(2R,6R)-2-tert-butyl-6-methyl-1,3-dioxan-4-one

• ChemBase ID: 139207
• Molecular Formular: C9H16O3
• Molecular Mass: 172.22154
• Monoisotopic Mass: 172.10994437
• SMILES: C[C@@H]1CC(=O)O[C@@H](O1)C(C)(C)C
• Canonical SMILES: C[C@@H]1CC(=O)O[C@@H](O1)C(C)(C)C
• InChI: InChI=1S/C9H16O3/c1-6-5-7(10)12-8(11-6)9(2,3)4/h6,8H,5H2,1-4H3/t6-,8-/m1/s1
• InChIKey: SFWUTHYTQUXJTB-HTRCEHHLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,6R)-2-tert-butyl-6-methyl-1,3-dioxan-4-one
• IUPAC Traditional name: (2R,6R)-2-tert-butyl-6-methyl-1,3-dioxan-4-one
• Synonyms: (2R,6R)-2-tert-Butyl-6-methyl-1,3-dioxan-4-one; (2R,6R)-2-叔丁基-6-甲基-1,3-二噁烷-4-酮

Database IDs

• CAS Number: 100017-18-3
• MDL Number: MFCD00134392
• Beilstein Number: 4307891
• PubChem SID: 24852103; 162233455
• PubChem CID: 11052102

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.1786716
• LogD (pH = 7.4): 2.1786716
• Log P: 2.1786716
• Molar Refractivity: 43.8953 cm^3
• Polarizability: 18.057873 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 82-84 °C; 82-84 °C(lit.)
• Optical Rotation: [α]20/D -56±2°, c = 1% in chloroform

Safety Information

• German water hazard class: 3
• Safety Statements: 22-24/25
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥98.5% (sum of enantiomers, GC)
• Empirical Formula (Hill Notation): C9H16O3

DETAILS

Sigma Aldrich - 20260

Other Notes
Derivative of (R)-β-hydroxy-butyric acid which can be α-alkylated in high anti-selectivity1; 5-alkylidenation and transformation of products2
Packaging
1 g in glass bottle