Cyclopentyl Methyl Ether (CPME)

[5614-37-9] C6H12O (MW 100.16) InChI = 1S/C6H12O/c1-7-6-4-2-3-5-6/h6H,2-5H2,1H3 InChIKey = SKTCDJAMAYNROS-UHFFFAOYSA-N (solvent used for reactions, extraction, and recrystallization in a wide array of reactions) Alternate Name: methoxycyclopentane. Physical Data: mp <−140 °C; bp 106 °C; d 0.86 g mL−1. Solubility: soluble in alcohol, ether, and most organic solvents; insoluble in H2O. Form Supplied in: clear colorless liquid; widely available. Analysis of Reagent Purity: GC. Preparative Method: methylation of cyclopentanol or addition of MeOH to cyclopentene. Purification: fractionally distilled at 760 mmHg through a 70 mm Vigreux column. Avoid desiccation and overheating. Handling, Storage, and Precautions: to help prevent autoxidation, store in dark, dry cool under nitrogen atmosphere. CPME should be used in a well-ventilated fume hood. Toxicity (oral) rat LD50: 1000–2000 mg kg−1. Incompatible with strong acids, strong bases, and oxidizing agents. May form explosive peroxides in the presence of air or sunlight.