(R)-(+)-Glycidol
(R)-(+)-Glycidol
  • CAS No.:57044-25-4
Other grades of this product :
(R)-(+)-Glycidol Basic information
Product Name:(R)-(+)-Glycidol
Synonyms:EOS-60676;(r)-oxiranemethano;(R)-(+)-2,3-EPOXY-1-PROPANOL;(R)-(+)-GLYCIDOL;(R)-GLYCIDOL;R(+)-OXIRANE-2-METHANOL;(R)-Oxiranemethanol;OXIRANEMETHANOL, (2R)-
CAS:57044-25-4
MF:C3H6O2
MW:74.08
EINECS:404-660-4
Product Categories:Chiral Compound;CHIRAL COMPOUNDS;chiral;API intermediates
Mol File:57044-25-4.mol
(R)-(+)-Glycidol Chemical Properties
Boiling point 56-57 °C11 mm Hg(lit.)
density 1.116 g/mL at 20 °C(lit.)
refractive index n20/D 1.43(lit.)
Fp 178 °F
storage temp. -20°C
Water Solubility Completely miscible in water
pka14.62±0.10(Predicted)
form neat
color Colorless to Light yellow
optical activity[α]23/D +15°, neat
BRN 79782
InChIKeyCTKINSOISVBQLD-GSVOUGTGSA-N
CAS DataBase Reference57044-25-4(CAS DataBase Reference)
NIST Chemistry ReferenceOxiranemethanol, (R)-(57044-25-4)
Safety Information
Hazard Codes T,E
Risk Statements 45-60-2-21/22-23-34-68-41-37/38
Safety Statements 53-45-36/37/39-26
RIDADR UN 2922 8/PG 2
WGK Germany 3
RTECS RR0508000
10-21
HazardClass 6.1
PackingGroup 
HS Code 29109000
MSDS Information
ProviderLanguage
SigmaAldrich English
(R)-(+)-Glycidol Usage And Synthesis
Chemical PropertiesColorless to light yellow liqui
Uses(R)-(+)-Glycidol may be used in the following synthesis:
  • heteroarylpropane-2,3-diols, useful for combinatorial oligomer synthesis
  • enantiomerically pure (2S,3S)- and (2S,3R)-threoninol and -hydroxyphenylalaninol
  • 2-amino-1,4-anhydro-pentitol and 3-amino-1,5-anhydro-4-deoxy-hexitol with the arabino configuration
  • (S)-4-tosyloxymethyl-2-oxazolidinone, required for the synthesis of protected amino alcohol derivatives
  • 1-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]cytosine [(S)-HPMPC]
  • chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product
Uses(R)-(+)-Glycidol can be used to construct chiral building blocks of epoxyvinyl iodide intermediates in the synthesis of furanocembrane, a marine natural product.
General DescriptionEnantioselective esterification of (R)-(+)-glycidol with n-butyric acid in organic media using hybrid gel-entrapped lipase on Celite has been reported.
Purification Methods[S(-)-isomer, § also available on polymer support, has b 49-50o/7mm, 66-67o/19mm, [ ] D -1 5o(neat)], [R(+)-isomer has b 56 -5 6 . 5o/11mm, d 4 1.117, n D 1.429, [ ] D +15o (neat)]. Purify glycidol by fractional distillation.
(R)-(+)-Glycidol Preparation Products And Raw materials
Preparation Products(S)-(+)-Methyl glycidyl ether-->(S)-(+)-Glycidyl butyrate

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