2-(4-Methoxy-phenyl)-isoindole-1,3-dione

Base Information

• Chemical Name: 2-(4-Methoxy-phenyl)-isoindole-1,3-dione
• CAS No.: 2142-04-3
• Molecular Formula: C15H11 N O3
• Molecular Weight: 253.257
• Hs Code.: 2925190090
• NSC Number: 70407
• DSSTox Substance ID: DTXSID70290693
• Nikkaji Number: J443.323H
• Wikidata: Q82028463
• ChEMBL ID: CHEMBL1464423
• Mol file: 2142-04-3.mol

Synonyms:2-(4-Methoxy-phenyl)-isoindole-1,3-dione;2142-04-3;2-(4-Methoxyphenyl)isoindoline-1,3-dione;2-(4-methoxyphenyl)isoindole-1,3-dione;2-(4-Methoxyphenyl)-1H-isoindole-1,3(2H)-dione;N-(4-Methoxyphenyl)phthalimide;NSC70407;N-p-methoxyphenylphthalimide;Oprea1_396498;Oprea1_825579;MLS000687786;SCHEMBL2550387;CHEMBL1464423;DTXSID70290693;ZETLVSOYHDFNPZ-UHFFFAOYSA-N;HMS2740L16;AB1484;MFCD00429499;NSC-70407;STK033729;AKOS000485276;SB35400;NCGC00187709-01;BS-50453;SMR000283606;1,3-Isoindolinedione, 2-(4-methoxyphenyl);CS-0314199;10.14272/ZETLVSOYHDFNPZ-UHFFFAOYSA-N.1;SR-01000360885;doi:10.14272/ZETLVSOYHDFNPZ-UHFFFAOYSA-N.1;SR-01000360885-1;2-(4-Methoxyphenyl)-1H-isoindole-1,3(2H)-dione #;Z56924429

Chemical Property of 2-(4-Methoxy-phenyl)-isoindole-1,3-dione

Chemical Property:

• Vapor Pressure: 4.76E-08mmHg at 25°C
• Melting Point: 162 °C
• Boiling Point: 443.1°C at 760 mmHg
• PKA: 0.18±0.20(Predicted)
• Flash Point: 221.8°C
• PSA: 46.61000
• Density: 1.327g/cm³
• LogP: 2.56080
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 253.07389321
• Heavy Atom Count: 19
• Complexity: 350

Purity/Quality:

98% ^*data from raw suppliers

2-(4-Methoxy-phenyl)-isoindole-1,3-dione 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)N2C(=O)C3=CC=CC=C3C2=O

Technology Process of 2-(4-Methoxy-phenyl)-isoindole-1,3-dione

There total 71 articles about 2-(4-Methoxy-phenyl)-isoindole-1,3-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: 98.0%

carbon monoxide (201230-82-2) + o-iodo-methyl-benzoic acid (610-97-9) + 4-methoxy-aniline (104-94-9) → 2-(4-methoxyphenyl)isoindoline-1,3-dione (2142-04-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 1h; under 760.051 Torr; Schlenk technique;

DOI:10.1016/j.apcata.2018.04.043

Reference yield: 97.0%

phthalic anhydride (85-44-9) + 4-methoxy-aniline (104-94-9) → 2-(4-methoxyphenyl)isoindoline-1,3-dione (2142-04-3)

Guidance literature:

for 0.141667h; microwave irradiation;

DOI:10.1055/s-2002-19765

Reference yield: 97.0%

1,2-Diiodobenzene (615-42-9) + carbon monoxide (201230-82-2) + 4-methoxy-aniline (104-94-9) → 2-(4-methoxyphenyl)isoindoline-1,3-dione (2142-04-3)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; palladium 10% on activated carbon; In toluene; at 120 ℃; for 2h; under 4654.46 Torr; Autoclave;

DOI:10.1002/adsc.201100460

upstream raw materials:

phthalic anhydride

4-methoxy-aniline

N-vinylphthalimide

N-methyl-p-aminophenol

Downstream raw materials:

N-(4'-methoxyphenyl)phthalamic acid

3-hydroxy-2-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-isoindol-1-one

3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1H-isoindol-1-one

2,3-Dihydro-3-oxo-2-(p-methoxyphenyl)-1H-isoindole-1-acetic Acid

Refernces

• 1、 Leng, Sim Yoke,Ariffin, Azhar,Niyaz Khan. "Effects of mixed aqueous-organic solvents on the rate of intramolecular carboxylic group-catalyzed cleavage of N-(4′-Methoxyphenyl -phthalamic acid". . p. 316 - 325. Retrieved 2004.
• 2、 Wen, Xiaowei,Liu, Xiaojuan,Yang, Zhiqi,Xie, Menglan,Liu, Yuxi,Long, Lipeng,Chen, Zhengwang. "“On water” nano-Cu2O-catalyzed CO-free one-pot multicomponent cascade cyanation-annulation-aminolysis reaction toward phthalimides". supporting information. p. 1738 - 1743. Retrieved 2021/03/14.
• 3、 Samanta, Partha Kumar,Biswas, Papu. "Palladium Catalyzed Regioselective Synthesis of Substituted Biaryl Amides through Decarbonylative Arylation of Phthalimides". . p. 3968 - 3976. Retrieved 2019/03/26.