chapter 9 - Start of Chapter 9 Properties of alkynes...

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Properties of alkynes Alkynes and similar sized alkenes and alkanes have similar physical properties However, the bond lengths are different Bond angles are different sp hybridized C atom bond angle 180º sp 3 hybridized C atom bond angle 109.5º Overall geometry is different & tetrahedral geometry sp 2 hybridized C atom bond angle 120º geometry 1.54 Å 1.09 Å 1.20 Å 1.06 Å C C CH 3 H C C CH 3 H H H H H C C CH 3 H H H 1.33 Å 1.08 Å This difference in bond length is a result of the high s-character of the electron orbitals sp orbitals have 50% s-character while sp 3 only have 25%
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Alkynes Naming – end the name with “-yne” H H Cl CH 3 Acetylene or ethyne 1 5 4 3 2 6 7 8 6-methyl-3-octyne octa-2,4-dien-6-yne 3-chloro-4-methyl (2Z,4E)-
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Making alkynes Cl Cl KOH heat Br 1. NaNH 2 , heat 2. H 2 O (or H 3 O ) HC A vinylic bromide – a Br attached to a C that is part of an alkene Can also get isomerized alkyne products is possible
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Making alkynes Br 2 CCl 4 2 KOH excessive heat Br Br A vicinal dibromide
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chapter 9 - Start of Chapter 9 Properties of alkynes...

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