1,5-diethyl (2S)-2-hydroxypentanedioate

• ChemBase ID: 171014
• Molecular Formular: C9H16O5
• Molecular Mass: 204.22034
• Monoisotopic Mass: 204.09977361
• SMILES: C([C@@H](C(=O)OCC)O)CC(=O)OCC
• Canonical SMILES: CCOC(=O)CC[C@@H](C(=O)OCC)O
• InChI: InChI=1S/C9H16O5/c1-3-13-8(11)6-5-7(10)9(12)14-4-2/h7,10H,3-6H2,1-2H3/t7-/m0/s1
• InChIKey: DYLHSDCNOUDICA-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,5-diethyl (2S)-2-hydroxypentanedioate
• IUPAC Traditional name: 1,5-diethyl (2S)-2-hydroxypentanedioate
• Synonyms: (2S)-2-Hydroxypentanedioic Acid 1,5-Diethyl Ester; (S)-2-Hydroxypentanedioic Acid Diethyl Ester

Database IDs

• CAS Number: 55094-99-0
• PubChem SID: 164226924
• PubChem CID: 11458363

CALCULATED PROPERTIES

• Acid pKa: 12.685855
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.18042377
• LogD (pH = 7.4): 0.18042155
• Log P: 0.1804238
• Molar Refractivity: 48.6656 cm^3
• Polarizability: 19.572363 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H948840

A derivative of 2-hydroxyglutaric acid used in the synthesis of the enantiomers of 4-substituted γ-lactones.

REFERENCES

• Skof, M., et al.: Helv. Chim. Acta, 83, 760 (2000)