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HomeProduct name list(R)-(+)-Glycidol

(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
(R)-(+)-Glycidol Structural

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  n20/D 1.43(lit.)
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)
ghs
Flame
Flammables
GHS02
ghs
Corrosion
Corrosives
GHS05
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Exclamation Mark
Irritant
GHS07
ghs
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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