methyl (3R)-3-hydroxypentanoate

• ChemBase ID: 152218
• Molecular Formular: C6H12O3
• Molecular Mass: 132.15768
• Monoisotopic Mass: 132.07864424
• SMILES: CC[C@H](CC(=O)OC)O
• Canonical SMILES: CC[C@H](CC(=O)OC)O
• InChI: InChI=1S/C6H12O3/c1-3-5(7)4-6(8)9-2/h5,7H,3-4H2,1-2H3/t5-/m1/s1
• InChIKey: XHFXKKFVUDJSPJ-RXMQYKEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (3R)-3-hydroxypentanoate
• IUPAC Traditional name: methyl (3R)-3-hydroxypentanoate
• Synonyms: (-)-Methyl (R)-3-hydroxypentanoate; (-)-Methyl (R)-3-hydroxyvalerate; (-)-甲基(R)-3-羟基戊酸酯; (-)-(R)-3-羟基戊酸甲酯

Database IDs

• CAS Number: 60793-22-8
• MDL Number: MFCD00077796
• Beilstein Number: 4655380
• PubChem SID: 24880307; 162246363
• PubChem CID: 11804797

CALCULATED PROPERTIES

• Acid pKa: 15.009151
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.28141046
• LogD (pH = 7.4): 0.28141046
• Log P: 0.28141046
• Molar Refractivity: 32.7572 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: 68-70 °C/5 mmHg(lit.)
• Flash Point: 168.8 °F; 76 °C
• Density: 1.029 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.427
• Optical Rotation: [α]20/D -37±2°, 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: ≥98.0% (sum of enantiomers, GC)
• Empirical Formula (Hill Notation): C6H12O3

DETAILS

Sigma Aldrich - 56655

Other Notes
Chiral building block for EPC syntheses; selective anti-alkylation of its dianion1; OH protection and reduction of ester group to aldehyde or alcohol functions2,3,4; stereoselective preparation of a dioxanone with pivalaldehyde5
Packaging
1, 5 mL in glass bottle