| Identification | More | [Name]
(R)-(+)-Glycidol | [CAS]
57044-25-4 | [Synonyms]
OXIRANEMETHANOL, (2R)-
(R)-(+)-2,3-EPOXY-1-PROPANOL
(R)-(+)-GLYCIDOL
(R)-GLYCIDOL
R(+)-OXIRANE-2-METHANOL
(R)-Oxiranemethanol
(r)-oxiranemethano
(R)-(+)-GLYCIDOL, 97% (98% EE/GLC)
R-Glycidoe
(R)-GLYCIDOL,99%
(R)-3-Hydroxy-1,2-epoxypropane
(R)-(+)-GLYCIDOL ((R)-(+)-2,3-EPOXY-1-PROPANOL)
(2R)-Oxirane-2-methanol
(R)-2-Hydroxymethyloxirane | [EINECS(EC#)]
404-660-4 | [Molecular Formula]
C3H6O2 | [MDL Number]
MFCD00074873 | [Molecular Weight]
74.08 | [MOL File]
57044-25-4.mol |
| Questions And Answer | Back Directory | [Synthesis]
Under stirring, NaOH (36.19 g, 0.905 mol) was slowly added to a solution of chlorodiol (100.0 g, 0.905 mol) and ethanol (200 mL) at 0-5°C. The reaction mixture was then stirred at 0-5°C for 2 hours. After the reaction was complete, the reaction mixture was filtered to remove the insoluble solid precipitate. The filtrate was concentrated under vacuum at 40°C to obtain the target product (R)-(+)-Glycidol (note that (R)-(+)-Glycidol has a low boiling point and requires low-temperature treatment during vacuum concentration in post-processing). 
Figure: Synthetic route of (R)-(+)-Glycidol |
| Chemical Properties | Back Directory | [Appearance]
Colorless to light yellow liqui | [Boiling point ]
56-57 °C11 mm Hg(lit.)
| [density ]
1.116 g/mL at 20 °C(lit.)
| [refractive index ]
n20/D 1.43(lit.)
| [Fp ]
178 °F
| [storage temp. ]
2-8°C
| [solubility ]
Chloroform (Slightly), DMSO (Slightly) | [Water Solubility ]
Completely miscible in water | [form ]
neat | [pka]
14.62±0.10(Predicted) | [color ]
Colorless to Light yellow | [Optical Rotation]
[α]23/D +15°, neat | [BRN ]
79782 | [Stability:]
Moisture Sensitive | [InChI]
1S/C3H6O2/c4-1-3-2-5-3/h3-4H,1-2H2/t3-/m1/s1 | [InChIKey]
CTKINSOISVBQLD-GSVOUGTGSA-N | [SMILES]
OC[C@@H]1CO1 | [CAS DataBase Reference]
57044-25-4(CAS DataBase Reference) | [NIST Chemistry Reference]
Oxiranemethanol, (R)-(57044-25-4) |
| Safety Data | Back Directory | [Symbol(GHS) ]
    
GHS02,GHS05,GHS06,GHS07,GHS08 | [Signal word ]
Danger | [Hazard statements ]
H227-H315-H319-H335-H361-H370-H373-H242-H302-H312-H314-H331-H341-H350-H360F-H302+H312-H330 | [Precautionary statements ]
P201-P280-P305+P351+P338-P310-P260-P284-P202-P210-P264-P270-P271-P301+P312+P330-P302+P352+P312+P362+P364-P304+P340+P311-P305+P351+P338+P337+P313-P307+P311-P403+P233-P405-P501 | [Hazard Codes ]
T,E | [Risk Statements ]
R45:May cause cancer.
R60:May impair fertility.
R2:Risk of explosion by shock, friction, fire or other sources of ignition.
R21/22:Harmful in contact with skin and if swallowed .
R23:Toxic by inhalation.
R34:Causes burns.
R68:Possible risk of irreversible effects.
R41:Risk of serious damage to eyes.
R37/38:Irritating to respiratory system and skin . | [Safety Statements ]
S53:Avoid exposure-obtain special instruction before use .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where 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 . | [RIDADR ]
UN 2922 8/PG 2
| [WGK Germany ]
3
| [RTECS ]
RR0508000
| [F ]
10-21 | [REACH Registrations]
Inactive | [HazardClass ]
6.1 | [PackingGroup ]
Ⅲ | [HS Code ]
29109000 | [Storage Class]
5.2 - Organic peroxides and self-reacting hazardous materials | [Hazard Classifications]
Acute Tox. 2 Inhalation
Acute Tox. 4 Dermal
Acute Tox. 4 Oral
Carc. 1B
Eye Dam. 1
Muta. 2
Repr. 1B
Self-react. C
Skin Corr. 1B
STOT SE 3 |
| Hazard Information | Back Directory | [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
| [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. |
|
| Company Name: |
Changzhou Huaren Chemical Co., Ltd Gold
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| Telephone: |
0519-88103998, 13646148298, 88103997, 88122965,88100916 13646148298;051988100916; |
| Website: |
http://www.huarenchem.com |
| Company Name: |
J & K SCIENTIFIC LTD.
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| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Energy Chemical
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| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Jia Xing Isenchem Co.,Ltd
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| Telephone: |
0573-85285100 18627885956 |
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https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
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