4-Methylphthalimide

Base Information

• Chemical Name: 4-Methylphthalimide
• CAS No.: 40314-06-5
• Molecular Formula: C9H7 N O2
• Molecular Weight: 161.16
• Hs Code.: 2925190090
• European Community (EC) Number: 821-841-7
• DSSTox Substance ID: DTXSID40408788
• Nikkaji Number: J1.700.002K
• Wikidata: Q82214384
• Mol file: 40314-06-5.mol

Synonyms:4-Methylphthalimide;40314-06-5;5-methylisoindoline-1,3-dione;5-methylisoindole-1,3-dione;MFCD05155224;5-methyl-1H-isoindole-1,3(2H)-dione;4-METHYLPHTHALIMIDE 99;4-Methykphthalimide;4-Methylphthalimide, 99%;SCHEMBL145900;DTXSID40408788;UKRUJPIJOJHCOB-UHFFFAOYSA-N;AKOS009486521;SB66179;AM803853;AS-39489;PD167328;SY102152;5-METHYL-2H-ISOINDOLE-1,3-DIONE;CS-0046969;FT-0654340;5-methyl-2,3-dihydro-1H-isoindole-1,3-dione;EN300-1262543;A825048;Z424792858

Chemical Property of 4-Methylphthalimide

Chemical Property:

• Melting Point: 196.5-199.5 °C(lit.)
• Refractive Index: 1.598
• PKA: 10.09±0.20(Predicted)
• PSA: 46.17000
• Density: 1.301g/cm³
• LogP: 1.20740
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 161.047678466
• Heavy Atom Count: 12
• Complexity: 237

Purity/Quality:

98%min ^*data from raw suppliers

4-methylphthalimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)C(=O)NC2=O

Technology Process of 4-Methylphthalimide

There total 20 articles about 4-Methylphthalimide 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: 95.0%

formic acid (64-18-6) + 2-iodo-5-methyl benzamide (309253-36-9) → 5-methyl-1H-isoindole-1,3-(2H)-dione (40314-06-5)

Guidance literature:

With iodine; palladium diacetate; triethylamine; triphenylphosphine; In toluene; at 80 ℃; for 2h;

DOI:10.1016/j.tet.2019.01.023

Reference yield: 91.0%

4-methylphthalic anhydride (19438-61-0) → 5-methyl-1H-isoindole-1,3-(2H)-dione (40314-06-5)

Guidance literature:

With choline chloride; urea; at 140 ℃; for 1h; Green chemistry;

DOI:10.1007/s11696-019-00969-6

Reference yield: 86.0%

2-(6-methoxyquinolin-8-yl)-5-methylisoindoline-1,3-dione → 5-methyl-1H-isoindole-1,3-(2H)-dione (40314-06-5)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 14h; Inert atmosphere;

DOI:10.1002/adsc.202101285

upstream raw materials:

4-methylphthalic acid

urea

4-methylphthalic anhydride

5,5-Dimethyl-1-pyrroline N-oxide

Downstream raw materials:

2-cyclohexyl-5-methylisoindoline-1,3-dione

N-cyclohexylphthalimide

Refernces

• 1、 Liu, Luxiao,Zhang, Hong-Yu,Yin, Guohui,Zhang, Yuecheng,Zhao, Jiquan. "Synthesis of N-unsubstituted cyclic imides from anhydride with urea in deep eutectic solvent (DES) choline chloride/urea". . p. 1351 - 1357. Retrieved 2019/11/19.
• 2、 Xie, Lijuan,Lu, Cong,Jing, Dong,Ou, Xinrui,Zheng, Ke. "Metal-Free Synthesis of Polycyclic Quinazolinones Enabled by a (NH4)2S2O8-Promoted Intramolecular Oxidative Cyclization". supporting information. p. 3649 - 3653. Retrieved 2019/06/04.