Name | S(-)-glycidol |
Synonyms | S-Glycidoe (S)-Glycidol S(-)-glycidol (S)-(-)-Glycidol (S)-Oxiranemethanol [(2r)-oxiran-2-yl]methanol (R)-3-Hydroxy-1,2-epoxypropane (S)-(-)-GLYCIDOL ((S)-(-)-2,3-EPOXY-1-PROPANOL) (S)-(-)-2,3-Epoxy-1-propanol, (S)-(-)-Oxirane-2-methanol |
CAS | 60456-23-7 |
InChI | InChI=1/C3H6O2/c4-1-3-2-5-3/h3-4H,1-2H2 |
InChIKey | CTKINSOISVBQLD-VKHMYHEASA-N |
Molecular Formula | C3H6O2 |
Molar Mass | 74.08 |
Density | 1.116g/mLat 20°C(lit.) |
Melting Point | 72-73 °C |
Boling Point | 66-67°C19mm Hg(lit.) |
Specific Rotation(α) | -15 º (neat) |
Flash Point | 178°F |
Solubility | Soluble in chloroform, DMSO and methanol. |
Appearance | Liquid |
Color | Pale yellow |
BRN | 79783 |
pKa | 14.62±0.10(Predicted) |
Storage Condition | -20°C |
Refractive Index | n20/D 1.433(lit.) |
Physical and Chemical Properties | Colorless to light yellow liquid, stored in a closed container at room temperature. Boiling point 163-164°C. |
Use | For the synthesis of a variety of Chiral Pharmaceutical Intermediates |
Hazard Symbols | T - Toxic |
Risk Codes | R45 - May cause cancer R60 - May impair fertility R21/22 - Harmful in contact with skin and if swallowed. R23 - Toxic by inhalation R36/37/38 - Irritating to eyes, respiratory system and skin. R68 - Possible risk of irreversible effects R41 - Risk of serious damage to eyes R37/38 - Irritating to respiratory system and skin. |
Safety Description | S53 - Avoid exposure - obtain special instructions before use. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
UN IDs | UN 2810 6.1/PG 2 |
WGK Germany | 3 |
RTECS | RR0508100 |
FLUKA BRAND F CODES | 10-21 |
HS Code | 29109000 |
Hazard Class | 6.1 |
Packing Group | III |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
application | (S)-glycidyl is a colorless to light yellow liquid under normal temperature and pressure, which belongs to epoxy compounds and is often used in organic synthesis Chiral pharmaceutical intermediates are synthesized by epoxy ring opening reaction in its structure. In addition,(S)-glycidyl can be used to construct the molecular skeleton of cyclin and prostaglandin. |
synthesis method | to 1.2 liters of dichloromethane, add 200 grams (S)-3-chloro -1,2-propanediol (99.5% ee) and 419 grams of potassium phosphate, the obtained mixed solution is refluxed and reacted under stirring for 3 hours, then the obtained solution is cooled to room temperature and filtered to remove insoluble solid precipitate, then the dichloromethane is evaporated under reduced pressure, and the residue is purified by fractionation (66 degrees/19 mmHg) to obtain 122 grams of target compound:(S)-glycidyl, yield: 122 grams, 91.0% chemical purity: 99.0% optical purity (GC)99.5%. Figure (S)-synthetic route of glycidyl |
Uses | is used to synthesize chiral (E)-allyl alcohol side chains, which can be introduced into prostacyclin and prostaglandin skeletons through cross metathesis reactions. for the synthesis of a variety of chiral pharmaceutical intermediates |