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(R)-(+)-Glycidol

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Name

(R)-(+)-Glycidol

EINECS 209-128-3
CAS No. 57044-25-4 Density 1.178 g/cm3
PSA 32.76000 LogP -0.62250
Solubility Completely miscible in water Melting Point N/A
Formula C3H6O2 Boiling Point 162.4 °C at 760 mmHg
Molecular Weight 74.0794 Flash Point 81.1 °C
Transport Information UN 2922 8/PG 2 Appearance Colorless to light yellow liquid
Safety 53-45-36/37/39-26 Risk Codes 45-60-2-21/22-23-34-68-41-37/38
Molecular Structure Molecular Structure of 57044-25-4 ((R)-(+)-Glycidol) Hazard Symbols ToxicT, ExplosiveE
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;

Article Data 46

(R)-(+)-Glycidol Synthetic route

57090-45-6

(2R)-3-chloro-1,2-propanediol

57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
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;
14437-88-8

(2R)-3-bromo-1,2-propanediol

57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
With potassium carbonate In dichloromethane for 18h; Ambient temperature;88%
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;
2461-40-7

(+/-)-glycidyl butyrate

A

60456-26-0

(R)-glycidyl butyrate

B

57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
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
556-52-5

oxiranyl-methanol

A

56-81-5

glycerol

B

57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
With water; chiral ((substituted salen)Co)2-InCl3 In tetrahydrofuran at 20℃; for 6h;A n/a
B 44%
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
107-18-6

allyl alcohol

57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
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;
556-52-5

oxiranyl-methanol

57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
19%
enantioselective resolution; CPO-catalysed oxidation with tert-butyl hydroperoxidase;
41274-09-3

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

57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
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
110207-31-3

Pentanoic acid oxiranylmethyl ester

57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
lipase membran-enclosed enzymatic catalysis;

(R)-(+)-Glycidol Chemical Properties

Product Name: (R)-(+)-Glycidol
The Molecular formula of (R)-Glycidol(57044-25-4): C3H6O2
The Molecular Weight of (R)-Glycidol(57044-25-4): 74.08
Molecular Structure : 
EINECS: 404-660-4
Boiling point: 56-57 °C11 mm Hg(lit.)
Flash point: 178 °F
density: 1.116 g/mL at 20 °C(lit.)
refractive index: n20/D 1.43(lit.)
storage temp.: 2-8°C
Appearance: Colorless to light yellow liquid
Synonyms: (R)-GLYCIDOL;OXIRANEMETHANOL, (2R)-;(R)-(+)-2,3-EPOXY-1-PROPANOL;(R)-(+)-GLYCIDOL;(R)-(+)-GLYCIDOL, 97% (98% EE/GLC); R(+)-OXIRANE-2-METHANOL;(R)-Oxiranemethanol; (r)-oxiranemethano;

(R)-(+)-Glycidol Uses

(R)-Glycidol(57044-25-4) is used for synthesis pharmaceutical intermediates.

(R)-(+)-Glycidol Safety Profile

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

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