3-Phenylfuran-2,5-dione

Base Information

• Chemical Name: 3-Phenylfuran-2,5-dione
• CAS No.: 36122-35-7
• Molecular Formula: C10H6O3
• Molecular Weight: 174.156
• Hs Code.: 29173990
• European Community (EC) Number: 252-881-8
• NSC Number: 191772
• UNII: 4UE4F66S87
• DSSTox Substance ID: DTXSID70189699
• Nikkaji Number: J209.340E,J800.866C
• Wikidata: Q72502087
• ChEMBL ID: CHEMBL2270556
• Mol file: 36122-35-7.mol

Synonyms:Phenylmaleic anhydride;3-Phenylfuran-2,5-dione;36122-35-7;3-Phenyl-2,5-furandione;3-Phenyl-2,5-dihydrofuran-2,5-dione;3-Phenyl-furan-2,5-dione;2,5-Furandione, 3-phenyl-;MFCD00015472;Phenylmaleic anhydride, 99%;4UE4F66S87;EINECS 252-881-8;NSC-191772;Phenylmalecanhydrde;NSC191772;phenyl maleic anhydride;2-phenylmaleic anhydride;3-phenylmaleic anhydride;Phenyl maleic acid anhydride;alpha-phenyl-maleic anhydride;2-Ph-maleic anhydride radical;3-Phenyl-2,5-furandione #;SCHEMBL210321;UNII-4UE4F66S87;CHEMBL2270556;DTXSID70189699;BBL103441;STL557251;AKOS005257661;AC-1258;CS-W008262;NSC 191772;SB61102;SY049678;FT-0639298;P2096;EN300-98907;6M-041;J-523954;7-TRIFLUOROMETHYL-1,2,3,4-TETRAHYDRO-[2,6]NAPHTHYRIDINE

Chemical Property of 3-Phenylfuran-2,5-dione

Chemical Property:

• Appearance/Colour: light brown powder or needles
• Vapor Pressure: 7.94E-05mmHg at 25°C
• Melting Point: 120-122 °C(lit.)
• Refractive Index: 1.608
• Boiling Point: 341.6 °C at 760 mmHg
• Flash Point: 167.5 °C
• PSA: 43.37000
• Density: 1.358 g/cm³
• LogP: 1.15340
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Moisture Sensitive
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 174.031694049
• Heavy Atom Count: 13
• Complexity: 272

Purity/Quality:

98%,99%, ^*data from raw suppliers

Phenylmaleic Anhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn； Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=O)OC2=O

Technology Process of 3-Phenylfuran-2,5-dione

There total 43 articles about 3-Phenylfuran-2,5-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) + phenylacetylene (536-74-3) → 2-phenylmaleic anhydride (36122-35-7)

Guidance literature:

With copper dichloride; palladium dichloride; In 1,4-dioxane; water; at 20 ℃; for 9h; under 760 Torr;

DOI:10.1016/S0040-4039(01)01438-1

Reference yield: 94.3%

2-phenylsuccinic acid (635-51-8,10424-29-0) → 2-phenylmaleic anhydride (36122-35-7)

Guidance literature:

With selenium(IV) oxide; In acetic anhydride; for 12h; Heating;

DOI:10.1021/ja00364a031

Reference yield: 92.0%

phenylglyoxylic acid ethyl ester (1603-79-8) + acetic anhydride (108-24-7) → 2-phenylmaleic anhydride (36122-35-7)

Guidance literature:

With tributyl-amine; titanium tetrachloride; In dichloromethane; 1,2-dichloro-ethane; for 12h; Heating;

DOI:10.1016/j.tetlet.2006.01.134

upstream raw materials:

2-chloro-3-phenyl-succinic acid-anhydride

hydrogen cyanide

phenyl(formyl)acetonitrile

2-phenylsuccinic acid

Downstream raw materials:

11-phenyl-9,10-dihydro-9,10-ethano-anthracene-11,12-dicarboxylic acid-anhydride

2-phenyl-norborn-5-ene-2,3-dicarboxylic acid

phenylfumaric acid

(+/-)-1-phenyl-cyclohex-4-ene-1r,2c-dicarboxylic acid

Refernces

• 1、 Li, Jinheng,Li, Guoping,Jiang, Huanfeng,Chen, Mingcai. "A novel and efficient synthesis of maleic anhydrides by palladium-catalyzed dicarbonylation of terminal acetylenes in H2O/dioxane". . p. 6923 - 6924. Retrieved 2001.
• 2、 Miller et al.. "-". . p. 374. Retrieved 1949.
• 3、 Han, Zhengyu,Wang, Rui,Gu, Guoxian,Dong, Xiu-Qin,Zhang, Xumu. "Asymmetric hydrogenation of maleic anhydrides catalyzed by Rh/bisphosphine-thiourea: efficient construction of chiral succinic anhydrides". supporting information. p. 4226 - 4229. Retrieved 2017/04/21.
• 4、 Fox, Brian M.,Iio, Kiyosei,Li, Kexue,Choi, Rebeka,Inaba, Takashi,Jackson, Simon,Sagawa, Shoichi,Shan, Bei,Tanaka, Masahiro,Yoshida, Atsuhito,Kayser, Frank. "Discovery of pyrrolopyridazines as novel DGAT1 inhibitors". scheme or table. p. 6030 - 6033. Retrieved 2010/11/05.