methyl prop-2-en-1-yl carbonate

• ChemBase ID: 150792
• Molecular Formular: C5H8O3
• Molecular Mass: 116.11522
• Monoisotopic Mass: 116.04734412
• SMILES: COC(=O)OCC=C
• Canonical SMILES: COC(=O)OCC=C
• InChI: InChI=1S/C5H8O3/c1-3-4-8-5(6)7-2/h3H,1,4H2,2H3
• InChIKey: YHLVIDQQTOMBGN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl prop-2-en-1-yl carbonate
• IUPAC Traditional name: methyl prop-2-en-1-yl carbonate
• Synonyms: Allyl methyl carbonate; 烯丙基甲基碳酸酯

Database IDs

• CAS Number: 35466-83-2
• MDL Number: MFCD00134545
• Beilstein Number: 1746960
• PubChem SID: 162244952; 24863811; 24845906
• PubChem CID: 534788

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.2730893
• LogD (pH = 7.4): 1.2730893
• Log P: 1.2730893
• Molar Refractivity: 28.1991 cm^3
• Polarizability: 11.207252 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 59-60 °C/35 mmHg(lit.)
• Flash Point: 33 °C; 91.4 °F
• Density: 1.022 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.406; n20/D 1.406(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• UN Number: 3272
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3
• Risk Statements: 10-36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3272 3/PG 3

Product Information

• Purity: ≥98.0% (GC); 98%
• Grade: purum
• Linear Formula: CH2=CHCH2OCOOCH3

DETAILS

Sigma Aldrich - 381381

Packaging
5, 25 mL in glass bottle
Application
Employed in the Pd(0)-mediated synthesis of allyl aryl ethers1 and sulfides,2 and α,β-unsaturated carbonyls.3

Sigma Aldrich - 06048

Other Notes
Reagent for allylation reactions1,2; Reagent for dehydrogenations3,4