(3'aR,4'R,6'aR)-4'-(hydroxymethyl)-tetrahydrospiro[cyclohexane-1,2'-furo[3,4-d][1,3]dioxole]-6'-one

• ChemBase ID: 148873
• Molecular Formular: C11H16O5
• Molecular Mass: 228.24174
• Monoisotopic Mass: 228.09977361
• SMILES: C1CCC2(CC1)O[C@@H]1[C@H](OC(=O)[C@@H]1O2)CO
• Canonical SMILES: OC[C@H]1OC(=O)[C@H]2[C@@H]1OC1(O2)CCCCC1
• InChI: InChI=1S/C11H16O5/c12-6-7-8-9(10(13)14-7)16-11(15-8)4-2-1-3-5-11/h7-9,12H,1-6H2/t7-,8-,9-/m1/s1
• InChIKey: PPHFUIUOGMRDON-IWSPIJDZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3'aR,4'R,6'aR)-4'-(hydroxymethyl)-tetrahydrospiro[cyclohexane-1,2'-furo[3,4-d][1,3]dioxole]-6'-one
• IUPAC Traditional name: (3'aR,4'R,6'aR)-4'-(hydroxymethyl)-dihydro-3'aH-spiro[cyclohexane-1,2'-furo[3,4-d][1,3]dioxole]-6'-one
• Synonyms: 2,3-Cyclohexylidene-D-ribonic acid γ-lactone; 2,3-亚环己基-D-核酸γ-内酯

Database IDs

• CAS Number: 27304-20-7
• MDL Number: MFCD03093940
• PubChem SID: 24878147; 162243045
• PubChem CID: 14374540

CALCULATED PROPERTIES

• Acid pKa: 14.5634775
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.8420754
• LogD (pH = 7.4): 0.84207535
• Log P: 0.8420754
• Molar Refractivity: 52.7597 cm^3
• Polarizability: 21.702623 Å^3
• Polar Surface Area: 64.99 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 130-133 °C(lit.)
• Optical Rotation: [α]20/D -55°, 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: 97%
• Empirical Formula (Hill Notation): C11H16O5

DETAILS

Sigma Aldrich - 536253

Packaging
1 g in glass bottle