chap7 - Chap 7 Alkenes 1 General informationsigma bonds 20...

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1 Chap 7 Alkenes 1. General information- Alkenes = c=c, 1.33 A sigma bonds - 20 kcal/mol more stable, so π bonds more reactive. 2. Degrees of unsaturation, (sat. all H) 1 degree of unsaturation = 1 ring, 1 double bond 2 degree of unsaturation = 2 rings, 2 double bonds, 1 double bond and 1 ring, 1 triple bond Calculate degrees of unsaturation C 3 H 6 = [(2(3) + 2) - 6]/2 = 1 If formula contains a halogen add 1 H to the total. C 4 H 4 Br 2 = C 4 H 6 = [(2(4) + 2) - 6]/2 = 2 (2C + 2) - H 2 = Br Br Br H H H H Br
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2 If formula contains a nitrogen add 1 H and 1 C to the total. C 4 H 9 N = C 5 H 10 = [(2(5) + 2) - 10]/2 = 1 3. Stereoisomers A) -cis -trans, must have a rigid system. B) E, Z system Z = zusammen, together E = entegen, opposite Not cis- or tans- Prioritize each side of the double bond use R- and S- priority rules. NH 2 NH 2 NH 2 C C H H Ph Ph H H Not cis or trans H A C B H A H B H A B H cis trans H H 3 C CH 2 CH 3 H trans-2-pentene 4 1 3 2 Z same side 4 1 2 3 E opposite side
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3 4. Stability of alkenes- measured by heat of hydration.
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chap7 - Chap 7 Alkenes 1 General informationsigma bonds 20...

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