bis(prop-2-en-1-yl) dicarbonate

• ChemBase ID: 136884
• Molecular Formular: C8H10O5
• Molecular Mass: 186.162
• Monoisotopic Mass: 186.05282342
• SMILES: C=CCOC(=O)OC(=O)OCC=C
• Canonical SMILES: C=CCOC(=O)OC(=O)OCC=C
• InChI: InChI=1S/C8H10O5/c1-3-5-11-7(9)13-8(10)12-6-4-2/h3-4H,1-2,5-6H2
• InChIKey: XVSSGIXTKVRGAR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(prop-2-en-1-yl) dicarbonate
• IUPAC Traditional name: bis(prop-2-en-1-yl) dicarbonate
• Synonyms: (Alloc)2O; Diallyl dicarbonate; Diallyl pyrocarbonate; 二烯丙基焦碳酸酯; 焦碳酸二烯丙基酯

Database IDs

• CAS Number: 115491-93-5
• MDL Number: MFCD00077721
• Beilstein Number: 4390381
• PubChem SID: 162231151; 24862406; 24859549
• PubChem CID: 4384857

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.3885624
• LogD (pH = 7.4): 2.3885624
• Log P: 2.3885624
• Molar Refractivity: 43.6546 cm^3
• Polarizability: 17.317453 Å^3
• Polar Surface Area: 61.83 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 60 °C/0.05 mmHg(lit.)
• Flash Point: 201 °F; 201.2 °F; 94 °C
• Density: 1.121 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.434; n20/D 1.434(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: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (T); 97%
• Linear Formula: (CH2=CHCH2OCO)2O

DETAILS

Sigma Aldrich - 32596

Other Notes
Reagent for the convenient introduction of the N-allyloxycarbonyl (N-Alloc) amino protection 1; Allyl carbamate protections can be readily cleaved by palladium(0) reagents.2,3
Packaging
5 mL in glass bottle