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459860

Sigma-Aldrich

cis-1,3-O-Benzylideneglycerol

97%

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Synonym(s):
cis-2-Phenyl-1,3-dioxan-5-ol, cis-5-Hydroxy-2-phenyl-1,3-dioxane
Empirical Formula (Hill Notation):
C10H12O3
CAS Number:
Molecular Weight:
180.20
MDL number:
PubChem Substance ID:
NACRES:
NA.22

assay

97%

form

solid

mp

83-86 °C (lit.)

storage temp.

2-8°C

SMILES string

O[C@@H]1CO[C@@H](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/t9-,10+

InChI key

BWKDAAFSXYPQOS-AOOOYVTPSA-N

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This Item
310336237655327646
cis-1,3-O-Benzylideneglycerol 97%

459860

cis-1,3-O-Benzylideneglycerol

cis-4,7-Dihydro-1,3-dioxepin 97%

310336

cis-4,7-Dihydro-1,3-dioxepin

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

-

mp

83-86 °C (lit.)

mp

-

mp

88-90 °C (lit.)

mp

122-124 °C (lit.)

form

solid

form

liquid

form

-

form

-

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:
  • 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

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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)
Synthesis of hyperbranched P poly (glycerol-diacid) oligomers.
Wyatt VT, et al.
Journal of the American Oil Chemists' Society, 83(12), 1033-1039 (2006)

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