ethyl (3S)-3-hydroxybutanoate

• ChemBase ID: 149548
• Molecular Formular: C6H12O3
• Molecular Mass: 132.15768
• Monoisotopic Mass: 132.07864424
• SMILES: CCOC(=O)C[C@H](C)O
• Canonical SMILES: CCOC(=O)C[C@@H](O)C
• InChI: InChI=1S/C6H12O3/c1-3-9-6(8)4-5(2)7/h5,7H,3-4H2,1-2H3/t5-/m0/s1
• InChIKey: OMSUIQOIVADKIM-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (3S)-3-hydroxybutanoate
• IUPAC Traditional name: ethyl (3S)-3-hydroxybutanoate
• Synonyms: Ethyl (S)-3-hydroxybutyrate; (S)-3-羟基丁酸乙酯

Database IDs

• CAS Number: 56816-01-4
• EC Number: 260-393-1
• MDL Number: MFCD00066206
• Beilstein Number: 2347951
• PubChem SID: 162243713; 24874702; 24863329
• PubChem CID: 6950306

CALCULATED PROPERTIES

• Acid pKa: 15.407232
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.11569601
• LogD (pH = 7.4): 0.115696006
• Log P: 0.11569601
• Molar Refractivity: 32.9818 cm^3
• Polarizability: 13.213227 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 180-182 °C(lit.)
• Flash Point: 147.2 °F; 64 °C
• Density: 1.012 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.421; n20/D 1.421(lit.)
• Optical Rotation: [α]20/D +43±2°, c = 1% in chloroform; [α]20/D +43°, c = 1 in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥98.5% (sum of enantiomers, GC); 99%
• Grade: puriss.
• Optical Purity: ee: 96% (GLC)
• Linear Formula: CH3CH(OH)CH2CO2C2H5

DETAILS

Sigma Aldrich - 374709

Packaging
1 g in glass bottle

Sigma Aldrich - 54955

Other Notes
Important optically active compound for the preparation of various bifunctional building blocks 1,2,3,4