methyl (3S)-3-hydroxybutanoate

• ChemBase ID: 145529
• Molecular Formular: C5H10O3
• Molecular Mass: 118.1311
• Monoisotopic Mass: 118.06299418
• SMILES: C[C@@H](CC(=O)OC)O
• Canonical SMILES: COC(=O)C[C@@H](O)C
• InChI: InChI=1S/C5H10O3/c1-4(6)3-5(7)8-2/h4,6H,3H2,1-2H3/t4-/m0/s1
• InChIKey: LDLDJEAVRNAEBW-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (3S)-3-hydroxybutanoate
• IUPAC Traditional name: methyl-(S)-3-hydroxybutyrate
• Synonyms: Methyl (S)-(+)-3-hydroxybutyrate; (S)-(+)-3-Hydroxybutyric acid methyl ester; (+)-Methyl (S)-3-hydroxybutyrate; (S)-(+)-3-羟基丁酸甲酯; (S)-(+)3-羟基丁酸甲酯; (+)-(S)-3-羟基丁酸甲酯

Database IDs

• CAS Number: 53562-86-0
• EC Number: 258-628-8
• MDL Number: MFCD00064461
• Beilstein Number: 1720853; 1720583
• PubChem SID: 162239734; 24854602; 24874706
• PubChem CID: 6950307

CALCULATED PROPERTIES

• Acid pKa: 15.407248
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.24111195
• LogD (pH = 7.4): -0.24111195
• Log P: -0.24111195
• Molar Refractivity: 28.2332 cm^3
• Polarizability: 11.390625 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 56-58°C/11mm; 63 °C/10 mmHg(lit.)
• Flash Point: 163.4 °F; 73 °C; 73°C(163°F)
• Density: 1.055; 1.055 g/mL at 20 °C(lit.); 1.071 g/mL at 25 °C(lit.)
• Refractive Index: 1.4220; n20/D 1.421(lit.); n20/D 1.422
• Optical Rotation: [α]20/D +19.8°, neat; [α]20/D +50±2°, c = 1.3% in chloroform stab. with amylenes; +48.5 (c=1.3 in chloroform)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 38-41
• Safety Statements: 26-37/39
• TSCA Listed: 否
• GHS Pictograms: GHS05
• GHS Hazard statements: H318-H315-H227
• GHS Precautionary statements: P280B-P305+P351+P338-P310
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Product Information

• Purity: ≥99.0% (sum of enantiomers, GC); 98%; 99%
• Grade: puriss.
• Optical Purity: ee: 98% (GLC); enantiomeric ratio: ≥98:2 (GC)
• Linear Formula: CH3CH(OH)CH2CO2CH3; CH3CHOHCH2CO2CH3

DETAILS

Sigma Aldrich - 243167

Application
Optically active starting material
Packaging
1 g in glass bottle