bruicech8 - Organic Chemistry I Chapter 8 Substitution...

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Organic Chemistry I Lecture Outline Chapter 8: Substitution Reactions of Alkyl Halides Bruice, 5th edition Chapter 10: Reactions of Amines, Ethers, Organometallics I. PROPERTIES OF ALKYL HALIDES (Section 8.1) A. Alkyl halides contain a halogen bonded to an sp 3 hybridized carbon atom. B. Alkyl halides can be classified as primary, secondary or tertiary depending on the substitution of the carbon atom that bears the halogen. C. The physical properties of alkyl halides differ from their corresponding alkanes (i.e., polarity, solubility, boiling point, etc. .). D. Electrophilic nature of alkyl halides II. NUCLEOPHILIC SUBSTITUTIONS (sp 3 C) Nucleophilic substitutions occur with molecules that have an sp 3 carbon bonded to a leaving group (-halogen, -OH 2 + , -OTs). The reaction occurs when a nucleophile displaces the leaving group. The reaction can occur via two distinct mechanisms. III. SN 2 NUCLEOPHILIC SUBSTITUTION (Section 8.2-8.4) X Nu Nu attacks sp 3 C from 180 ο angle Nu Nu X δ−
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This note was uploaded on 03/08/2011 for the course CHEM 101 taught by Professor Hard during the Spring '11 term at UT Arlington.

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bruicech8 - Organic Chemistry I Chapter 8 Substitution...

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