methyl 5-methoxy-3-oxopentanoate

• ChemBase ID: 152394
• Molecular Formular: C7H12O4
• Molecular Mass: 160.16778
• Monoisotopic Mass: 160.07355886
• SMILES: COCCC(=O)CC(=O)OC
• Canonical SMILES: COCCC(=O)CC(=O)OC
• InChI: InChI=1S/C7H12O4/c1-10-4-3-6(8)5-7(9)11-2/h3-5H2,1-2H3
• InChIKey: OPURNNHYTATPKM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 5-methoxy-3-oxopentanoate
• IUPAC Traditional name: methyl 5-methoxy-3-oxopentanoate
• Synonyms: Methyl 5-methoxy-3-oxopentanoate; Nazarov reagent; Methyl 5-methoxy-3-oxovalerate; Methyl 5-Methoxy-3-oxopentanoate; 5-甲氧基-3-氧正戊酸甲基酯; Nazarov 试剂; 5-甲氧基-3-氧代戊酸甲酯

Database IDs

• CAS Number: 62462-05-9
• EC Number: 263-553-9
• MDL Number: MFCD00042840
• Beilstein Number: 2042099
• PubChem SID: 162246539; 24883820
• PubChem CID: 542416

CALCULATED PROPERTIES

• Acid pKa: 10.528987
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.20728944
• LogD (pH = 7.4): 0.20697129
• Log P: 0.20729351
• Molar Refractivity: 38.4608 cm^3
• Polarizability: 15.247779 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 56-57 °C/0.1 mmHg(lit.)
• Flash Point: 104 °C; 219.2 °F
• Density: 1.10 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.44

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: ≥85% (GC); 97%
• Grade: technical
• Linear Formula: CH3O(CH2)2COCH2COOCH3

DETAILS

Sigma Aldrich - 65133

Other Notes
Precursor of the unstable methyl 3-oxo-4-pentenoate obtained by acid catalysis (e.g. TosOH) used for annulation reactions. It can be prepared in-situ, review1
Packaging
5 mL in glass bottle