Organic 2 Review Problem 120

Organic 2 Review Problem 120 - IQ4 PRACTICAL ORGANIC...

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IQ 4 PRACTICAL ORGANIC CHEMISTRY (b) Silver cyanide gives an alkyl isocyanide or z'sonitrile. C 2 H 5 Br - AgCX --- AgBr + C 2 H 5 NC (ethyl wocyanide). (6) Silver nitrite gives a mixture of ethyl nitrite and nitro-ethane (p. 131). C H Br AeXO S* C 2 H 5 -O-NO (ethyl nitrite) 2 5 ' *' 2 \ C 8 H 5 NO 2 (nitro-ethane). (7) Ammonia gives the corresponding amine (see however p. 127). C 2 H 5 Br -r HNH 2 — HBr -r C 2 H 5 NH 2 (monoethylamine). (8) The alkyl halides are also of great importance in synthetic operations (e.g.) using Grigard reagents (p. 280), acetoacetic ester (p. 269) and malonic ester (p. 275). Ethyl Benzoate. C 6 H 5 COOC 2 H 5 . (Method 2; The Fischer- Speier Method, p. 96.) As a general rule esterification by the Fischer-Speier method should be carried out using absolute ethanol: in the following preparation of ethyl benzoate, however, the yield is not sensibly affected by the use of the cheaper rectified spirit. Required:
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