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CAS No.: | 57044-25-4 |
---|---|
Name: | (R)-(+)-Glycidol |
Article Data: | 46 |
Molecular Structure: | |
Formula: | C3H6O2 |
Molecular Weight: | 74.0794 |
Synonyms: | Oxiranemethanol, (2R)- (9CI);Oxiranemethanol,(R)-;(+)-2,3-Epoxy-1-propanol;(+)-Glycidol;(2R)-2-Oxiranylmethanol;(R)-2-Oxiranylmethanol;(R)-Glycidol;(R)-Oxiran-2-ylmethanol;2(R)-2,3-Epoxypropanol; |
EINECS: | 209-128-3 |
Density: | 1.178 g/cm3 |
Boiling Point: | 162.4 °C at 760 mmHg |
Flash Point: | 81.1 °C |
Solubility: | Completely miscible in water |
Appearance: | Colorless to light yellow liquid |
Hazard Symbols: | T, E |
Risk Codes: | 45-60-2-21/22-23-34-68-41-37/38 |
Safety: | 53-45-36/37/39-26 |
Transport Information: | UN 2922 8/PG 2 |
PSA: | 32.76000 |
LogP: | -0.62250 |
(2R)-3-chloro-1,2-propanediol
(R)-oxiranemethanol
Conditions | Yield |
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With potassium carbonate In dichloromethane for 18h; Ambient temperature; | 88% |
With potassium carbonate In dichloromethane other reagent: Cs2CO3; | |
With potassium phosphate In dichloromethane for 3h; Product distribution / selectivity; Heating / reflux; | |
With potassium carbonate In dichloromethane at 20℃; for 24h; | |
With potassium carbonate In dichloromethane at 20℃; for 20h; |
(2R)-3-bromo-1,2-propanediol
(R)-oxiranemethanol
Conditions | Yield |
---|---|
With potassium carbonate In dichloromethane for 18h; Ambient temperature; | 88% |
Conditions | Yield |
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With tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; tantalum pentaethoxide In dichloromethane at 0℃; for 48h; Product distribution / selectivity; Molecular sieve; | A 45% B n/a |
With Cumene hydroperoxide; 3 A molecular sieve; titanium(IV) isopropylate; D-(-)-diisopropyl tartrate In dichloromethane at -5℃; for 6h; Title compound not separated from byproducts; | |
With titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; Cumene hydroperoxide 1.) CH2Cl2, -10 deg C, 20 min, 2.) CH2Cl2, -10 deg C, 5 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
With sodium phosphate buffer; 25 kDa lipase-like enzyme immobilized on DEAE-Sepharose In 1,4-dioxane; water at 25℃; for 10h; pH=7.00; | A n/a B 45% |
With thermomyces lanuginosa In 1,4-dioxane; aq. phosphate buffer at 30℃; for 2h; pH=7; Temperature; Resolution of racemate; Enzymatic reaction; | A n/a B n/a |
Conditions | Yield |
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With water; chiral ((substituted salen)Co)2-InCl3 In tetrahydrofuran at 20℃; for 6h; | A n/a B 44% |
oxiranyl-methanol
A
glycerol
B
(R)-oxiranemethanol
C
(S)-oxiranemethanol
Conditions | Yield |
---|---|
With water; dimeric chiral (salen)Co complex linked with Al at 20℃; for 4h; Product distribution; Further Variations:; Catalysts; | A 42% B n/a C n/a |
allyl alcohol
(R)-oxiranemethanol
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; D-(-)-diisopropyl tartrate; ((CH3)3CCH2)3Ta=CHC(CH3)3 impergnated on silica; tantal content 4.92percent In dichloromethane at 0℃; for 48h; Product distribution / selectivity; | 29% |
With L-(+)-diisopropyl tartrate; Cumene hydroperoxide; titanium tetraisopropoxide sublimed on silica; titanium content 1.8percent (C/Ti=6.7) In dichloromethane at 0℃; for 48h; Product distribution / selectivity; | 14% |
With oxygen In N,N-dimethyl-formamide at 50℃; under 760.051 Torr; for 24h; Catalytic behavior; | 12% |
Sharpless asymmetric epoxidation; | |
With titanium(IV) isopropylate; tert.-butylhydroperoxide; calcium hydride; diethyl (2R,3R)-tartrate; silica gel In tetrahydrofuran at -20 - -15℃; for 6h; Temperature; Solvent; |
oxiranyl-methanol
(R)-oxiranemethanol
Conditions | Yield |
---|---|
19% | |
enantioselective resolution; CPO-catalysed oxidation with tert-butyl hydroperoxidase; |
(R)-3-tosyloxy-1,2-propanediol
(R)-oxiranemethanol
Conditions | Yield |
---|---|
With sodium methylate In diethyl ether for 1h; | |
With sodium methylate In methanol; diethyl ether Yield given; | |
With sodium In methanol | |
With sodium methylate In diethyl ether |
Pentanoic acid oxiranylmethyl ester
(R)-oxiranemethanol
Conditions | Yield |
---|---|
lipase membran-enclosed enzymatic catalysis; |
The Hazard Codes of (R)-Glycidol(57044-25-4): T, E
The Risk Statements information of (R)-Glycidol(57044-25-4):
2: Risk of explosion by shock, friction, fire or other sources of ignition
23: Toxic by inhalation
34: Causes burns
45: May cause cancer
60: May impair fertility
68: Possible risk of irreversible effects
20/21: Harmful by inhalation and in contact with skin
37/38: Irritating to respiratory system and skin
The Safety Statements information of (R)-Glycidol(57044-25-4):
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
53: Avoid exposure - obtain special instruction before use
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
F: 10-21
RIDADR: UN 2922 8/PG 2
WGK Germany: 3
RTECS: RR0508000