40314-06-5

Basic information

• Product Name: 4-METHYLPHTHALIMIDE 99
• Synonyms: 4-METHYLPHTHALIMIDE 99;4-Methykphthalimide;4-METHYLPHTHALIMIDE 96% C9H7NO2 FW161.16;5-Methylisoindoline-1,3-dione;5-Methyl-isoindole-1,3-dione
• CAS NO: 40314-06-5
• Molecular Formula: C₉H₇NO₂
• Molecular Weight: 161.15738
• Product Categories: Diels-Alder Adducts;M;Stains and Dyes;Stains&Dyes, A to
• Mol File: 40314-06-5.mol
• Article Data: 15

Chemical Properties

• Melting Point: 196.5-199.5 °C(lit.)
• Appearance: /
• Density: 1.301g/cm³
• Refractive Index: 1.598
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 10.09±0.20(Predicted)
• CAS DataBase Reference: 4-METHYLPHTHALIMIDE 99(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYLPHTHALIMIDE 99(40314-06-5)
• EPA Substance Registry System: 4-METHYLPHTHALIMIDE 99(40314-06-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 40314-06-5(Hazardous Substances Data)

Usage

General Description

4-Methylphthalimide 99 is a chemical compound with the molecular formula C9H7NO2. It is a white to off-white powder with a purity of 99%. 4-Methylphthalimide is commonly used as an intermediate in the synthesis of pharmaceuticals and as a building block in organic synthesis. It is also used in the production of dyes, pigments, and other industrial chemicals. The chemical is known for its high stability and reactivity, making it a valuable compound in various industrial applications.

InChI:InChI=1/C9H7NO2/c1-5-2-3-6-7(4-5)9(12)10-8(6)11/h2-4H,1H3,(H,10,11,12)

Upstream product

• 4316-23-8 4-methylphthalic acid 
• 57-13-6 urea 
• 19438-61-0 4-methylphthalic anhydride 
• 3317-61-1 5,5-Dimethyl-1-pyrroline N-oxide 
• 63089-50-9 4-methylphthalonitrile 
• 1608-47-5 4-Methyl-1,2-diiodobenzene 
• 77287-34-4 formamide 
• 874-60-2 4-methyl-benzoyl chloride 
• 33757-49-2 4-methyl-N-(quinolin-8-yl)benzamide 
• 4593-38-8 5-methylindan-1-one 
• 24623-20-9 2,3-dihydro-6-methyl-1H-inden-1-one 
• 64-18-6 formic acid 
• 309253-36-9 2-iodo-5-methyl benzamide 
• 52548-14-8 2-iodoyl-5-methylbenzoic acid 

Downstream Products

• 63089-47-4 4-methyl-phthalic acid diamide 
• 93282-20-3 5-methylisoindoline 
• 65399-03-3 5-methylisoindolin-1-one 
• 85090-26-2 5-methyl-2-phenylisoindoline-1,3-dione 
• 1369963-15-4 prop-2-en-1-yl 2-[(4'-chlorobiphenyl-4-yl)(methylsulfonyl)amino]-4-(5-methyl-1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)butanoate 
• 1153421-34-1 methyl 2-((methoxycarbonyl)amino)-5-methylbenzoate 
• 1356116-12-5 methyl 2-((methoxycarbonyl)amino)-4-methylbenzoate 
• 18595-17-0 methyl 4-methylanthranilate 
• 1438436-39-5 C₁₉H₁₉NO₂ 
• 1438436-40-8 C₁₉H₁₉NO₂ 
• 119596-20-2 2-(4-isopropylphenyl)-5-methylisoindoline-1,3-dione 
• 1606159-93-6 2-(cyclohex-2-en-1-yl)-5-methylisoindoline-1,3-dione 

Relevant articles and documents

Ni-Catalyzed Direct Carboxylation of Aryl C?H Bonds in Benzamides with CO2

The direct carboxylation of inert aryl C?H bond catalyzed by abundant and cheap nickel is still facing challenge. Herein, we report the Ni-catalyzed direct carboxylation of aryl C?H bonds in benzamides under 1 atm of CO2 to afford various methyl carboxylates or phthalimides, dealing with different post-processing. The reaction displays excellent functional group tolerance and affords moderate to high carboxylation yields under mild conditions. Detail mechanistic studies suggest that a Ni(0)?Ni(II)?Ni(I) catalytic cycle may be involved in this reaction. (Figure presented.).

Intramolecular Reductive Cyclization of o-Nitroarenes via Biradical Recombination

A visible-light-induced/thiourea-mediated intramolecular cyclization of o-nitroarenes under mild conditions is realized for the first time, which provides an efficient and environmentally friendly way to access pharmaceutical relevant quinazolinone derivatives. The reaction can be easily extended to gram level by using a continuous-flow setup with high efficiency. Mechanistic investigation including control experiments, transient fluorescence, UV-vis spectra, and DFT calculations suggests that the formation of active biradical intermediates via intramolecular single electron transfer (SET) is key stage in the catalytic cycle.

PPh3/I2/HCOOH: An efficient CO source for the synthesis of phthalimides

A straightforward and general method has been developed for the synthesis of phthalimide derivatives from 2-iodobenzamides and PPh3/I2/HCOOH in the presence of a catalytic amount of Pd(OAc)2. The reaction results demonstrate that PPh3/I2/HCOOH is a facile, efficient and safe CO source. The whole process is carried out in toluene at 80 °C and furnishes the desired products in good to excellent yields.