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1-Phenoxypropane is treated with an excess of conc. Hl at 0C and the mixture of products is treated with thionyl chloride. The products formed are:
| 1. | n-propanol + Chlorobenzene |
| 2. | Phenol + n-propyl iodide |
| 3. | n-propyl chloride + Chlorobenzene |
| 4. | n-propyl chloride + Phenol |