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CHM 227 CHAPTER 18 (notes)

CHM 227 CHAPTER 18 (notes) - CHAPTER 18 Table 18.2...

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CHAPTER 18 Table 18.2 – Additions to the Carbonyl Group Nucleophil e Product Comments 18.2 — Reaction with NaBH 4 or LiAlH 4 proceeds to stage one and follows the basic conditions mechanism 18.3 — This reaction proceeds to stage 1. Hydrates usually cannot be isolated because of the unfavorable equilibrium. The reaction follows either the acidic or basic conditions mechanism. 18.4 — This reaction proceeds to stage 1 and follows the basic conditions mechanism. 18.6 — Reaction with organo-metallic nucleophiles (Grignard reagents and organo-lithium reagents) proceeds to stage 1 and follows the basic conditions mechanism. 18.7 — The Wittig reaction proceeds to stage 2 and follows the basic conditions mechanism. 18.8 — Imine formation proceeds to stage 2 with primary amines. Addition follows the basic conditions mechanism, but acid is needed to remove the oxygen. Secondary amines give enamines. 18.9 — Acetals are formed at stage 3. Thiols react in a very similar manner.
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