Diphenic anhydride

Base Information

• Chemical Name: Diphenic anhydride
• CAS No.: 6050-13-1
• Molecular Formula: C14H8O3
• Molecular Weight: 224.216
• Hs Code.: 29173990
• European Community (EC) Number: 227-950-0
• NSC Number: 116225,67689
• DSSTox Substance ID: DTXSID0064094
• Nikkaji Number: J208.326D
• Wikidata: Q72472986
• ChEMBL ID: CHEMBL1897807
• Mol file: 6050-13-1.mol

Synonyms:diphenic anhydride

Chemical Property of Diphenic anhydride

Chemical Property:

• Appearance/Colour: beige - white Crystalline Powder
• Vapor Pressure: 2.14E-07mmHg at 25°C
• Melting Point: 225-227 °C
• Refractive Index: 1.637
• Boiling Point: 424 °C at 760 mmHg
• Flash Point: 212 °C
• PSA: 47.28000
• Density: 1.335 g/cm³
• LogP: 2.30640
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Moisture Sensitive
• Water Solubility.: decomposes
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 224.047344113
• Heavy Atom Count: 17
• Complexity: 304

Purity/Quality:

99% ^*data from raw suppliers

Diphenic Anhydride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-7/8-24/25-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=CC=CC=C3C(=O)OC2=O

Technology Process of Diphenic anhydride

There total 26 articles about Diphenic anhydride 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: 89.0%

diphenic acid (863305-32-2) → biphenyl-2,2'-dicarboxylic acid anhydride (6050-13-1)

Guidance literature:

With acetic anhydride; for 1h; Heating;

Reference yield: 56.0%

phenanthrene (85-01-8) → phthalic anhydride (85-44-9) + biphenyl-2,2'-dicarboxylic acid anhydride (6050-13-1) + 9,10-phenanthrenequinone (84-11-7)

Guidance literature:

With ruthenium trichloride; sodium periodate; In dichloromethane; water; acetonitrile; at 21.84 ℃; for 4h;

DOI:10.1002/chem.201800423

Reference yield: 55.0%

isobutyl vinyl ether (109-53-5,9003-44-5) + 9,10-phenanthrenequinone (84-11-7) → biphenyl-2,2'-dicarboxylic acid anhydride (6050-13-1)

Guidance literature:

With ozone; In dichloromethane; at 0 ℃;

DOI:10.1021/jo00023a026

upstream raw materials:

diphenic acid

9-oxo-9H-fluorene-4-carboxylic acid

acetic anhydride

acetic acid

Downstream raw materials:

2'-(α-hydroxy-benzhydryl)-biphenyl-2-carboxylic acid

2-[2-(α-hydroxy-benzhydryl)-phenyl]-benzophenone

diphenic acid

2'-(3,4-dimethyl-benzoyl)-biphenyl-2-carboxylic acid

Refernces

• 1、 Wang, Peng,Killian, Michelle M.,Saber, Mohamed R.,Qiu, Tian,Yap, Glenn P. A.,Popescu, Codrina V.,Rosenthal, Joel,Dunbar, Kim R.,Brunold, Thomas C.,Riordan, Charles G.. "Electronic, Magnetic, and Redox Properties and O2 Reactivity of Iron(II) and Nickel(II) o-Semiquinonate Complexes of a Tris(thioether) Ligand: Uncovering the Intradiol Cleaving Reactivity of an Iron(II) o-Semiquinonate Complex". . p. 10481 - 10495. Retrieved 2017.
• 2、 Nowicka, Ewa,Clarke, Tomos J.,Sankar, Meenakshisundaram,Jenkins, Robert L.,Knight, David W.,Golunski, Stanislaw,Hutchings, Graham J.,Willock, David J.,Francisco, Manuel,Taylor, Stuart H.. "Oxidation of Polynuclear Aromatic Hydrocarbons using Ruthenium-Ion-Catalyzed Oxidation: The Role of Aromatic Ring Number in Reaction Kinetics and Product Distribution". . p. 655 - 662. Retrieved 2018/01/26.
• 3、 Tarasenko, Marina,Duderin, Nikolay,Sharonova, Tatyana,Baykov, Sergey,Shetnev, Anton,Smirnov, Alexey V.. "Room-temperature synthesis of pharmaceutically important carboxylic acids bearing the 1,2,4-oxadiazole moiety". supporting information. p. 3672 - 3677. Retrieved 2017/08/23.