(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.)

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)

color 

Colorless to Light yellow

optical activity

[α]23/D +15°, neat

BRN 

79782

Stability:

Moisture Sensitive

InChIKey

CTKINSOISVBQLD-GSVOUGTGSA-N

CAS DataBase Reference

57044-25-4(CAS DataBase Reference)

NIST Chemistry Reference

Oxiranemethanol, (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

F 

10-21

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

29109000

MSDS

• Language:English Provider:SigmaAldrich

(R)-(+)-Glycidol Usage And Synthesis

Chemical Properties

Colorless 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.

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.

(R)-(+)-Glycidol(57044-25-4)Related Product Information

• Allyl glycidyl ether
• Ethylene glycol diglycidyl ether
• DIGLYCIDYL ETHER
• Propylene oxide
• 1,2,3-PROPANETRIOL GLYCIDYL ETHER
• CHLOROPHOSPHONAZO III
• ETHYLENE OXIDE
• Methanol
• Glycidol methyl ether
• (S)-Glycidol 3-Nitrobenzenesulfonate
• (S)-(+)-Benzyl glycidyl ether
• (2S)-(+)-Glycidyl tosylate
• (+/-)-GLYCIDOL,(RS)-Glycido
• BISPHENOL A DIGLYCIDYL ETHER RESIN
• Cinobufagin
• Cinobufotalin
• Methyl 3-(4-methoxyphenyl)oxirane-2-carboxylate
• Glycidol phenyl ether