Skip to Content
Merck
All Photos(1)

Documents

459860

Sigma-Aldrich

cis-1,3-O-Benzylideneglycerol

97%

Synonym(s):

cis-2-Phenyl-1,3-dioxan-5-ol, cis-5-Hydroxy-2-phenyl-1,3-dioxane

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C10H12O3
CAS Number:
Molecular Weight:
180.20
MDL number:
UNSPSC Code:
12352100
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

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service