Organic Chemistry CHEM 145

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Organic Chemistry CHEM 145 2 Credit hrs Chemistry Department College of Science King Saud University By Prof. Mohamed El-Newehy

Nomenclature of Alkynes  These compounds are deficient in hydrogen Carbon-carbon triple bond. is called the Alkynes or Acetylenes General formula is CnH2n-2 Nomenclature of Alkynes  The simplest members of the alkynes series (C2 & C3) derived from the corresponding alkanes by replacing the –ane ending by –yne. 3-Chloro-2,7-dimethyl-4-nonyne

Geometry of Unsaturated Hydrocarbones Physical Properties of Alkynes  Geometry of the Carbon-Carbon Triple Bond: sp Hybridization  Acetylene is a linear molecule with a bond angle of 180. Physical Properties of Alkynes  The physical properties of alkynes are much the same as those of corresponding alkanes. C2 to C4 alkenes are gases C5 to C18 alkenes are liquids above C18 are solids.  Alkynes are insoluble in water and soluble in nonpolar organic solvents such as benzene or in carbon tetrachloride.

The Acidity of Terminal Alkynes  The hydrogen bonded to the carbon of a terminal alkyne is more acidic than those bonded to carbons of alkene or alkane dicular

Preparation of Alkynes Dehydrohalogenation of Alkyl dihalides  Treatment of vicinal or germinal dihalides with strong base followed by sodium amide. dicular

Reaction of Sodium Acetylide with Primary Alkyl Halides  Acetylenes Example dicular

 Monosubstituted Acetylenes Example dicular

Reactions of Alkynes 1. Addition of Hydrogen: Catalytic Hydrogenation dicular 2. Addition of Halogens: Halogenation

3. Addition of Hydrogen Halide 4. Addition of Water: Hydration dicular