3-(benzyloxy)propanoic acid

• ChemBase ID: 161875
• Molecular Formular: C10H12O3
• Molecular Mass: 180.20048
• Monoisotopic Mass: 180.07864424
• SMILES: c1cccc(c1)COCCC(=O)O
• Canonical SMILES: OC(=O)CCOCc1ccccc1
• InChI: InChI=1S/C10H12O3/c11-10(12)6-7-13-8-9-4-2-1-3-5-9/h1-5H,6-8H2,(H,11,12)
• InChIKey: OZGUGVRKYBSDBN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(benzyloxy)propanoic acid
• IUPAC Traditional name: 3-(benzyloxy)propanoic acid
• Synonyms: 3-Benzyloxypropionic Acid; 3-(Phenylmethoxy)propanoic Acid; 3-Benzyloxypropanoic Acid; 3-(benzyloxy)propanoic acid; 3-Benzyloxy-propionic acid

Database IDs

• CAS Number: 27912-85-2
• MDL Number: MFCD09951713
• PubChem SID: 162256010
• PubChem CID: 15608813

CALCULATED PROPERTIES

• Acid pKa: 4.4810743
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.5067256
• LogD (pH = 7.4): -1.2602032
• Log P: 1.5640186
• Molar Refractivity: 48.4091 cm^3
• Polarizability: 18.90076 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol; Tetrahydrofuran
• Apperance: Off-White Solids
• Melting Point: 79 - 82°C
• Hydrophobicity(logP): 1.554

Product Information

• Purity: 95%; 97%

DETAILS

Toronto Research Chemicals - B287730

Reagent used in Hydroxypropionyl alkylation.

REFERENCES

• Li, A., et al.: J. Med. Chem., 42, 706 (1999)