dibenzyl dicarbonate

• ChemBase ID: 145102
• Molecular Formular: C16H14O5
• Molecular Mass: 286.27936
• Monoisotopic Mass: 286.08412355
• SMILES: c1ccc(cc1)COC(=O)OC(=O)OCc1ccccc1
• Canonical SMILES: O=C(OC(=O)OCc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C16H14O5/c17-15(19-11-13-7-3-1-4-8-13)21-16(18)20-12-14-9-5-2-6-10-14/h1-10H,11-12H2
• InChIKey: FHRRJZZGSJXPRQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dibenzyl dicarbonate
• IUPAC Traditional name: dibenzyl dicarbonate
• Synonyms: Z2O; Dibenzyl pyrocarbonate; Dibenzyl dicarbonate; 焦碳酸二苄酯; 苄氧甲酸酐

Database IDs

• CAS Number: 31139-36-3
• MDL Number: MFCD00043124
• Beilstein Number: 4324796
• PubChem SID: 162239312; 24858849
• PubChem CID: 3649378

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.375009
• LogD (pH = 7.4): 4.375009
• Log P: 4.375009
• Molar Refractivity: 74.5544 cm^3
• Polarizability: 29.518066 Å^3
• Polar Surface Area: 61.83 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 29-32 °C(lit.)
• Flash Point: 113 °C; 235.4 °F
• Density: 1.17 g/mL at 25 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Linear Formula: (CO2CH2C6H5)2O

DETAILS

Sigma Aldrich - 311219

Packaging
5, 25 g in poly bottle
Application
Reagent for the introduction of the Z-protecting group in amino acids1 and other amines.2