Organic Lab Reactions 229

Organic Lab Reactions 229 - 239 Reaction of Diazonium Salts...

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CHAPTER 6 THE PREPARATION OF UNSYMMETRICAL BIARYLS BY THE DIAZO REACTION AND THE NITROSOACETYLAMINE REACTION WERNER E. BACHMANN AND ROGER A. HOFFMAN University of Michigan CONTENTS PAGE NATURE OF THE REACTIONS 225 Diazo Reaction 225 Nitrosoacetylamine Reaction 226 MECHANISMS or THE REACTIONS 227 SCOPE AND LIMITATIONS OF THE REACTIONS 230 Types of Compounds Available through the Reactions 230 Derivatives of Biphenyl 231 Terphenyls and Derivatives 235 Arylnaphthalenes 236 Arylthiophenes 236 Arylpyridines 236 Side Reactions 237 Related Reactions 238 Employment of Dry Diazonium Salts 238 Pschorr Synthesis
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Unformatted text preview: 239 Reaction of Diazonium Salts with Quinones and with Phenols 239 Decomposition of Aromatic Acyl Peroxides 241 OTHER METHODS OF SYNTHESIS OF UNSYMMETBICAL BIARYLS 241 Direct Substitution in Biphenyl 241 Grignard Reaction 242 Diels-Alder Reaction 242 Ullmann Reaction . . . . 243 SELECTION OF EXPERIMENTAL CONDITIONS 243 Choice of Method 243 Isolation of the Product '. 245 EXPERIMENTAL PROCEDTJRES 245 Diazo Reaction . . 245 Procedure Utilizing Sodium Hydroxide 246 2-Methoxy-4'-bromobiphenyl and 4-Methoxy-4'-bromobiphenyl . . . 246 224...
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