methyl 2-bromobut-2-enoate

• ChemBase ID: 152610
• Molecular Formular: C5H7BrO2
• Molecular Mass: 179.01188
• Monoisotopic Mass: 177.96294146
• SMILES: C/C=C(/C(=O)OC)\Br
• Canonical SMILES: COC(=O)/C(=C/C)/Br
• InChI: InChI=1S/C5H7BrO2/c1-3-4(6)5(7)8-2/h3H,1-2H3
• InChIKey: DMKWWKUPZZAUQL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-bromobut-2-enoate
• IUPAC Traditional name: methyl 2-bromobut-2-enoate
• Synonyms: Methyl 2-bromocrotonate; Methyl 2-bromo-2-butenoate; 2-溴代巴豆酸甲酯; 2-溴-2-丁烯酸甲酯

Database IDs

• CAS Number: 17642-18-1
• EC Number: 241-627-1
• MDL Number: MFCD00042891
• Beilstein Number: 1700999
• PubChem SID: 162246755; 24850115
• PubChem CID: 6372571

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.8524699
• LogD (pH = 7.4): 1.8524699
• Log P: 1.8524699
• Molar Refractivity: 35.3433 cm^3
• Polarizability: 13.396445 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 178-182 °C(lit.)
• Flash Point: 145.4 °F; 63 °C
• Density: 1.505 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.486

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% (GC)
• Linear Formula: CH3CH=CBrCOOCH3

DETAILS

Sigma Aldrich - 16503

Other Notes
A biannelating reagent which undergoes double Michael-additions.1
Packaging
5 mL in glass bottle