Dibenzyl carbonate

Base Information

• Chemical Name: Dibenzyl carbonate
• CAS No.: 3459-92-5
• Molecular Formula: C15H14O3
• Molecular Weight: 242.274
• Hs Code.: 29209090
• European Community (EC) Number: 222-401-1
• NSC Number: 406789
• UNII: 99TJK14RPZ
• DSSTox Substance ID: DTXSID3063041
• Nikkaji Number: J216.132J
• Wikidata: Q72463592
• Mol file: 3459-92-5.mol

Synonyms:Dibenzyl carbonate;3459-92-5;Carbonic acid, bis(phenylmethyl) ester;Benzyl carbonate;Carbonic acid, dibenzyl ester;Carbonic Acid Dibenzyl Ester;99TJK14RPZ;EINECS 222-401-1;NSC 406789;NSC-406789;AI3-05836;Dibenzylcarbonate;Dibenzyl carbonate, 99%;UNII-99TJK14RPZ;SCHEMBL37382;LEVOCABASTINEHYDROCHLORIDE;DTXSID3063041;MFCD00014436;NSC406789;AKOS005257025;AS-57014;C1600;CS-0187349;FT-0624650;D89435;A822316;J-019674

Chemical Property of Dibenzyl carbonate

Chemical Property:

• Appearance/Colour: Colorless low melting solid
• Vapor Pressure: 2.29E-05mmHg at 25°C
• Melting Point: 29-33 °C(lit.)
• Refractive Index: 1.5485
• Boiling Point: 360 °C at 760 mmHg
• Flash Point: 138.4 °C
• PSA: 35.53000
• Density: 1.157 g/cm³
• LogP: 3.54000
• Sensitive.: Air Sensitive
• Solubility.: Sparingly Soluble (0.099 g/L) (25°C).
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 242.094294304
• Heavy Atom Count: 18
• Complexity: 216

Purity/Quality:

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

Dibenzyl Carbonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)OCC2=CC=CC=C2
• Uses: Ionic liquids can effectively accelerate slow N-benzylation reactions utilizing dibenzyl carbonate as an alkylating reagent. Dibenzyl carbonate (DBzlC) has been used to benzylate phenylacetonitrile, benzyl phenylacetate and phenol. Selective N, N-dibenzylation of primary aliphatic amines was carried with dibenzyl carbonate in the presence of phosphonium salts.

Technology Process of Dibenzyl carbonate

There total 96 articles about Dibenzyl 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: 99.0%

N,N-dimethylformamide dibenzyl acetal (2016-04-8) → DBC (3459-92-5)

Guidance literature:

With carbon dioxide; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 100 ℃; for 12h; under 7500.75 Torr; Temperature; Reagent/catalyst; Solvent; Autoclave;

Reference yield: 96.0%

[2-azido-3-(benzyloxycarbonylamino)propyl]carbamic acid benzyl ester (159638-09-2) → DBC (3459-92-5) + 5-azido-1,3-diazacyclohex-2-one + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With caesium carbonate; In acetonitrile; at 70 ℃; for 48h;

DOI:10.1016/S0040-4039(00)73394-6

Reference yield: 96.0%

carbon dioxide (124-38-9,18923-20-1) + benzyl alcohol (100-51-6,185532-71-2) → DBC (3459-92-5)

Guidance literature:

With dichloromethane; caesium carbonate; In 1-methyl-pyrrolidin-2-one; at 100 ℃; for 12h; under 760.051 Torr;

DOI:10.1016/j.tet.2010.10.051

upstream raw materials:

phosgene

benzyl potassium

benzyl ethyl carbonate

benzyl chloroformate

Downstream raw materials:

2-benzyloxycarbonylaminoethylamine

benzyl 2,3-diphenylpropionate

2,3-diphenylpropionitrile

phenyl benzyl ketone

Refernces

• 1、 Liu, Chun,Liu, Kai. "Synthesis of dimethyl carbonate from methanol and CO2under low pressure". . p. 35711 - 35717. Retrieved 2021/12/04.
• 2、 Dobi, Zoltán,Reddy, B. Narendraprasad,Renders, Evelien,Van Raemdonck, Laurent,Mensch, Carl,De Smet, Gilles,Chen, Chen,Bheeter, Charles,Sergeyev, Sergey,Herrebout, Wouter A.,Maes, Bert U. W.. "Carbamate Synthesis Using a Shelf-Stable and Renewable C1 Reactant". . p. 3103 - 3114. Retrieved 2019/06/24.