Dibenzyl Carbonate - ≥98%(GC) , CAS No.3459-92-5

CAS: 3459-92-5 Cat. No.: D155961 Molecular Weight: 242.27 EC Number: 222-401-1

GRADE & PURITY ≥98%(GC)

Synonyms

A822316 | Dibenzylcarbonate | NSC406789 | NSC-406789 | AKOS005257025 | D89435 | C1600 | PIZLBWGMERQCOC-UHFFFAOYSA-N | DTXSID3063041 | J-019674 | Dibenzyl carbonate | SCHEMBL37382 | Carbonic Acid Dibenzyl Ester | EINECS 222-401-1 | AI3-05836 | NSC 406789 |

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Dibenzyl carbonate (DBC) is commonly used as a benzylating agent. Dimethyl carbonate and excess of benzyl alcohol undergoes transesterification in the presence of CsF/α-Al2O3 (cesium fluoride/aluminum oxide) to form DBC. The formation of N,N-dibenzyl derivatives by the reaction of primary aliphatic amines with DBC in the presence of phosphonium salts has been investigated；
Dibenzyl carbonate may be used in the synthesis of the following via benzylation reaction:
• Benzyl phenyl ether from phenol. 
• 2,3-Diphenylpropionitrile from phenylacetonitrile. 
• Benzyl 2,3-diphenylpropionate from benzyl phenyl acetate

Specifications

Synonyms

A822316 | Dibenzylcarbonate | NSC406789 | NSC-406789 | AKOS005257025 | D89435 | C1600 | PIZLBWGMERQCOC-UHFFFAOYSA-N | DTXSID3063041 | J-019674 | Dibenzyl carbonate | SCHEMBL37382 | Carbonic Acid Dibenzyl Ester | EINECS 222-401-1 | AI3-05836 | NSC 406789 |

Specifications & Purity

≥98%(GC)

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%(GC)

Names and Identifiers

• Pubchem Sid: 504755134
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504755134
• Canonical Smiles: C1=CC=C(C=C1)COC(=O)OCC2=CC=CC=C2
• IUPAC Name: dibenzyl carbonate
• InChIKey: PIZLBWGMERQCOC-UHFFFAOYSA-N
• INCHI: 1S/C15H14O3/c16-15(17-11-13-7-3-1-4-8-13)18-12-14-9-5-2-6-10-14/h1-10H,11-12H2
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)OCC2=CC=CC=C2
• WGK Germany: 3
• Molecular Weight: 242.27
• Reaxy-Rn: 1882864
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1882864&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzyloxycarbonyls

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzyloxycarbonyls
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzyloxycarbonyls
• Alternative Parents: Carbonic acid diesters Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Benzyloxycarbonyl - Carbonic acid diester - Carbonic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: paringly Soluble (0.099 g/L) (25°C)
• Sensitivity: air sensitive
• Refractive Index: 1.5485
• Flash Point(°F): 230°F
• Flash Point(°C): >110 °C
• Boil Point(°C): 150-155°/0.8mm
• Melt Point(°C): 29-33°C
• Molecular Weight: 242.270 g/mol
• XLogP3: 3.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 242.094 Da
• Monoisotopic Mass: 242.094 Da
• Topological Polar Surface Area: 35.500 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 216.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1