ethyl (3R)-3-hydroxy-3-phenylpropanoate

• ChemBase ID: 87263
• Molecular Formular: C11H14O3
• Molecular Mass: 194.22706
• Monoisotopic Mass: 194.09429431
• SMILES: O(C(=O)C[C@H](c1ccccc1)O)CC
• Canonical SMILES: CCOC(=O)C[C@H](c1ccccc1)O
• InChI: InChI=1S/C11H14O3/c1-2-14-11(13)8-10(12)9-6-4-3-5-7-9/h3-7,10,12H,2,8H2,1H3/t10-/m1/s1
• InChIKey: DVIBDQWVFHDBOP-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (3R)-3-hydroxy-3-phenylpropanoate
• IUPAC Traditional name: ethyl (3R)-3-hydroxy-3-phenylpropanoate
• Synonyms: Ethyl (3S)-3-hydroxy-3-phenylpropanoate; ethyl (3R)-3-hydroxy-3-phenylpropanoate; (+)-Ethyl (R)-3-hydroxy-3-phenylpropionate; (+)-(R)-3-羟基-3-苯基丙酸乙酯

Database IDs

• CAS Number: 33401-74-0; 72656-47-4
• MDL Number: MFCD00216720
• Beilstein Number: 3200514
• PubChem SID: 162074374; 24879977
• PubChem CID: 853698

CALCULATED PROPERTIES

• Acid pKa: 14.2185135
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.4833611
• LogD (pH = 7.4): 1.4833611
• Log P: 1.4833611
• Molar Refractivity: 52.8458 cm^3
• Polarizability: 20.916311 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Refractive Index: n20/D 1.510
• Optical Rotation: [α]20/D +51±2°, c = 1% in chloroform
• Hydrophobicity(logP): 1.626

Safety Information

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

Product Information

• Purity: ≥99.0% (sum of enantiomers, GC); 95%
• Empirical Formula (Hill Notation): C11H14O3

DETAILS

Sigma Aldrich - 56187

Other Notes
Chiral building block; e.g. ester-amidation and reduction to an amine1; Electrophilic α-amination to an α-hydrazino ester2
Packaging
250 mg in glass bottle