BBslides 86-130

BBslides 86-130 - lecture notes

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87 ALKYNES 1- General formula – C n H 2n-2 2- Electronic Structure sigma bond two Pi bonds SP hybridization
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88 3 – ISOMERS Procedure the same as alkenes but no cis-trans isomers . 4 – NAMING Rules same as alkenes except suffix of yne is used to indicate the presence of the triple bond. example C 6 H 10 1-hexyne 2-hexyne 3-hexyne 3-methyl-1-pentyne 4-methyl-1-pentyne 4-methyl-2-pentyne 3,3-dimethyl-1-butyne
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89 5 – Cycloalkynes : ring size must be very large because of ring strain. The smallest stable ring is Cyclooctyne . 6 – Chemical properties : same as alkenes but twice as much reagent can react. Some exceptions do occur. A) HYDROGENATION C C + H H LINDLARS CATALYST C C + H H H H Pt C C H H H H B) HYDROHALOGENATION
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90 C) HALOGENATION trans D) REACTIONS WITH ALCOHOLS C C + C C + H H H C C H H ROH + OR R OH + OR O OR Cl Cl Cl Cl Cl Cl Cl Cl C C + C C + C C Cl Cl
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91 E) HYDRATION Keto-Enol rearrangement C C + C C H H H H H H OH + O H rearrangement C C O enol keto F) Acidity of terminal alkynes R C C H R C C NH 3 NH 2 liquid NH 3 SP hybridized Markovnikov rule applies CH 3 C CH + H 2 O H + CH 3 C O CH 3 R C H C
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92 H H H H OPTICAL ISOMERISM 1 – PLANE OF SYMMETRY : Plane which bisects an object into mirror image half’s . CHAPTER 5 C C H H H H
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2 – MIRROR IMAGES : Two possibilities A) mirror image is identical to original B) mirror image is different from original or the mirror image does not superimpose on the original. QUESTION What property is required for the mirror image not to superimpose on the original. ANSWER The object can not have a plane of symmetry. 3 –
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This note was uploaded on 11/19/2010 for the course CHEM 0458 taught by Professor Krishnamachari,n. during the Spring '10 term at CUNY Hunter.

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BBslides 86-130 - lecture notes

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