Diphenyl carbonate

Base Information

• Chemical Name: Diphenyl carbonate
• CAS No.: 102-09-0
• Deprecated CAS: 98287-56-0
• Molecular Formula: C13H10O3
• Molecular Weight: 214.221
• Hs Code.: 29209010
• European Community (EC) Number: 203-005-8
• NSC Number: 37087
• UNII: YWV401IDYN
• DSSTox Substance ID: DTXSID3020540
• Nikkaji Number: J5.004K
• Wikipedia: Diphenyl_carbonate
• Wikidata: Q413098
• Metabolomics Workbench ID: 55023
• ChEMBL ID: CHEMBL3188080
• Mol file: 102-09-0.mol

Synonyms:DIPHENYL CARBONATE;102-09-0;Carbonic acid, diphenyl ester;Diphenylcarbonate;Phenyl carbonate;Phenyl carbonate ((PhO)2CO);Carbonic Acid Diphenyl Ester;HSDB 5346;Ph2CO3;EINECS 203-005-8;UNII-YWV401IDYN;(PhO)2CO;NSC 37087;YWV401IDYN;BRN 1074863;AI3-00063;DTXSID3020540;CHEBI:34722;NSC-37087;EC 203-005-8;phenoxy ketone;Phenol carbonate;diphenylcarbonat-;diphenyl-carbonate;MFCD00003037;Carbonic acid diphenyl;WLN: ROVOR;Cambridge id 6944698;SCHEMBL18073;BIDD:ER0260;DTXCID30540;DIPHENYL CARBONATE [MI];CHEMBL3188080;DIPHENYL CARBONATE [HSDB];NSC37087;Tox21_200150;STL185617;AKOS002275760;LS-7366;NCGC00248543-01;NCGC00257704-01;BS-14177;CAS-102-09-0;Diphenyl carbonate, ReagentPlus(R), 99%;FT-0625229;EN300-36556;A800511;Diphenyl carbonate 100 microg/mL in Acetonitrile;Diphenyl carbonate, Vetec(TM) reagent grade, 98%;Q413098;SR-01000246916;Q-201005;SR-01000246916-1;Z28228668;F3096-1220

Chemical Property of Diphenyl carbonate

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 0.000899mmHg at 25°C
• Melting Point: 79-82 °C(lit.)
• Refractive Index: 1.575
• Boiling Point: 304 °C at 760 mmHg
• Flash Point: 119.4 °C
• PSA: 35.53000
• Density: 1,3 g/cm³
• LogP: 3.26440
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Insoluble
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 214.062994177
• Heavy Atom Count: 16
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

Diphenyl carbonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-20
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Other Aromatic Compounds
• Canonical SMILES: C1=CC=C(C=C1)OC(=O)OC2=CC=CC=C2
• Uses: In the molten state as solvent for nitrocellulose. Estrogenic activity of Diphenyl Carbonate by yeast 2-hybrid assay was studied.

Technology Process of Diphenyl carbonate

There total 201 articles about Diphenyl carbonate 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: 95.0%

→ bis(phenyl) carbonate (102-09-0) + diphenylcyclopropenone (886-38-4)

Guidance literature:

Reference yield: 71.4%

methyl phenyl carbonate (13509-27-8) → bis(phenyl) carbonate (102-09-0) + carbonic acid dimethyl ester (616-38-6)

Guidance literature:

With SiO₂ supported 15 wt% MoO₃ ; at 200 ℃; for 2h; Reagent/catalyst; Kinetics; Inert atmosphere;

DOI:10.1016/j.molcata.2014.11.014

Reference yield: 41.0%

5,5-dimethyl-2,2-diphenoxy-Δ3-1,3,4-oxadiazoline (308086-26-2) → bis(phenyl) carbonate (102-09-0) + tetraphenoxyethene (4895-47-0) + 1,1-diphenoxy-2-methylpropene (68438-61-9) + propan-2-one azine (627-70-3)

Guidance literature:

at 110 ℃; for 24h; Kinetics;

DOI:10.1139/cjc-79-3-319

upstream raw materials:

pyridine

Carbonyl fluoride

benzene

phenol

Downstream raw materials:

piperazine-1,4-dicarboxylic acid diphenyl ester

methyl phenyl carbonate

4-n-propyl phenyl carbonate

N,N′-hexanediyl bis-carbamic acid diphenyl ester

Refernces

• 1、 Jia, Bingying,Wu, Miaojiang,Zhang, Hua,Zeng, Yi,Wang, Gongying. "Ti functionalized hierarchical-pore UiO-66(Zr/Ti) catalyst for the transesterification of phenyl acetate and dimethyl carbonate". . p. 16981 - 16989. Retrieved 2019.
• 2、 Kanega, Ryoichi,Ogihara, Hitoshi,Yamanaka, Ichiro. "Electrosynthesis of diphenyl carbonate catalyzed by Pd2+/0 (in situ NHC) redox catalyst promoted at Au anode". . p. 9497 - 9508. Retrieved 2015.
• 3、 Wang, Songlin,Li, Changgong,Xiao, Zhongliang,Chen, Tong,Wang, Gongying. "Highly efficient and stable PbO-ZrO2 catalyst for the disproportionation of methyl phenyl carbonate to synthesize diphenyl carbonate". . p. 26 - 33. Retrieved 2016.
• 4、 Suzuki, Hitomi,Nishioka, Yoshinobu. "Tellurobromic Acid Diesters; Preparation and Properties". . p. 2117 - 2118. Retrieved 1989.
• 5、 Wang, Songlin,Niu, Hongying,Wang, Jianji,Chen, Tong,Wang, Gongying,Zhang, Jiamin. "Highly effective transformation of methyl phenyl carbonate to diphenyl carbonate with recyclable Pb nanocatalyst". . p. 20415 - 20423. Retrieved 2019.
• 6、 Hashimoto, Yuka,Hosokawa, Sasuga,Liang, Fengying,Suzuki, Yuto,Dai, Namin,Tana, Gegen,Eda, Kazuo,Kakiuchi, Toshifumi,Okazoe, Takashi,Harada, Hidefumi,Tsuda, Akihiko. "Photo-on-Demand Base-Catalyzed Phosgenation Reactions with Chloroform: Synthesis of Arylcarbonate and Halocarbonate Esters". . p. 9811 - 9819. Retrieved 2021.
• 7、 Linsen, Koen J. L.,Libens, Jo,Jacobs, Pierre A.. "A new heterogeneous catalyst for the oxidative carbonylation of phenol to diphenyl carbonate". . p. 2728 - 2729. Retrieved 2002.
• 8、 Lapidus,Pirozhkov,Sukhov. "Oxidative carbonylation of phenol". . p. 1113 - 1117. Retrieved 1999.
• 9、 Wang, Liping,Wang, Gongying,Wang, Fan. "An active and heterogeneous catalyst for synthesis of diphenyl carbonate". . p. 613 - 615. Retrieved 2015.
• 10、 Zhang, Yulian,Xiang, Shuanglong,Wang, Guoqing,Jiang, Hong,Xiong, Chunrong. "Preparation and application of coconut shell activated carbon immobilized palladium complexes". . p. 1055 - 1063. Retrieved 2014.