459860
cis-1,3-O-Benzylideneglycerol
97%
Synonym(s):
cis-2-Phenyl-1,3-dioxan-5-ol, cis-5-Hydroxy-2-phenyl-1,3-dioxane
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About This Item
Empirical Formula (Hill Notation):
C10H12O3
CAS Number:
Molecular Weight:
180.20
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
Form:
solid
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+
SMILES string
O[C@@H]1CO[C@@H](OC1)c2ccccc2
InChI key
BWKDAAFSXYPQOS-AOOOYVTPSA-N
assay
97%
form
solid
mp
83-86 °C (lit.)
functional group
ether, hydroxyl, phenyl
storage temp.
2-8°C
Quality Level
Related Categories
General description
cis-1,3-O-Benzylideneglycerol participates as a monomer in the preparation of novel oligomeric prepolymers. cis-derivatives are obtained from the acylation and etherification of cis-1,3-O-benzylideneglycerol.
Application
Reactant involved in synthesis of biologically active molecules including:
Reactant involved in synthesis of:
- Arachidonoylglycerol mimetics selective for CB1 receptors
- Core disaccharides from Streptococcus pneumoniae type 23F capsular polysaccharide antigen†
- Anionic demdrimers for use as antibacterial agents
Reactant involved in synthesis of:
- Isoglycerol methacrylate-lactide amphiphilic block copolymers and supramolecular aggregates
- Hyperbranched polyalkenamer-polyesters via acyclic diene metathesis polymerization
- Protected branched glycerol oligomer
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Synthesis of hyperbranched P poly (glycerol-diacid) oligomers.
Wyatt VT, et al.
Journal of the American Oil Chemists' Society, 83(12), 1033-1039 (2006)
520. Aspects of stereochemistry. Part IV. Configuration and some reactions of the 1, 3-O-benzylideneglycerols (5-hydroxy-2-phenyl-1, 3-dioxans).
Baggett N, et al.
Journal of the Chemical Society, 2574-2581 (1960)
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