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Unformatted text preview: 3 orbitals (a hybrid orbital with more s character is shorter). (2) Because of electron delocalization, there is partial double bond character in the C 2-C 3 bond, making it shorter. 4. The addition of HC1 to l,3-butadiene involves the bonding of Cl -to a (+) carbon of an allylic cation intermediate. A 1,2 addition product forms when the Cl -bonds to C-2 of the allylic cation; a 1,4 addition product forms when Cl -bonds to C-4. In the allylic cation, C-2 has a larger positive charge than C-4 (C-2 is 2 o cation while C-4 is a 1 o cation). This makes it easier for Cl -to bond to C-2 than C-4. Thus, the 1,2 addition product forms faster....
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This note was uploaded on 04/07/2009 for the course CHE 312 taught by Professor Drake during the Spring '08 term at American International.
- Spring '08
- Organic chemistry