(R)-(+)-Glycidol
Synonym(s):(R)-(+)-Oxirane-2-methanol
- CAS NO.:57044-25-4
- Empirical Formula: C3H6O2
- Molecular Weight: 74.08
- MDL number: MFCD00074873
- EINECS: 404-660-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-06-08 17:06:39
What is (R)-(+)-Glycidol?
Chemical properties
Colorless to light yellow liqui
The Uses of (R)-(+)-Glycidol
(R)-(+)-Glycidol can be used to construct chiral building blocks of epoxyvinyl iodide intermediates in the synthesis of furanocembrane, a marine natural product.
The Uses of (R)-(+)-Glycidol
(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
What are the applications of Application
(R)-(+)-Glycidol is a chemical used toconstruct an epoxyvinyl iodide intermediate
Definition
ChEBI: (R)-glycidol is a glycidol. It is functionally related to a (R)-1,2-epoxypropane. It is an enantiomer of a (S)-glycidol.
General Description
Enantioselective 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.
Properties of (R)-(+)-Glycidol
Boiling point: | 56-57 °C11 mm Hg(lit.) |
Density | 1.116 g/mL at 20 °C(lit.) |
refractive index | n |
Flash point: | 178 °F |
storage temp. | -20°C |
Water Solubility | Completely miscible in water |
solubility | Chloroform (Slightly), DMSO (Slightly) |
pka | 14.62±0.10(Predicted) |
form | neat |
color | Colorless to Light yellow |
optical activity | [α]23/D +15°, neat |
BRN | 79782 |
Stability: | Moisture Sensitive |
CAS DataBase Reference | 57044-25-4(CAS DataBase Reference) |
NIST Chemistry Reference | Oxiranemethanol, (R)-(57044-25-4) |
Safety information for (R)-(+)-Glycidol
Signal word | Danger |
Pictogram(s) |
Flame Flammables GHS02 Corrosion Corrosives GHS05 Skull and Crossbones Acute Toxicity GHS06 Exclamation Mark Irritant GHS07 Health Hazard GHS08 |
GHS Hazard Statements |
H227:Flammable liquids H242:Self-reactive substances and mixtures; and Organic peroxides H302:Acute toxicity,oral H312:Acute toxicity,dermal H314:Skin corrosion/irritation H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H330:Acute toxicity,inhalation H331:Acute toxicity,inhalation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation H341:Germ cell mutagenicity H350:Carcinogenicity H361:Reproductive toxicity H370:Specific target organ toxicity, single exposure H373:Specific target organ toxicity, repeated exposure |
Precautionary Statement Codes |
P201:Obtain special instructions before use. P202:Do not handle until all safety precautions have been read and understood. P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P260:Do not breathe dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P284:Wear respiratory protection. P310:Immediately call a POISON CENTER or doctor/physician. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P307+P311:IF exposed: call a POISON CENTER or doctor/physician. P405:Store locked up. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P501:Dispose of contents/container to..… |
Computed Descriptors for (R)-(+)-Glycidol
InChIKey | CTKINSOISVBQLD-GSVOUGTGSA-N |
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