(1S,5R)-(-)-2-Oxabicyclo[3.3.0]oct-6-en-3-one

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(1S,5R)-(-)-2-Oxabicyclo[3.3.0]oct-6-en-3-one Basic information
Product Name:(1S,5R)-(-)-2-Oxabicyclo[3.3.0]oct-6-en-3-one
Synonyms:(-)-CIS-2-OXABICYCLO[3.3.0]OCT-6-EN-3-ONE;(3AR,6AS)-3,3A,6,6A-TETRAHYDRO-2H-1-OXAPENTALEN-2-ONE;(1S,5R)-2-Oxabicyclo[3.3.0]oct-6-en-3-one, >=99%;(3aR,6aS)-3,3a,6,6a-tetrahydrocyclopenta[b]furan-2-one;(1S,5R)-2-OXABICYCLO[3.3.0]OCT-6-EN-3-ONE;(1S,5R)-(-)-CIS-2-OXABICYCLO[3.3.0]OCT-6-EN-3-ONE;(1S,5R)-(-)-CIS-2-OXABICYCLO[3.3.0]OCT-6- EN-3-ONE 97%;(3aR,6aS)-3,3a,6,6a-Tetrahydro-2H-cyclopenta[b]furan-2-one, (3aR,6aS)-3,3a,6,6a-Tetrahydro-2H-1-oxapentalen-2-one
CAS:43119-28-4
MF:C7H8O2
MW:124.14
EINECS:610-106-4
Product Categories:
Mol File:43119-28-4.mol
(1S,5R)-(-)-2-Oxabicyclo[3.3.0]oct-6-en-3-one Structure
(1S,5R)-(-)-2-Oxabicyclo[3.3.0]oct-6-en-3-one Chemical Properties
Melting point 44-46 °C(lit.)
Boiling point 263.1℃
density 1.196
refractive index 1.4906 (estimate)
Fp 104.0℃
storage temp. 2-8°C
solubility DMF: 30 mg/ml,DMSO: 30 mg/ml,DMSO:PBS (pH 7.2) (1:2): 0.33 mg/ml,Ethanol: 15 mg/ml
form A crystalline solid
color Off-white to light yellow
Optical Rotation[α]22/D 103°, c = 1 in methanol
BRN 3537516
InChIInChI=1S/C7H8O2/c8-7-4-5-2-1-3-6(5)9-7/h1-2,5-6H,3-4H2/t5-,6-/m0/s1
InChIKeyRYBPGUMSFWGGLP-WDSKDSINSA-N
SMILESO1C(=O)C[C@]2([H])C=CC[C@]12[H]
Safety Information
WGK Germany 3
F 10-21
Storage Class13 - Non Combustible Solids
MSDS Information
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SigmaAldrich English
(1S,5R)-(-)-2-Oxabicyclo[3.3.0]oct-6-en-3-one Usage And Synthesis
Chemical Propertieswhite to beige or brownish crystalline powder
Uses()-G-Lactone is a synthetic intermediate useful for prostaglandins synthesis[1].
References[1] Alphand, V, et al. Microbial Transformations 16. One-step synthesis of a pivotal prostaglandin chiral synthon via a highly enantioselective microbiological Baeyer-Villiger type reaction. Tetrahedron Lett. 30(28), 3663-3664 (1989).
(1S,5R)-(-)-2-Oxabicyclo[3.3.0]oct-6-en-3-one Preparation Products And Raw materials
Tag:(1S,5R)-(-)-2-Oxabicyclo[3.3.0]oct-6-en-3-one(43119-28-4) Related Product Information
2-Cyclopentene-1-acetic acid 3-Cyclopentene-1-ol cis-3-Hexenyl formate Isobutyl formate 3-HEPTEN-1-OL Cyclopentene 6-Heptenoic acid CIS-4-HEPTENAL (S)-dihydro-4-methylfuran-2(3H)-one CIS-4-HEPTEN-1-OL (R)-(-)-PENTEN-2-OL 4-Hexanolide γ-Valerolactone 3-Methyltetrahydrofuran 3-Methyl-4-pentenoic acid 97 Ethyl 4-pentenoate 2-Methyl-3-buten-1-ol (+)-cis-2-Oxabicyclo[3.3.0]oct-6-en-3-one