(R)-(+)-Glycidol Property

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

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H227Combustible liquid

H242Heating may cause a fire

H302Harmful if swallowed

H312Harmful in contact with skin

H314Causes severe skin burns and eye damage

H315Causes skin irritation

H319Causes serious eye irritation

H330Fatal if inhaled

H331Toxic if inhaled

H335May cause respiratory irritation

H341Suspected of causing genetic defects

H350May cause cancer

H361Suspected of damaging fertility or the unborn child

H370Causes damage to organs

H373May cause damage to organs through prolonged or repeated exposure

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P284Wear respiratory protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P307+P311IF exposed: call a POISON CENTER or doctor/physician.

P310Immediately call a POISON CENTER or doctor/physician.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

(R)-(+)-Glycidol Chemical Properties,Usage,Production

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.