(2s,5s)-2-phenyl-1,3-dioxan-5-ol

• ChemBase ID: 70339
• Molecular Formular: C10H12O3
• Molecular Mass: 180.20048
• Monoisotopic Mass: 180.07864424
• SMILES: O1[C@@H](OC[C@@H](C1)O)c1ccccc1
• Canonical SMILES: O[C@@H]1CO[C@@H](OC1)c1ccccc1
• InChI: InChI=1S/C10H12O3/c11-9-6-12-10(13-7-9)8-4-2-1-3-5-8/h1-5,9-11H,6-7H2/t9-,10+
• InChIKey: BWKDAAFSXYPQOS-AOOOYVTPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2s,5s)-2-phenyl-1,3-dioxan-5-ol
• IUPAC Traditional name: (2s,5s)-2-phenyl-1,3-dioxan-5-ol
• Synonyms: cis-1,3-O-Benzylideneglycerol; cis-2-Phenyl-1,3-dioxan-5-ol; cis-5-Hydroxy-2-phenyl-1,3-dioxane; cis-2-Phenyl-1,3-dioxan-5-ol; cis-1,3-O-Benzylideneglycerol; 2-苯基-1,3-二噁唑-5-醇; 顺式-1,3-O-苄烯丙三醇

Database IDs

• CAS Number: 4141-19-9
• MDL Number: MFCD00274343
• PubChem SID: 24869610; 162036059
• PubChem CID: 74362

CALCULATED PROPERTIES

• Acid pKa: 13.667438
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.3260652
• LogD (pH = 7.4): 1.326065
• Log P: 1.3260652
• Molar Refractivity: 47.3997 cm^3
• Polarizability: 18.967293 Å^3
• Polar Surface Area: 38.69 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Benzene; Chloroform
• Apperance: White Solid
• Melting Point: 83-86 °C(lit.); 83-86°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT
• German water hazard class: -
• TSCA Listed: false
• Storage Temperature: 2-8°C

Product Information

• Purity: 95+%; 97%
• Empirical Formula (Hill Notation): C10H12O3

DETAILS

Sigma Aldrich - 459860

Packaging
5 g in glass bottle
Application
Reactant involved in synthesis of biologically active molecules including:
• Arachidonoylglycerol mimetics selective for CB1 receptors1
• Core disaccharides from Streptococcus pneumoniae type 23F capsular polysaccharide antigen†
• Anionic demdrimers for use as antibacterial agents2Reactant involved in synthesis of:
• Isoglycerol methacrylate-lactide amphiphilic block copolymers and supramolecular aggregates3
• Hyperbranched polyalkenamer-polyesters via acyclic diene metathesis polymerization4
• Protected branched glycerol oligomer5