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CAS RN: 60456-23-7 | Product Number: G0364

(S)-(-)-Glycidol


Purity: >96.0%(GC)
Synonyms:
  • (S)-(-)-1-Hydroxy-2,3-epoxypropane
  • (S)-(-)-2-(Hydroxymethyl)oxirane
Documents:
5G
$82.00
≥40  20  
25G
$275.00
≥40  Contact Us

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* The storage conditions are subject to change without notice.


Product Number G0364
Purity / Analysis Method >96.0%(GC)
Molecular Formula / Molecular Weight C__3H__6O__2 = 74.08 
Physical State (20 deg.C) Liquid
Storage Temperature <0°C
Store Under Inert Gas Store under inert gas
Condition to Avoid Moisture Sensitive,Heat Sensitive
CAS RN 60456-23-7
Reaxys Registry Number 79783
PubChem Substance ID 125307378
MDL Number

MFCD00074874

Specifications
Appearance Colorless to Light orange to Yellow clear liquid
Purity(GC) min. 96.0 %
Optical purity(GC) min. 97.0 ee%
Properties (reference)
Boiling Point 67 °C/19 mmHg
Flash point 72 °C
Specific Gravity (20/20) 1.12
Specific Rotation -15° (neat)
Refractive Index 1.43
Solubility in water Completely miscible
GHS
Pictogram Pictogram Pictogram
Signal Word Danger
Hazard Statements H331 : Toxic if inhaled.
H302 + H312 : Harmful if swallowed or in contact with skin.
H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
H361 : Suspected of damaging fertility or the unborn child.
H370 : Causes damage to organs.
H373 : May cause damage to organs through prolonged or repeated exposure.
H341 : Suspected of causing genetic defects.
H350 : May cause cancer.
H335 : May cause respiratory irritation.
H227 : Combustible liquid.
Precautionary Statements P501 : Dispose of contents/ container to an approved waste disposal plant.
P260 : Do not breathe dust/ fume/ gas/ mist/ vapors/ spray.
P270 : Do not eat, drink or smoke when using this product.
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.
P201 : Obtain special instructions before use.
P271 : Use only outdoors or in a well-ventilated area.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection.
P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P308 + P311 : IF exposed or concerned: Call a POISON CENTER/doctor.
P362 + P364 : Take off contaminated clothing and wash it before reuse.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth.
P302 + P352 + P312 : IF ON SKIN: Wash with plenty of water.Call a POISON CENTER/doctor if you feel unwell.
P304 + P340 + P311 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Call a POISON CENTER/doctor.
P403 + P233 : Store in a well-ventilated place. Keep container tightly closed.
P403 + P235 : Store in a well-ventilated place. Keep cool.
P405 : Store locked up.
Related Laws:
RTECS# RR0508100
Transport Information:
UN Number UN2810
Class 6.1
Packing Group III
H.S.code* 2910.90-000
*This code is applied to the products when TCI exports from Japan and not for import in your country.
Application
Regioselective epoxide opening Grignard reaction with vinylmagnesium bromide

Typical procedure: To a cooled solution (0 °C) of (S)-glycidol (5.0 g) and imidazole (5.97 g) in CH2Cl2 (250 mL) under N2 was added TBDPSCl (18.55 g) diluted in CH2Cl2 (20 mL). The solution was allowed to warm to room temperature and stirred for 1.5 h. The white slurry was quenched by the addition of water. The organic layer washed with brine, dried over Na2SO4, and concentrated to give TBDPS-(S)-glycidol (21.1g, quant.) of colorless oil which was used directly at the next step. The TBDPS-(S)-glycidol and CuI (1.29 g) in THF (40 mL) under N2 was added dropwise vinylmagnesium bromide (338 mL, 1 M in THF) at -25 °C. After stirring 1 h at -25 °C, the reaction was quenched with sat. NH4Cl solution (400 mL). After warming to room temperature, 5 % aqueous H2SO4 was added to dissolve the salts and the mixture was extracted with Et2O (400 mL). The organic layer was washed with sat. NaHCO3 and brine, dried over Na2SO4. The solution was decanted and concentrated. The residue was purified by column chromatography to give the desired alcohol as a colorless oil (19.3g, 84 %).

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