(3R,3aR,6S,6aR)-6-(benzyloxy)-hexahydrofuro[3,2-b]furan-3-yl 2-chloroacetate

• ChemBase ID: 144939
• Molecular Formular: C15H17ClO5
• Molecular Mass: 312.74548
• Monoisotopic Mass: 312.07645132
• SMILES: c1ccc(cc1)CO[C@H]1CO[C@H]2[C@@H]1OC[C@H]2OC(=O)CCl
• Canonical SMILES: ClCC(=O)O[C@@H]1CO[C@H]2[C@@H]1OC[C@@H]2OCc1ccccc1
• InChI: InChI=1S/C15H17ClO5/c16-6-13(17)21-12-9-20-14-11(8-19-15(12)14)18-7-10-4-2-1-3-5-10/h1-5,11-12,14-15H,6-9H2/t11-,12+,14+,15+/m0/s1
• InChIKey: YLHIRNODFBHYME-CTHBEMJXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,3aR,6S,6aR)-6-(benzyloxy)-hexahydrofuro[3,2-b]furan-3-yl 2-chloroacetate
• IUPAC Traditional name: (3R,3aR,6S,6aR)-6-(benzyloxy)-hexahydrofuro[3,2-b]furan-3-yl 2-chloroacetate
• Synonyms: 1,4:3,6-Dianhydro-2-O-benzyl-D-glucitol chloroacetate; 5-Chloroacetoxy-2-benzyloxyisosorbide; 5-Chloroacetyl-2-benzylisosorbide; 1,4:3,6-二脱水-2-O-苄基-D-葡糖醇氯乙酸酯; 5-氯乙酰氧基-2-苄氧基异山梨醇; 5-氯乙酰基-2-苄基异山梨醇

Database IDs

• CAS Number: 399534-53-3
• MDL Number: MFCD03093964
• PubChem SID: 24878420; 162239151
• PubChem CID: 71311133

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.9394572
• LogD (pH = 7.4): 1.9394572
• Log P: 1.9394572
• Molar Refractivity: 74.6519 cm^3
• Polarizability: 30.204428 Å^3
• Polar Surface Area: 53.99 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 343-344 °C(lit.)
• Flash Point: 110 °C; 230 °F
• Density: 1.316 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.537(lit.)
• Optical Rotation: [α]20/D +103.5°, c = 1 in THF

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Empirical Formula (Hill Notation): C15H17ClO5

DETAILS

Sigma Aldrich - 539767

Packaging
1 g in glass bottle