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| CAS No.: | 156928-09-5 |
|---|---|
| Name: | (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol |
| Molecular Structure: | |
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| Formula: | C6H10O3 |
| Molecular Weight: | 130.144 |
| Synonyms: | Furo[2,3-b]furan-3-ol,hexahydro-, [3R-(3a,3ab,6ab)]-;3R,3AS,6aR-hexahydrofuro[2,3-b]furan-3-ol;R,S,R-Bisfuran alcohol; |
| EINECS: | 605-076-4 |
| Density: | 1.276 g/cm3 |
| Boiling Point: | 251.463 °C at 760 mmHg |
| Flash Point: | 105.881 °C |
| PSA: | 38.69000 |
| LogP: | -0.25990 |
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- 162119-35-9
3-acetoxy-(3R,3αS,6αR)-bis-tetrahydrofuran
- 156928-09-5
(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol
| Conditions | Yield |
|---|---|
| With methanol; potassium carbonate at 20℃; Product distribution / selectivity; | 100% |
| With potassium carbonate In methanol at 20℃; | 30% |
| With methyllithium In tetrahydrofuran |
- 156928-09-5
(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol
| Conditions | Yield |
|---|---|
| Stage #1: (2R,3S)-3-dimethoxymethyl-5-benzyloxy-1,2-pentanediol With sulfuric acid In toluene at 0 - 35℃; for 15.5h; Stage #2: With palladium 10% on activated carbon; hydrogen at 25℃; for 6h; Stage #3: at 72 - 197℃; for 4.5h; | 99% |
- 809286-93-9
(3aR,6aR)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-3(2H)-one
A
- 156928-09-5
(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol
B
- 252873-50-0
(3S,3aS,6aR)-3-hydroxyhexahydrofuro[2,3-b]furan
| Conditions | Yield |
|---|---|
| Stage #1: (3aR,6aR)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-3(2H)-one With sodium tetrahydroborate In methanol; isopropyl alcohol at 0℃; for 1.5h; Stage #2: With ammonium chloride In methanol; isopropyl alcohol Product distribution / selectivity; | A 97.2% B n/a |
| Stage #1: (3aR,6aR)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-3(2H)-one With sodium tetrahydroborate In ethanol at -15℃; for 2h; Stage #2: With hydrogenchloride In ethanol; water Product distribution / selectivity; |
- 725264-69-7
(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl benzoate
- 156928-09-5
(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol
| Conditions | Yield |
|---|---|
| With methanol; water; sodium hydroxide In tetrahydrofuran at 20℃; for 0.5h; | 95% |
| With sodium hydroxide In water at 27 - 30℃; for 4h; | 93% |
- 156928-09-5
(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol
| Conditions | Yield |
|---|---|
| With hydrogenchloride; diisobutylaluminium hydride In water; toluene at -50 - 60℃; for 16h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere; | 95% |
| With diisobutylaluminium hydride In toluene at -50 - 40℃; Inert atmosphere; | 56.4 g |
- 156928-09-5
(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol
| Conditions | Yield |
|---|---|
| With palladium 10% on activated carbon; hydrogen In methanol under 760.051 Torr; for 1h; Solvent; | 91% |
- 156928-09-5
(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water at -2 - 5℃; Temperature; | 90.4% |
A
- 156928-09-5
(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol
B
- 162119-35-9
3-acetoxy-(3R,3αS,6αR)-bis-tetrahydrofuran
C
- 162020-29-3
Acetic acid (3S,3aR,6aS)-(hexahydro-furo[2,3-b]furan-3-yl) ester
| Conditions | Yield |
|---|---|
| With acetic anhydride In tert-butyl methyl ether at 20℃; for 110h; Reagent/catalyst; Enzymatic reaction; | A 90% B n/a C n/a |
| With acetic anhydride In 1,2-dimethoxyethane at 23℃; for 3h; Yield given. Yields of byproduct given; |
- 156928-09-5
(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol
| Conditions | Yield |
|---|---|
| With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; tert-butyl methyl ether at 20℃; for 24h; Reagent/catalyst; | 90% |
| With lipase Enzymatic reaction; |
A
- 156928-10-8
(3S,3aR,6aS)-3-hydroxyhexahydrofuro<2,3-b>furan
B
- 156928-09-5
(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol
C
- 162119-35-9
3-acetoxy-(3R,3αS,6αR)-bis-tetrahydrofuran
D
- 162020-29-3
Acetic acid (3S,3aR,6aS)-(hexahydro-furo[2,3-b]furan-3-yl) ester
| Conditions | Yield |
|---|---|
| With acetic anhydride In tert-butyl methyl ether at 20℃; for 110h; Reagent/catalyst; Enzymatic reaction; | A n/a B 90% C n/a D n/a |
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Chemistry
Empirical Formula of (3R,3aS,6aR)-Hexahydrofuro[2,3-b]furan-3-ol (CAS NO.156928-09-5): C6H10O3
Molecular Weight: 130.1418
Index of Refraction: 1.51
Molar Refractivity: 30.524 cm3
Molar Volume: 102.025 cm3
Surface Tension: 45.459 dyne/cm
Density: 1.276 g/cm3
Flash Point: 105.881 °C
Enthalpy of Vaporization: 56.784 kJ/mol
Boiling Point: 251.463 °C at 760 mmHg
Vapour Pressure: 0.003 mmHg at 25 °C
Structure of (3R,3aS,6aR)-Hexahydrofuro[2,3-b]furan-3-ol (CAS NO.156928-09-5):
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Systematic Name: (3R,3aS,6aR)-Hexahydrofuro[2,3-b]furan-3-ol
SMILES: O[C@H]1CO[C@H]2OCC[C@@H]12 Copy
InChI: InChI=1/C6H10O3/c7-5-3-9-6-4(5)1-2-8-6/h4-7H,1-3H2/t4-,5-,6+/m0/s1
InChIKey: RCDXYCHYMULCDZ-HCWXCVPCBF
Std. InChI: InChI=1S/C6H10O3/c7-5-3-9-6-4(5)1-2-8-6/h4-7H,1-3H2/t4-,5-,6+/m0/s1
Std. InChIKey: RCDXYCHYMULCDZ-HCWXCVPCSA-N
Specification
(3R,3aS,6aR)-Hexahydrofuro[2,3-b]furan-3-ol (CAS NO.156928-09-5) also can be called (3R,3aS,6aR)-3-Hydroxyhexahydrofuro(2,3-b)furan ; and Furo[2,3-b]furan-3-ol, hexahydro-, (3R,3aS,6aR)- .