2-(1-Oxoisoindolin-2-yl)-2-phenylacetic acid

Base Information

• Chemical Name: 2-(1-Oxoisoindolin-2-yl)-2-phenylacetic acid
• CAS No.: 101004-95-9
• Molecular Formula: C16H13 N O3
• Molecular Weight: 267.28
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID30377636
• Mol file: 101004-95-9.mol

Synonyms:101004-95-9;2-(1-Oxoisoindolin-2-yl)-2-phenylacetic acid;2-(3-oxo-1H-isoindol-2-yl)-2-phenylacetic acid;2-(1-oxo-1,3-dihydro-2H-isoindol-2-yl)-2-phenylacetic acid;(1-Oxo-1,3-dihydro-2H-isoindol-2-yl)(phenyl)acetic acid;2-(1-oxo-2,3-dihydro-1H-isoindol-2-yl)-2-phenylacetic acid;1,3-Dihydro-1-oxo-alpha-phenyl-2H-Isoindole-2-acetic acid;2H-Isoindole-2-acetic acid, 1,3-dihydro-1-oxo-alpha-phenyl-;Oprea1_662754;SCHEMBL7741515;DTXSID30377636;BEA00495;MFCD02571658;AKOS015909327;SB64885;FT-0744172;2-(1-Oxoisoindolin-2-yl)-2-phenylaceticacid;D96428;11P-707;2H-Isoindole-2-aceticacid,1,3-dihydro-1-oxo-a-phenyl-;2H-Isoindole-2-acetic acid, 1,3-dihydro-1-oxo--phenyl-;1,3-DIHYDRO-1-OXO-A-PHENYL-2H-ISOINDOLE-2-ACETIC ACID

Chemical Property of 2-(1-Oxoisoindolin-2-yl)-2-phenylacetic acid

Chemical Property:

• Vapor Pressure: 7.89E-11mmHg at 25°C
• Refractive Index: 1.664
• Boiling Point: 500.3°Cat760mmHg
• PKA: 3.11±0.10(Predicted)
• Flash Point: 256.4°C
• PSA: 57.61000
• Density: 1.361g/cm³
• LogP: 2.40620
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 267.08954328
• Heavy Atom Count: 20
• Complexity: 389

Purity/Quality:

98%min ^*data from raw suppliers

2-(1-Oxo-1,3-dihydro-2H-isoindol-2-yl)-2-phenylacetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CC=CC=C2C(=O)N1C(C3=CC=CC=C3)C(=O)O

Technology Process of 2-(1-Oxoisoindolin-2-yl)-2-phenylacetic acid

There total 4 articles about 2-(1-Oxoisoindolin-2-yl)-2-phenylacetic acid 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: 95.2%

methyl-2-(1-oxoisoindolin-2-yl)-2-phenylacetate (96017-07-1) → 2-(1'-oxo-isoindoline)-2-phenylethanoic acid (101004-95-9,1164474-12-7)

Guidance literature:

With sodium hydroxide; at 100 ℃; for 0.5h;

Reference yield: 67.0%

phenylglycin (2835-06-5) + o-phthalic dicarboxaldehyde (643-79-8) → 2-(1'-oxo-isoindoline)-2-phenylethanoic acid (101004-95-9,1164474-12-7)

Guidance literature:

With acetic acid; for 0.166667h; Heating;

DOI:10.1039/c39850001183

Reference yield:

methyl 2-bromomethylbenzoate (2417-73-4) → 2-(1'-oxo-isoindoline)-2-phenylethanoic acid (101004-95-9,1164474-12-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 69.5 percent / Triethylamine / methanol / 36 h / Heating

2: 95.2 percent / Aq_. NaOH / 0.5 h / 100 °C

With sodium hydroxide; triethylamine; In methanol;

upstream raw materials:

methyl-2-(1-oxoisoindolin-2-yl)-2-phenylacetate

phenylglycin

o-phthalic dicarboxaldehyde

methyl 2-bromomethylbenzoate

Downstream raw materials:

Dimethyl 3-Phenyl-5H-pyrrolo<2,1-a>isoindole-1,2-dicarboxylate

α-(1-oxoisoindolin-2-yl)phenylacetamide

Refernces

• 1、 Grigg, Ronald,Gunaratne, H. Q. Nimal,Sridharan, Visuvanathar. "A Simple One-step Synthesis of N-Substituted Isoindolin-1-ones. Diastereofacially Selective Protonation of an Intermediate Isoindolinol". . p. 1183 - 1184. Retrieved 2007/10/02.