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Organic Lab Reactions 45 - Product CH 2 =CHCH 2 1! sJJ y...

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TABLE II— Continued -ortho REARRANGEMENTS OF ALLTL ARTL ETHERS 2. MISCELLANEOUS ETHERS, BENZENE DERIVATIVES CH-CHCHO^N I'fi ±] Substituents in Allyl Group /3-Chloro /3-Bromo 7-Chloro 7-Chloro 7-Bromo a-Methyl a-Ethyl a-Ethyl a-w-Propyl 7-Phenyl Ring None None None 4-Methyl None 4-Carbethoxy None 4-Carbethoxy ^ 4-Carbethoxy None Conditions Time, hours 2 1.5 3.5 1 — . 4 Tempera- ture, °C. 216-223 222-240 201-225 200-236 220-246 Solvent (or Other Special Condition) Tetralin Refluxed at 50 mm. Diethylaniline Refluxing diethylaniline Product
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Unformatted text preview: Product CH 2 =CHCH 2 1!« sJJ y pa \ ^ Substituents in Allyl Group /3-Chloro Ring None (2-Methylbenzofuran) (Phenolic products) (Phenolic products) (Polymeric products) (1,3-Dibromopropene) (Phenol) 7-Methyl 4-Carbethoxy (Butadiene) 7-Ethyl 7-Ethyl None 4-Carbethoxy . (1,3-Pentadiene) 7-n-Propyl a-Phenyl 4-Carbethoxy None m \ Yield 24% •20% 18-29% — — 8% 9-18% >85% Trace 84% 70% 9% — 58% Reference * 43 43 42,43 43 43 43 123a 40 62 62 41 35, 60, 68...
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