ethyl (3S)-4-chloro-3-hydroxybutanoate

• ChemBase ID: 149285
• Molecular Formular: C6H11ClO3
• Molecular Mass: 166.60274
• Monoisotopic Mass: 166.03967189
• SMILES: CCOC(=O)C[C@@H](CCl)O
• Canonical SMILES: CCOC(=O)C[C@@H](CCl)O
• InChI: InChI=1S/C6H11ClO3/c1-2-10-6(9)3-5(8)4-7/h5,8H,2-4H2,1H3/t5-/m0/s1
• InChIKey: ZAJNMXDBJKCCAT-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (3S)-4-chloro-3-hydroxybutanoate
• IUPAC Traditional name: ethyl (3S)-4-chloro-3-hydroxybutanoate
• Synonyms: Ethyl S-4-chloro-3-hydroxybutyrate; (S)-(-)-4-Chloro-3-hydroxybutyric acid ethyl ester; Ethyl (S)-(-)-4-chloro-3-hydroxybutyrate; ethyl (3S)-4-chloro-3-hydroxybutanoate; (S)-(-)-4-氯-3-羟基丁酸乙酯

Database IDs

• CAS Number: 86728-85-0
• MDL Number: MFCD00211241
• Beilstein Number: 4657170
• PubChem SID: 24869707; 162243453; 24890076
• PubChem CID: 7019277

CALCULATED PROPERTIES

• Acid pKa: 14.106546
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.4233779
• LogD (pH = 7.4): 0.4233778
• Log P: 0.4233779
• Molar Refractivity: 37.5765 cm^3
• Polarizability: 15.120999 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 93-95 °C/5 mmHg(lit.); 93-95°C/5mm
• Flash Point: >110°C(230°F); 113 °C; 235.4 °F
• Density: 1.19 g/mL at 25 °C(lit.); 1.190
• Refractive Index: 1.4530; n20/D 1.453; n20/D 1.453(lit.)
• Optical Rotation: [α]20/D -14°, neat(lit.); [α]23/D -14°, neat; -14 (neat)
• Hydrophobicity(logP): 0.578

Safety Information

• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-38-41; 22-41
• Safety Statements: 26-36/37/39; 26-39
• TSCA Listed: 否
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H318; H318-H315-H302-H312-H332
• GHS Precautionary statements: P280-P305 + P351 + P338; P280-P305+P351+P338-P337+P313
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥95.0% (GC); 95%; 96%; 98%; 98%, ee 98%
• Grade: purum
• Optical Purity: ee: 97% (GLC); enantiomeric ratio: ≥98.0:2.0 (GC)
• Linear Formula: ClCH2CH(OH)CH2CO2C2H5

DETAILS

Sigma Aldrich - 460524

Packaging
1, 5 g in glass bottle