dibenzyl carbonate

• ChemBase ID: 145180
• Molecular Formular: C15H14O3
• Molecular Mass: 242.26986
• Monoisotopic Mass: 242.09429431
• SMILES: c1ccc(cc1)COC(=O)OCc1ccccc1
• Canonical SMILES: O=C(OCc1ccccc1)OCc1ccccc1
• InChI: 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
• InChIKey: PIZLBWGMERQCOC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dibenzyl carbonate
• IUPAC Traditional name: dibenzyl carbonate
• Synonyms: Dibenzyl carbonate; Benzyl carbonate; Carbonic acid dibenzyl ester; Dibenzyl carbonate; 碳酸二苄酯

Database IDs

• CAS Number: 3459-92-5
• EC Number: 222-401-1
• MDL Number: MFCD00014436
• Beilstein Number: 1882864
• PubChem SID: 162239390; 24871426
• PubChem CID: 77002

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.9907856
• LogD (pH = 7.4): 3.9907856
• Log P: 3.9907856
• Molar Refractivity: 68.2616 cm^3
• Polarizability: 26.894732 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 27-30°C; 29-33 °C(lit.)
• Boiling Point: 150-155°C/0.8mm; 180-190 °C/2 mmHg(lit.)
• Flash Point: >110°C(230°F); 113 °C; 235.4 °F
• Refractive Index: 1.5485

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 21/22
• Safety Statements: 36
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95+%; 98%; 99%
• Linear Formula: (C6H5CH2O)2CO

DETAILS

Sigma Aldrich - 477907

Packaging
5 g in glass bottle

REFERENCES

• Benzylating agent, e.g. in preparation of benzyl ethers of thiols with K₂CO₃/18-crown-6: Synthesis, 382 (1986). Benzylation of phenols and monobenzylation of active methylene compounds have been accomplished using K₂CO₃ in DMF: J. Chem. Soc., Perkin 1, 1889 (1995). For N-, O- and S-benzylations in the presence of DBU or DABCO, see: Tetrahedron Lett., 44, 4563 (2003).