13468

2-Phenyl-1,3-dioxan-5-ol

mixture of cis and trans, ≥97.0% (HPLC)

• Synonym(s): 1,3-O-Benzylideneglycerol
• Empirical Formula (Hill Notation): C₁₀H₁₂O₃
• CAS Number: 1708-40-3
• Molecular Weight: 180.20
• Beilstein: 84059
• EC Number: 216-963-7
• MDL number: MFCD00047504
• UNSPSC Code: 12352100
• PubChem Substance ID: 57647095
• NACRES: NA.22

Properties

• Assay: ≥97.0% (HPLC)
• form: powder
• functional group: ether; hydroxyl; phenyl
• storage temp.: 2-8°C
• SMILES string: OC1COC(OC1)c2ccccc2
• InChI: 1S/C10H12O3/c11-9-6-12-10(13-7-9)8-4-2-1-3-5-8/h1-5,9-11H,6-7H2
• InChI key: BWKDAAFSXYPQOS-UHFFFAOYSA-N

Description

General description

cis-2-phenyl-1,3-dioxan-5-ol reacts with triphenylphosphine-carbon tetrabromide to yield cis-4-bromomethyl-2-phenyl-1,3-dioxolan, its trans-diastereoisomer and trans-5-bromo-2-phenyl-1,3-dioxan.

Application

2-Phenyl-1,3-dioxan-5-ol can be used as a starting material in the synthesis of 5-benzyloxy1,3-dioxan-2-one (a carbonate of glycerol monomer). It undergoes ring-opening polymerization with ε-caprolactone in presence of tin(II) 2-ethylhexanoate (Sn(oct)₂).

2-Phenyl-1,3-dioxan-5-ol was used as starting reagent in the synthesis of carbonate of glycerol monomer, 5-benzyloxy-1,3-dioxan-2-one which forms copolymers with ε-caprolactone.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves