6-(bromomethyl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-one

• ChemBase ID: 162817
• Molecular Formular: C8H11BrO4
• Molecular Mass: 251.07454
• Monoisotopic Mass: 249.98407083
• SMILES: C12C(OC(=O)C1OC(O2)(C)C)CBr
• Canonical SMILES: BrCC1OC(=O)C2C1OC(O2)(C)C
• InChI: InChI=1S/C8H11BrO4/c1-8(2)12-5-4(3-9)11-7(10)6(5)13-8/h4-6H,3H2,1-2H3
• InChIKey: ZSWDFLIWNDCXNU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(bromomethyl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-one
• IUPAC Traditional name: 6-(bromomethyl)-2,2-dimethyl-dihydro-3aH-furo[3,4-d][1,3]dioxol-4-one
• Synonyms: 5-Bromo-5-deoxy-2,3-O-(1-methylethylidene)-D-ribonic Acid γ-Lactone; 5-Bromo-5-deoxy-2,3-isopropylidene-D-ribonolactone

Database IDs

• CAS Number: 94324-23-9
• PubChem SID: 162256952
• PubChem CID: 540657

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.1275735
• LogD (pH = 7.4): 1.1275735
• Log P: 1.1275735
• Molar Refractivity: 47.0578 cm^3
• Polarizability: 19.219006 Å^3
• Polar Surface Area: 44.76 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 87-89°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B682865

A key intermediate for the synthesis of olefinic optically active building blocks.

REFERENCES

• Hafele, J.V., et al: Synthesis, 9, 801 (1987)