2-[(2-methylprop-2-enoyl)oxy]ethyl 3-oxobutanoate

• ChemBase ID: 122923
• Molecular Formular: C10H14O5
• Molecular Mass: 214.21516
• Monoisotopic Mass: 214.08412355
• SMILES: C(=O)(C(=C)C)OCCOC(=O)CC(=O)C
• Canonical SMILES: CC(=O)CC(=O)OCCOC(=O)C(=C)C
• InChI: InChI=1S/C10H14O5/c1-7(2)10(13)15-5-4-14-9(12)6-8(3)11/h1,4-6H2,2-3H3
• InChIKey: IBDVWXAVKPRHCU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2-methylprop-2-enoyl)oxy]ethyl 3-oxobutanoate
• IUPAC Traditional name: 2-[(2-methylprop-2-enoyl)oxy]ethyl 3-oxobutanoate
• Synonyms: AAEM; 2-(methacryloyloxy)ethyl 3-oxobutanoate; Lonzamon AAMEA PQ; (2-Acetoacetoxy)ethyl methacrylate; Ethylene glycol monoacetoacetate monomethacrylate; 2-(Methacryloyloxy)ethyl acetoacetate; 2-甲基丙烯酸乙酰乙酸氧乙酯; 3-氧代丁酸-2-[2-甲基-2-丙烯酰基)氧]乙基酯; 乙酰乙酸甲基丙烯酸乙二醇酯

Database IDs

• CAS Number: 21282-97-3
• EC Number: 244-311-1
• MDL Number: MFCD00054405
• Beilstein Number: 2099809
• PubChem SID: 24878217; 162217276
• PubChem CID: 88855

CALCULATED PROPERTIES

• Acid pKa: 10.312104
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.5139291
• LogD (pH = 7.4): 1.5134048
• Log P: 1.2806026
• Molar Refractivity: 51.7566 cm^3
• Polarizability: 20.606552 Å^3
• Polar Surface Area: 69.67 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 100 °C/0.8 mmHg(lit.)
• Flash Point: 113 °C; 235 °F; 235.4 °F
• Density: 1.122 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.456(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 1
• Risk Statements: 36/37/38-43
• Safety Statements: 26-36; 26-36/37
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H317-H319-H334-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338-P342 + P311
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 95%; 95+%
• Contains: 3,000 ppm BHT as inhibitor
• Linear Formula: CH3COCH2CO2CH2CH2O2CC(CH3)=CH2

DETAILS

Sigma Aldrich - 537403

Packaging
100 mL in glass bottle
4 L in glass bottle

Sigma Aldrich - 360767

Application
Comonomer in coatings and adhesives. Binds to proteins.
Features and Benefits
Acrylic monomer. Forms chelates with metal salts. Functional groups available for condensation reactions and cross-linking. Promotes adhesion to metal surfaces.