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

• ChemBase ID: 156539
• Molecular Formular: C9H14O3
• Molecular Mass: 170.20566
• Monoisotopic Mass: 170.09429431
• SMILES: CC1=CC(=O)O[C@@H](O1)C(C)(C)C
• Canonical SMILES: CC1=CC(=O)O[C@@H](O1)C(C)(C)C
• InChI: InChI=1S/C9H14O3/c1-6-5-7(10)12-8(11-6)9(2,3)4/h5,8H,1-4H3/t8-/m1/s1
• InChIKey: HWPXDBBVCANLFT-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 107289-20-3
• MDL Number: MFCD00221502
• Beilstein Number: 4176869
• PubChem SID: 24852107; 162250676
• PubChem CID: 13617605

CALCULATED PROPERTIES

• Log P: 2.283586
• Molar Refractivity: 45.5194 cm^3
• Polarizability: 17.8112 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.283586
• LogD (pH = 7.4): 2.283586

PROPERTIES

Physical Property

• Melting Point: 60-62 °C
• Optical Rotation: [α]20/D -221±3°, c = 1% in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (sum of enantiomers, HPLC)
• Grade: puriss.
• Empirical Formula (Hill Notation): C9H14O3

DETAILS

Sigma Aldrich - 20264

General description
"Reagent of the Year 1987"
Other Notes
Chiral building block; this derivative of acetoacetate undergoes various stereoselective reactions with nucleophiles and electrophiles1,2,3,4