tert-butyl (2R)-2-hydroxypropanoate

• ChemBase ID: 152322
• Molecular Formular: C7H14O3
• Molecular Mass: 146.18426
• Monoisotopic Mass: 146.09429431
• SMILES: C[C@H](C(=O)OC(C)(C)C)O
• Canonical SMILES: O=C([C@H](O)C)OC(C)(C)C
• InChI: InChI=1S/C7H14O3/c1-5(8)6(9)10-7(2,3)4/h5,8H,1-4H3/t5-/m1/s1
• InChIKey: IXXMVXXFAJGOQO-RXMQYKEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (2R)-2-hydroxypropanoate
• IUPAC Traditional name: tert-butyl (2R)-2-hydroxypropanoate
• Synonyms: (+)-tert-Butyl D-lactate; D-乳酸(+)-叔丁酯

Database IDs

• CAS Number: 68166-83-6
• MDL Number: MFCD00191884
• Beilstein Number: 1722069
• PubChem SID: 24885871; 162246467
• PubChem CID: 10953655

CALCULATED PROPERTIES

• Acid pKa: 12.99727
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.7280242
• LogD (pH = 7.4): 0.7280231
• Log P: 0.7280242
• Molar Refractivity: 37.4145 cm^3
• Polarizability: 15.040717 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 38-42 °C
• Flash Point: 113 °C; 235.4 °F
• Optical Rotation: [α]20/D +7.3±0.5°, c = 1.7% in methylene chloride

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (sum of enantiomers, GC)
• Optical Purity: enantiomeric ratio: ≥99.5:0.5 (GC)
• Empirical Formula (Hill Notation): C7H14O3

DETAILS

Sigma Aldrich - 69806

Other Notes
Chiral building block; synthesis of depsipeptides by reaction with amino acid derivs.1,2; Hydroxy-group activation and substitution reaction3
Packaging
1, 5 g in glass bottle