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| CAS No.: | 60456-26-0 |
|---|---|
| Name: | (R)-Glycidyl butyrate |
| Article Data: | 12 |
| Molecular Structure: | |
|
|
|
| Formula: | C7H12O3 |
| Molecular Weight: | 144.17 |
| Synonyms: | Butanoicacid, (2R)-oxiranylmethyl ester (9CI);Butanoic acid, oxiranylmethyl ester,(R)-;(-)-Glycidyl butyrate;(2R)-(-)-Glycidyl butyrate;(R)-(-)-Glycidylbutyrate; |
| EINECS: | -0 |
| Density: | 1.069 g/cm3 |
| Boiling Point: | 196.3 °C at 760 mmHg |
| Flash Point: | 85 °C |
| Solubility: | insoluble in water |
| Appearance: | Colorless to light yellow liquid |
| Hazard Symbols: |
 Xn,  Xi
|
| Risk Codes: | 22-36/37/38-42/43 |
| Safety: | 23-36/37-45-36/37/39-26 |
| Transport Information: | UN 2810 |
| PSA: | 38.83000 |
| LogP: | 1.11860 |
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- 890051-54-4
butyric acid-3-chloro-(S)-2-hydroxy-propyl ester
- 60456-26-0
(R)-glycidyl butyrate
| Conditions | Yield |
|---|---|
| With sodium hydroxide for 12h; Reflux; | 90% |
| With potassium phosphate; [(S,S)-(salen)Co(II)]2*Al(NO3)3 In various solvent(s) at 20℃; | 40% |
| With potassium tert-butylate In 1,2-dichloro-ethane at 0℃; for 1h; | 72.0 %Chromat. |
| Conditions | Yield |
|---|---|
| With calcium oxide In 2-methyltetrahydrofuran at 20℃; for 6h; Green chemistry; chemoselective reaction; | 89% |
- 2461-40-7
(+/-)-glycidyl butyrate
A
- 5309-42-2
1-sn-monobutyroylglycerol
B
- 60456-26-0
(R)-glycidyl butyrate
C
- 126254-87-3
(S)-2,3-dihydroxypropyl butyrate
| Conditions | Yield |
|---|---|
| With [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); air; acetic acid In tetrahydrofuran at 0 - 20℃; | A n/a B 46% C n/a |
- 2461-40-7
(+/-)-glycidyl butyrate
A
- 60456-26-0
(R)-glycidyl butyrate
B
- 126254-87-3
(S)-2,3-dihydroxypropyl butyrate
| Conditions | Yield |
|---|---|
| With [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); air; acetic acid In tetrahydrofuran at 0 - 20℃; | A 46% B n/a |
| 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 |
- 2461-40-7
(+/-)-glycidyl butyrate
A
- 890051-54-4
butyric acid-3-chloro-(S)-2-hydroxy-propyl ester
B
- 890051-57-7
butyric acid-3-chloro-(R)-2-hydroxy-propyl ester
C
- 60456-26-0
(R)-glycidyl butyrate
D
- 65031-96-1
(S)-glycidyl butyrate
| Conditions | Yield |
|---|---|
| With hydrogenchloride; (R,R)-[Co(salen)]2*GaCl3 In diethyl ether at 0 - 4℃; for 4h; | A 45% B n/a C n/a D 43% |
- 2461-40-7
(+/-)-glycidyl butyrate
A
- 60456-26-0
(R)-glycidyl butyrate
B
- 126254-87-3
(S)-2,3-dihydroxypropyl butyrate
C
- 65031-96-1
(S)-glycidyl butyrate
| Conditions | Yield |
|---|---|
| With (acetao)(aqua)(S,S)-N,N′-bis(3,5-di-tert-butylsalicylidene-1,2-cyclohexanediamino)-cobalt(III); water In tetrahydrofuran at 0℃; for 12h; Jacobsen rearrangement; optical yield given as %ee; | A 40% B n/a C n/a |
- 2461-40-7
(+/-)-glycidyl butyrate
A
- 60456-26-0
(R)-glycidyl butyrate
B
- 57044-25-4
(R)-oxiranemethanol
C
- 60456-23-7
(S)-oxiranemethanol
| Conditions | Yield |
|---|---|
| With Rhizopus oryzae lipase on dextran sulfate coated Sepabeads In water at 25℃; pH=7; Enzymatic reaction; Title compound not separated from byproducts; |
| Conditions | Yield |
|---|---|
| With triethylamine; dmap In dichloromethane at 0 - 20℃; for 1h; Product distribution / selectivity; | n/a |
| Conditions | Yield |
|---|---|
| With Rhizopus oryzae lipase/polystyrene fibers at 35℃; for 1h; Kinetics; |
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Chemistry
IUPAC Name:[(2R)-oxiran-2-yl]methyl butanoate
Molecular Formula:C7H12O3
Molecular Weight:144.168380 g/mol
Appearance:Yellow liquid
Boiling Point:197 °C(lit.)
Flash Point:185 °F
alpha:-30 °(c=neat)
density:1.032 g/mL at 20 °C(lit.)
refractive index:n20/D 1.428(lit.)
storage temp.: 2-8°C
Water Solubility:insoluble
BRN:5246881
CAS DataBase Reference:60456-26-0(CAS DataBase Reference)
Synonyms of (R)-4-Glycidyl butyrate(60456-26-0):
(2R)-(-)-GLYCIDYL BUTYRATE;BUTYRIC ACID (R)-GLYCIDYL ESTER;(R)-(-)-GLYCIDYL BUTYRATE;(R)-GLYCIDYL BUTYRATE;(R)-OXIRANE-2-METHANOL BUTYRATE;R(-)-OXIRANE-2-METHANOL BUTYRATE;(R)-4-GLYCIDYL BUTYRATE;(R)-2,3-EPOXYPROPYL N-BUTYRATE
Categories of (R)-4-Glycidyl butyrate(60456-26-0):
Small molecule;chiral;API intermediates;CHIRAL COMPOUNDS;Chiral Building Blocks;Glycidyl Compounds, etc. (Chiral);Oxiranes;Simple 3-Membered Ring Compounds;Synthetic Organic Chemistry;Chiral Compound;Esters;Ring Systems
Uses
Safety Profile
Safety Information of (R)-4-Glycidyl butyrate(60456-26-0):
Hazard Codes:Xn,Xi 
Risk Statements:22-36/37/38-42/43
22:Harmful if swallowed
36/37/38:Irritating to eyes, respiratory system and skin
42/43:May cause sensitization by inhalation and skin contact
Safety Statements:23-36/37-45-36/37/39-26
23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer)
36/37:Wear suitable protective clothing and gloves
45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
36/37/39:Wear suitable protective clothing, gloves and eye/face protection
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
RIDADR:2810
WGK Germany:3
F:10-21
HazardClass:6.1
PackingGroup:III