N-(2-Biphenylyl)phthalic acid imide

Base Information

• Chemical Name: N-(2-Biphenylyl)phthalic acid imide
• CAS No.: 14835-59-7
• Molecular Formula: C20H13 N O2
• Molecular Weight: 299.329
• Hs Code.: 2925190090
• NSC Number: 83187
• DSSTox Substance ID: DTXSID70163974
• Nikkaji Number: J108.379A
• Wikidata: Q83032990
• ChEMBL ID: CHEMBL97308
• Mol file: 14835-59-7.mol

Synonyms:N-(2-Biphenylyl)phthalic acid imide;14835-59-7;Phthalimide, N-2-biphenylyl-;2-(2-phenylphenyl)isoindole-1,3-dione;1H-Isoindole-1,3(2H)-dione, 2-[1,1'-biphenyl]-2-yl-;NSC83187;CHEMBL97308;SCHEMBL9067222;DTXSID70163974;NGYOQODFXPCRIQ-UHFFFAOYSA-N;NSC 83187;NSC-83187;1H-Isoindole-1, 2-[1,1'-biphenyl]-2-yl-;2-[1,1'-Biphenyl]-2-yl-1H-isoindole-1,3(2H)-dione

Chemical Property of N-(2-Biphenylyl)phthalic acid imide

Chemical Property:

• Vapor Pressure: 4.47E-10mmHg at 25°C
• Melting Point: 165-166 °C
• Boiling Point: 498.6°Cat760mmHg
• PKA: -0.58±0.20(Predicted)
• Flash Point: 232.5°C
• PSA: 37.38000
• Density: 1.289g/cm³
• LogP: 4.21920
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 299.094628657
• Heavy Atom Count: 23
• Complexity: 444

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=CC=C2N3C(=O)C4=CC=CC=C4C3=O

Technology Process of N-(2-Biphenylyl)phthalic acid imide

There total 3 articles about N-(2-Biphenylyl)phthalic acid imide 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: 94.0%

N-phenylphthalimide (520-03-6) + benzoic acid (65-85-0,8013-63-6) → 2-(biphenyl-2-yl)-1H-isoindole-1,3(2H)-dione (14835-59-7)

Guidance literature:

With [Fe(ethylenediaminetetraacetate)]^(1-); dihydrogen peroxide; palladium diacetate; sodium hydroxide; In water; at 20 ℃; for 0.25h; pH=7.2 - 7.8;

DOI:10.1002/adsc.201201085

Reference yield: 85.0%

phthalic anhydride (85-44-9) + 2-phenylaniline (90-41-5) → 2-(biphenyl-2-yl)-1H-isoindole-1,3(2H)-dione (14835-59-7)

Guidance literature:

In N,N-dimethyl-formamide; for 1h; Microwave irradiation; Reflux;

DOI:10.1016/j.tetlet.2010.02.092

Reference yield:

→ 2-(biphenyl-2-yl)-1H-isoindole-1,3(2H)-dione (14835-59-7)

Guidance literature:

upstream raw materials:

phthalic anhydride

2-phenylaniline

N-phenylphthalimide

benzoic acid

Downstream raw materials:

2-phenanthridin-6-yl-benzoic acid

2-phenanthridin-6-yl-benzoic acid methyl ester

14b-benzyl-isoindolo<2,1-f>phenanthridin-10(14bH)-one

isoindolo<2,1-f>phenanthridin-10(14bH)-one

Refernces

• 1、 Sharma, Sugandha,Khan, Imran A.,Saxena, Anil K.. "Room temperature palladium-catalyzed decarboxylative acyl/aroylation using [Fe(III)(EDTA)(η2-O2)]3- as oxidant at biological pH". supporting information. p. 673 - 678. Retrieved 2013/04/10.
• 2、 Upadhyay, Sunil K.,Pingali, Subramanya R.K.,Jursic, Branko S.. "Comparison of microwave-assisted and conventional preparations of cyclic imides". experimental part. p. 2215 - 2217. Retrieved 2010/05/18.