(2S)-2-hydroxy-3,3-dimethylbutanoic acid

• ChemBase ID: 145700
• Molecular Formular: C6H12O3
• Molecular Mass: 132.15768
• Monoisotopic Mass: 132.07864424
• SMILES: CC(C)(C)[C@@H](C(=O)O)O
• Canonical SMILES: O[C@@H](C(C)(C)C)C(=O)O
• InChI: InChI=1S/C6H12O3/c1-6(2,3)4(7)5(8)9/h4,7H,1-3H3,(H,8,9)/t4-/m1/s1
• InChIKey: FWVNWTNCNWRCOU-SCSAIBSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-hydroxy-3,3-dimethylbutanoic acid
• IUPAC Traditional name: (2S)-2-hydroxy-3,3-dimethylbutanoic acid
• Synonyms: (S)-(-)-2-Hydroxy-3,3-dimethylbutyric acid; (S)-2-Hydroxy-3,3-dimethylbutanoic acid; (S)-(-)-2-羟基-3,3-二甲基丁酸

Database IDs

• CAS Number: 21641-92-9
• MDL Number: MFCD00192212
• PubChem SID: 162239903; 24865714
• PubChem CID: 11097105

CALCULATED PROPERTIES

• Acid pKa: 4.250295
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.47753984
• LogD (pH = 7.4): -2.2049465
• Log P: 0.79366654
• Molar Refractivity: 32.2335 cm^3
• Polarizability: 12.974418 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 48-50 °C(lit.)
• Optical Rotation: [α]20/D -64±5°, c = 1 in H2O/molybdate

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95+%; 97%
• Linear Formula: (CH3)3CCH(OH)CO2H

DETAILS

Sigma Aldrich - 410918

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Building block for chiral tert-butyl substituted α-lactams,1 diols,2 and α-hydroxyketones.3