methyl but-3-enoate

• ChemBase ID: 147958
• Molecular Formular: C5H8O2
• Molecular Mass: 100.11582
• Monoisotopic Mass: 100.0524295
• SMILES: COC(=O)CC=C
• Canonical SMILES: COC(=O)CC=C
• InChI: InChI=1S/C5H8O2/c1-3-4-5(6)7-2/h3H,1,4H2,2H3
• InChIKey: GITITJADGZYSRL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl but-3-enoate
• IUPAC Traditional name: methyl but-3-enoate
• Synonyms: Methyl vinylacetate; Methyl 3-butenoate; 乙烯基乙酸甲酯; 3-丁烯酸甲酯

Database IDs

• CAS Number: 3724-55-8
• EC Number: 223-076-9
• MDL Number: MFCD00082587
• Beilstein Number: 1741732
• PubChem SID: 162242139; 24889970; 24863656
• PubChem CID: 77314

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.76366484
• LogD (pH = 7.4): 0.76366484
• Log P: 0.76366484
• Molar Refractivity: 26.6848 cm^3
• Polarizability: 10.472008 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 112 °C(lit.)
• Flash Point: 20 °C; 68 °F
• Density: 0.939 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.409; n20/D 1.409(lit.)

Safety Information

• European Hazard Symbols: Flammable (F)
• UN Number: 3272
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11
• Safety Statements: 16
• GHS Pictograms: GHS02
• GHS Signal Word: Danger
• GHS Hazard statements: H225
• GHS Precautionary statements: P210
• 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 2

Product Information

• Purity: ≥95.0% (GC); 95%
• Grade: purum
• Linear Formula: CH2=CHCH2COOCH3

DETAILS

Sigma Aldrich - 384267

Packaging
1, 5 g in ampule

Sigma Aldrich - 94992

Other Notes
α-Alkylation via dienoate giving less side-products than alkyl crotonates (Michael addtions) 1,2; Pd-catalyzed alkylations3; 1,3-cycloaddition with nitrones4,5