Identification | Back Directory | [Name]
1-(Tetrahydro-2H-pyran-4-yl)ethanone | [CAS]
137052-08-5 | [Synonyms]
ACP FASN2A NDUFAB1 MGC65095 EOS-61643 1-(oxan-4-yL 1-(oxan-4-yl)ethanone 4-Acetyltetrahydropyran 1-(oxan-4-yl)ethan-1-one 4-Acetyltetrahydropyran,97% 4-ACETYLTETRAHYDRO-4H-PYRAN 4-Acetyltetrahydro-2H-pyran 1-Tetrahydropyran-4-yl-ethanone 4-Acetyltetrahydro-2H-pyran 97% 1-(tetrahydro-2H-pyran-4-yl)ethanone Ethanone, 1-(tetrahydro-2H-pyran-4-yl) 1-(tetrahydro-2H-pyran-4-yl)ethan-1-one 1-(TETRAHYDRO-2H-PYRAN-4-YL)ETHANE -1-ONE Ethanone, 1-(tetrahydro-2H-pyran-4-yl)- (9CI) 1-ACETOXY-3-CARBAMOYL,2,2,5,5-TETRAMETHYLPYRROLIDINE 1-(Tetrahydro-2H-pyran-4-yl)ethan-1-one, 4-Acetyloxane | [EINECS(EC#)]
809-972-8 | [Molecular Formula]
C7H12O2 | [MDL Number]
MFCD08702710 | [MOL File]
137052-08-5.mol | [Molecular Weight]
128.17 |
Chemical Properties | Back Directory | [Boiling point ]
90-94℃/15mm | [density ]
1.024 | [refractive index ]
1.4530 | [storage temp. ]
-20°C | [form ]
Liquid | [color ]
Colorless to pale yellow | [InChI]
InChI=1S/C7H12O2/c1-6(8)7-2-4-9-5-3-7/h7H,2-5H2,1H3 | [InChIKey]
VNMXIOWPBADSIC-UHFFFAOYSA-N | [SMILES]
C(=O)(C1CCOCC1)C |
Hazard Information | Back Directory | [Uses]
Cell permeable probe for the detection of intracellular oxidative stress. ACP can easily be deprotected with esterases to cyclic hydroxylamines, which are oxidized by ROS leading to ESR-detectable nitroxide radicals. | [Synthesis]
Example 1 (Synthesis of 4-acetyltetrahydropyran)
In a 10 mL glass flask equipped with a stirring device, a thermometer and a reflux condenser, 0.38 g (2.0 mmol) of methyl 4-acetyltetrahydro-2H-pyran-4-carboxylate (synthesized according to the method of Reference Example 1) of 99% purity and 1.08 mL (10 mmol) of 9 mol/L sulfuric acid were added. The reaction mixture was heated to 120°C under stirring and the reaction lasted for 1.5 hours. Upon completion of the reaction, the reaction mixture was analyzed by gas chromatography (internal standard method) and the formation of 0.25 g (yield: 96%) of 4-acetyltetrahydropyran was confirmed. | [References]
[1] Patent: EP1700852, 2006, A1. Location in patent: Page/Page column 7-8 [2] Patent: EP1700852, 2006, A1. Location in patent: Page/Page column 8 [3] Patent: EP1700852, 2006, A1. Location in patent: Page/Page column 8 [4] Patent: EP1700852, 2006, A1. Location in patent: Page/Page column 8 [5] Patent: WO2011/50016, 2011, A1. Location in patent: Page/Page column 35-36 |
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