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(S)-Oxiranemethanol

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Name

(S)-Oxiranemethanol

EINECS N/A
CAS No. 60456-23-7 Density 1.116 g/mL at 20 °C(lit.)
PSA 32.76000 LogP -0.62250
Solubility N/A Melting Point 72-73 °C
Formula C3H6O2 Boiling Point 162.4 °C at 760 mmHg
Molecular Weight 74.0794 Flash Point 81.1 °C
Transport Information UN 2810 6.1/PG 2 Appearance Colorless to light yellow liquid
Safety 53-45-36/37/39-26 Risk Codes 45-60-21/22-23-36/37/38-68-41-37/38
Molecular Structure Molecular Structure of 60456-23-7 ((S)-Oxiranemethanol) Hazard Symbols
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;

Article Data 33

(S)-Oxiranemethanol Synthetic route

1613271-06-9

(R)-oxiran-2-ylmethyl 3,5-dinitrobenzoate

60456-23-7

(S)-oxiranemethanol

Conditions
ConditionsYield
With methanol for 2h; Inert atmosphere; Reflux;92%
In methanol for 2h; Reflux; Inert atmosphere;92%
107-18-6

allyl alcohol

60456-23-7

(S)-oxiranemethanol

Conditions
ConditionsYield
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%
60827-45-4

(S)-3-chloropropan-1,2-diol

60456-23-7

(S)-oxiranemethanol

Conditions
ConditionsYield
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;

A

60456-23-7

(S)-oxiranemethanol

B

120787-40-8

(R)-2,3-epoxypropyl benzoate

Conditions
ConditionsYield
With lipasePS-C In tetrahydrofuran; water for 17h; Ambient temperature;A 46%
B n/a
107-18-6

allyl alcohol

A

57044-25-4

(R)-oxiranemethanol

B

60456-23-7

(S)-oxiranemethanol

Conditions
ConditionsYield
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;
556-52-5

oxiranyl-methanol

A

56-81-5

glycerol

B

60456-23-7

(S)-oxiranemethanol

Conditions
ConditionsYield
With water; (R,R)-[Co(salen)]2*GaCl3 In tetrahydrofuran at 20℃; for 7h;A n/a
B 43%
556-52-5

oxiranyl-methanol

A

56-81-5

glycerol

B

57044-25-4

(R)-oxiranemethanol

C

60456-23-7

(S)-oxiranemethanol

Conditions
ConditionsYield
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
4704-77-2

1-bromo-2,3-propanediol

60456-23-7

(S)-oxiranemethanol

Conditions
ConditionsYield
With potassium hydroxide
50765-70-3

(S)-1-tosyloxy-2,3-propanediol

60456-23-7

(S)-oxiranemethanol

Conditions
ConditionsYield
With sodium methylate In methanol
24553-03-5

phenylacetate of 2,3-epoxypropan-1-ol

A

57044-25-4

(R)-oxiranemethanol

B

60456-23-7

(S)-oxiranemethanol

Conditions
ConditionsYield
With immobilized penicillinacylase from E. coli In water; acetonitrile Ambient temperature; stopped at 50percent conversion;

(S)-Oxiranemethanol Chemical Properties

MF: C3H6O2
Synonyms: RARECHEM AK HZ 0047;(S)-(-)-2,3-EPOXY-1-PROPANOL;(S)-(-)-GLYCIDOL;(S)-GLYCIDOL;(S)-Oxiranemethanol;S(-)-OXIRANE-2-METHANOL;OXIRANEMETHANOL, (2S)-;(s)-oxiranemethano
MW: 74.08
Appearance: Colorless to light yellow liqui
alpha: -15 o (neat)
bp: 66-67 °C19 mm Hg(lit.)
density: 1.116 g/mL at 20 °C(lit.)
refractive index: n20/D 1.433(lit.)
Fp: 178 °F
storage temp.: -20°C

(S)-Oxiranemethanol Safety Profile

Risk Statements: 45-60-21/22-23-36/37/38-68-41-37/38
Safety Statements: 53-45-36/37/39-26
Hazard Codes: T
RIDADR: UN 2810 6.1/PG 2
RTECS: RR0508100
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