310-26 - Organic Lecture Series CH 310 N LECTURE 26...

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Organic Lecture Series 1 CH 310 N LECTURE 26 Textbook Assignment: Chap 20 (omit 20.3) Homework (for credit): POW 8 posted (Due Mar 28) Today’s Topics: 1,2 vs 1,4 Addn to butadiene Notice & Announcements: XM 2 Grading in Progress “Surgical Subspecialists” David Cuellar, MD - Urology Lisa Hansard, MD - Fertility/OB/GYN Dan Peterson, MD - Neurosurgery Organic Lecture Series 2 Conjugated Conjugated Systems Systems (Omit 20.3) (Omit 20.3)
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Organic Lecture Series 3 3 2 2 3 2 2 2 2 (From O-chem I) the addition of HBr to a alkene will give a bromide: Organic Lecture Series 4 3 2 2 3 2 2 2 2 2 (From O-chem I) the addition of Br 2 to a alkene will give a dibromide: Do addition reactions behave differently for dienes?
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Organic Lecture Series 5 • Addition of 1 mol of HBr to butadiene at -78°C gives a mixture of two constitutional isomers: – these products can be explained by the following two-step mechanism 1-Bromo-2-butene 10% (1,4-addition) -78°C + + 3-Bromo-1-butene 90% (1,2-addition) CH 2 =CH-CH=CH 2 HBr 2 =CH-CH-CH 2 2 -CH=CH-CH 2 1,3-Butadiene H H Br 1,2 1,2
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310-26 - Organic Lecture Series CH 310 N LECTURE 26...

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