| Identification | Back Directory | [Name]
8-(Benzyloxy)-8-oxooctanoic acid | [CAS]
15570-39-5 | [Synonyms]
Suberic acid mono-benzyl ester
8-(Benzyloxy)-8-oxooctanoic acid
Octanedioic acid, 1-(phenylmethyl) ester | [Molecular Formula]
C15H20O4 | [MOL File]
15570-39-5.mol | [Molecular Weight]
264.32 |
| Chemical Properties | Back Directory | [Melting point ]
34.5-35 °C | [Boiling point ]
195-197 °C(Press: 1.1 Torr) | [density ]
1.120±0.06 g/cm3(Predicted) | [pka]
4.76±0.10(Predicted) | [InChI]
InChI=1S/C15H20O4/c16-14(17)10-6-1-2-7-11-15(18)19-12-13-8-4-3-5-9-13/h3-5,8-9H,1-2,6-7,10-12H2,(H,16,17) | [InChIKey]
KIDAZJWBHFODTB-UHFFFAOYSA-N | [SMILES]
C(OCC1=CC=CC=C1)(=O)CCCCCCC(O)=O |
| Hazard Information | Back Directory | [Synthesis]
To a solution of octanedioic acid (1 g, 5.7 mmol) and benzylic alcohol (0.31 g, 2.9 mmol) in dichloromethane (25 mL) were added 4-dimethylaminopyridine (0.39 g, 3.2 mmol) and N,N'-dicyclohexylcarbodiimide (0.66 g, 3.2 mmol). The mixture was stirred at room temperature for 1 h and concentratedin vacuo. Water (40 mL) was then added and the mixture was extracted with ethyl acetate (3 x 40 mL). The combined organic layers were washed with water (2 x 75 mL) and concentratedin vacuo. The obtained crude product was purifiedviasilica gelcolumn chromatography (cyclohexane/ethyl acetate, 80/20) affording 8-(Benzyloxy)-8-oxooctanoic acid as a translucent solid (0.545 g, 71% yield).
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