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CAS No.: | 60456-23-7 |
---|---|
Name: | (S)-Oxiranemethanol |
Article Data: | 33 |
Molecular Structure: | |
Formula: | C3H6O2 |
Molecular Weight: | 74.0794 |
Synonyms: | Oxiranemethanol,(2S)- (9CI);Oxiranemethanol, (S)-;(-)-2,3-Epoxy-1-propanol;(-)-D-Glycidol;(-)-Glycidol;(2S)-2-Oxiranylmethanol;(S)-(-)-Glycidol;(S)-(-)-Oxiranemethanol;(S)-Glycidol;(S)-Oxiran-2-ylmethanol;S-Glycidylalcohol; |
Density: | 1.116 g/mL at 20 °C(lit.) |
Melting Point: | 72-73 °C |
Boiling Point: | 162.4 °C at 760 mmHg |
Flash Point: | 81.1 °C |
Appearance: | Colorless to light yellow liquid |
Hazard Symbols: | |
Risk Codes: | 45-60-21/22-23-36/37/38-68-41-37/38 |
Safety: | 53-45-36/37/39-26 |
Transport Information: | UN 2810 6.1/PG 2 |
PSA: | 32.76000 |
LogP: | -0.62250 |
(R)-oxiran-2-ylmethyl 3,5-dinitrobenzoate
(S)-oxiranemethanol
Conditions | Yield |
---|---|
With methanol for 2h; Inert atmosphere; Reflux; | 92% |
In methanol for 2h; Reflux; Inert atmosphere; | 92% |
allyl alcohol
(S)-oxiranemethanol
Conditions | Yield |
---|---|
With L-(+)-diisopropyl tartrate; Cumene hydroperoxide; titanium(IV) isopropylate In dichloromethane at 0℃; for 48h; Product distribution / selectivity; Molecular sieve; | 72% |
With tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; ((CH3)3CCH2)3Ta=CHC(CH3)3 impergnated on silica (pretreated with HMDS) In dichloromethane at 0℃; for 48h; Product distribution / selectivity; | 65% |
With tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; ((CH3)3CCH2)3Ta=CHC(CH3)3 impergnated on silica; tantal content 5.63percent (C/Ta=8.0) In dichloromethane at 0℃; for 48h; Product distribution / selectivity; | 61% |
(S)-3-chloropropan-1,2-diol
(S)-oxiranemethanol
Conditions | Yield |
---|---|
With potassium carbonate In dichloromethane at 20℃; for 20h; | 72% |
With potassium carbonate | |
With potassium phosphate In dichloromethane for 3h; Product distribution / selectivity; Heating / reflux; |
oxiran-2-ylmethyl benzoate
A
(S)-oxiranemethanol
B
(R)-2,3-epoxypropyl benzoate
Conditions | Yield |
---|---|
With lipasePS-C In tetrahydrofuran; water for 17h; Ambient temperature; | A 46% B n/a |
Conditions | Yield |
---|---|
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 water; (R,R)-[Co(salen)]2*GaCl3 In tetrahydrofuran at 20℃; for 7h; | A n/a B 43% |
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 |
1-bromo-2,3-propanediol
(S)-oxiranemethanol
Conditions | Yield |
---|---|
With potassium hydroxide |
(S)-1-tosyloxy-2,3-propanediol
(S)-oxiranemethanol
Conditions | Yield |
---|---|
With sodium methylate In methanol |
phenylacetate of 2,3-epoxypropan-1-ol
A
(R)-oxiranemethanol
B
(S)-oxiranemethanol
Conditions | Yield |
---|---|
With immobilized penicillinacylase from E. coli In water; acetonitrile Ambient temperature; stopped at 50percent conversion; |
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