N'-Dimethylperylene-3,4,9,10-biscarboximide

2-Methyl-1,3-dihydrobenzisoquinoline

2-methyl-2,3-dihydro-benzo[de]isoquinolin-1-one

3-nitro-N-methyl-1,8-naphthalimide

Refernces

Photoaddition of Alkenes to N-Methyl-1,8-naphthalimide in Methanol. Evidence for the Mechanism of the Formation of the Tetracyclic Adducts.

10.1021/jo00392a021

The research focuses on the photoaddition of alkenes to N-methyl-1,8-naphthalimide (NMN) in methanol, resulting in the formation of novel tetracyclic imides. The study aimed to understand the mechanism behind the formation of these adducts, which was proposed to involve photostimulated electron transfer from the alkene to NMN, followed by radical coupling and addition of methanol to the resultant radical cation-radical anion pair. The researchers used a variety of chemicals in their experiments, including α-methylstyrene (α-MS), 1,1-diphenylethylene, pentadeuterio-α-methylstyrene (16), and 1,1-diphenylethene (DPE), to establish the regiochemistry and stereochemistry of the reaction. The conclusions drawn from the study provided evidence supporting the proposed mechanism and highlighted the significant impact of π-conjugation on the reactivity of aromatic imides in photochemical reactions.

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