2-(9-Oxoxanthen-2-yl)propionic Acid

Base Information

• Chemical Name: 2-(9-Oxoxanthen-2-yl)propionic Acid
• CAS No.: 30087-33-3
• Molecular Formula: C16H12 O4
• Molecular Weight: 268.269
• European Community (EC) Number: 805-889-6
• DSSTox Substance ID: DTXSID80952497
• Nikkaji Number: J395.397A
• Mol file: 30087-33-3.mol

Synonyms:9-oxoxanthen-2-yl-alpha-propionic acid;Y 5554;Y-5554

Chemical Property of 2-(9-Oxoxanthen-2-yl)propionic Acid

Chemical Property:

• Vapor Pressure: 3.16E-10mmHg at 25°C
• Melting Point: 164.0 to 174.0 °C
• Boiling Point: 485.2°Cat760mmHg
• Flash Point: 185.9°C
• PSA: 67.51000
• Density: 1.352g/cm³
• LogP: 3.13430
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 268.07355886
• Heavy Atom Count: 20
• Complexity: 405

Purity/Quality:

97% ^*data from raw suppliers

2-(9-Oxoxanthen-2-yl)propionic Acid >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC2=C(C=C1)OC3=CC=CC=C3C2=O)C(=O)O

Technology Process of 2-(9-Oxoxanthen-2-yl)propionic Acid

There total 4 articles about 2-(9-Oxoxanthen-2-yl)propionic 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:

C16H14O5 → 2-(9-oxoxanthene-2-yl)propionic acid (30087-33-3)

Guidance literature:

With sulfuric acid; at 85 ℃; for 2h;

DOI:10.1016/j.bmcl.2014.11.084

Reference yield:

2-xanthoneacetic acid methyl ester (78096-25-0) + methyl iodide (74-88-4) → 2-(9-oxoxanthene-2-yl)propionic acid (30087-33-3)

Guidance literature:

2-xanthoneacetic acid methyl ester; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at -78 - 20 ℃; Further stages; Inert atmosphere;

Reference yield:

2-Iodobenzoic acid (88-67-5) → 2-(9-oxoxanthene-2-yl)propionic acid (30087-33-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: caesium carbonate / 1,4-dioxane / 0.17 h / 20 °C / Inert atmosphere

1.2: Inert atmosphere; Reflux

2.1: sulfuric acid / 2 h / 85 °C

With sulfuric acid; caesium carbonate; In 1,4-dioxane; 1.1: |Ullmann Condensation / 2.1: |Friedel-Crafts Acylation;

DOI:10.1016/j.bmcl.2014.11.084

upstream raw materials:

2-xanthoneacetic acid methyl ester

methyl iodide

2-Iodobenzoic acid

2-(4-Hydroxy-phenyl)-propionic acid