ethyl 2-(hydroxymethyl)prop-2-enoate

• ChemBase ID: 70955
• Molecular Formular: C6H10O3
• Molecular Mass: 130.1418
• Monoisotopic Mass: 130.06299418
• SMILES: C(=O)(C(=C)CO)OCC
• Canonical SMILES: CCOC(=O)C(=C)CO
• InChI: InChI=1S/C6H10O3/c1-3-9-6(8)5(2)4-7/h7H,2-4H2,1H3
• InChIKey: SYGAXBISYRORDR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-(hydroxymethyl)prop-2-enoate
• IUPAC Traditional name: ethyl 2-(hydroxymethyl)prop-2-enoate
• Synonyms: Ethyl 2-(hydroxymethyl)acrylate; 2-(Hydroxymethyl)-2-propenoic Acid Ethyl Ester; 2-(Hydroxymethyl)acrylic Acid Ethyl Ester; 2-Methylene-hydracrylic Acid Ethyl Ester; Ethyl α-(Hydroxymethyl)acrylate; RHMA-E

Database IDs

• CAS Number: 10029-04-6
• MDL Number: MFCD01673859
• PubChem SID: 162036663
• PubChem CID: 24827

CALCULATED PROPERTIES

• Acid pKa: 14.896677
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.38376197
• LogD (pH = 7.4): 0.38376194
• Log P: 0.38376197
• Molar Refractivity: 32.9409 cm^3
• Polarizability: 12.963648 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Colourless Oil

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%; 98%

DETAILS

Toronto Research Chemicals - E918950

Intermediate used for the synthesis of aza inhibitors and some potential antitumor agents.

REFERENCES

• Cassady, J.M., et al.: J. Med. Chem., 21, 815 (1978)
• Hediger, M.E., et al.: Bioorg. Med. Chem., 12, 4995 (2004).